Phosphorus tribromide [Phosphorus(III) bromide; PBr3]

Page 1

Query Query

Results

Date

62 reactions in Reaxys

2017-10-13 05h:22m:42s (EST)

62 reactions in Reaxys

2017-10-13 05h:23m:36s (EST)

Br

1. Query

P

Br

Br

Search as: As drawn, No salts, No mixtures, No isotopes, No charges, No radicals 2. Query

(1. Query) AND itemno in (1)

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

1/18

2017-10-13 05:33:59


P P PP

Br

Br

Br

white

Br Br P P Br Br

P P P Br P

Br P

Br

Br

Rx-ID: 26368755 View in Reaxys 1/62 Yield

Conditions & References in carbon disulfide, under N2, dropwise addn. of Br2/CS2 to a stirred soln. of P4/CS2 (-10°C, 1 h), yellow soln.; not isolated, identified by 31P-NMR spectroscopy, molar ratio of PBr3, P2Br4, exo,exo-P4Br2 and exo,endo-P4Br2: 95 : 2.7 : 0.48 : 1.9 Tattershall, Bruce W.; Kendall, Nigel L.; Polyhedron; vol. 13; (1994); p. 1517 - 1522 ; (from Gmelin) View in Reaxys

P

Se

Br

red

Se

Br Br

P Se

P

P

Se Se

S P Br SeP Se P Se

Se P Br S P Se P Se

S P Br S P Se P Se

Br P

Br

Br

Rx-ID: 26669240 View in Reaxys 2/62 Yield

Conditions & References in neat (no solvent), addn. of Se and red P to Br2, -40°C; sealing under N2; slowly heating to 200°C; cooling; addn. of CS2; stirring; filtration; all reacts. excluding light; detn. by NMR Loennecke, P.; Blachnik, R.; Tattershall, B. W.; Zeitschrift fuer Anorganische und Allgemeine Chemie; vol. 620; (1994); p. 1115 - 1124 ; (from Gmelin) View in Reaxys

P

Se

Br

red

Se

Br Br

P Se

P

P

Se Se

Br P

Br2P4Se3

Br

Br

Rx-ID: 26669241 View in Reaxys 3/62 Yield

Conditions & References in neat (no solvent), addn. of Se and red P to Br2, -40°C; sealing under N2; slowly heating to 250°C; cooling; addn. of CS2; stirring; filtration; not isolated; detn. by NMR Loennecke, P.; Blachnik, R.; Tattershall, B. W.; Zeitschrift fuer Anorganische und Allgemeine Chemie; vol. 620; (1994); p. 1115 - 1124 ; (from Gmelin) View in Reaxys

S

P Br

Br

Br

P

Br

Br

Br

Rx-ID: 26486988 View in Reaxys 4/62 Yield

Conditions & References in neat (no solvent), Pure PSBr3 is heated in a sealed tube at 140°C for 43 min.; Formed PBr3 is detected by NMR spectrum. Demarcq, Michel C.; Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999); (1990); p. 35 - 40 ; (from Gmelin) View in Reaxys

P Se Se Se P P P

Br

Br

Br

P

P4Se5

Br

Br

Rx-ID: 26368810 View in Reaxys 5/62 Yield 0%

Conditions & References in not given, according Penney, Sheldrick, J. Chem. Soc. A 1971, 245; Lathrop, David; Eckert, Hellmut; Journal of Physical Chemistry; vol. 93; nb. 23; (1989); p. 7895 - 7902 ; (from Gmelin) View in Reaxys

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

2/18

2017-10-13 05:33:59


Br

H 2P

Br

PH2

PH+4

H

P

Br

Br

Rx-ID: 26480188 View in Reaxys 6/62 Yield

Conditions & References in carbon disulfide, P2H4, CS2 and HBr condensed into a quartz NMR tube at 77°K, slowly warmed to 205°K; observed by P(31)-NMR Minkwitz, Rolf; Liedtke, Andreas; Inorganic Chemistry; vol. 28; (1989); p. 4238 - 4242 ; (from Gmelin) View in Reaxys N

Br

Br

Br

P–

Br N – Br PC Br (v6) (v4) N

N

Br P

Br

Br

N

N

Rx-ID: 26368387 View in Reaxys 7/62 Yield

Conditions & References

0%

in not given Dillon, Keith B.; Platt, Andrew W. G.; Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999); (1982); p. 1199 - 1204 ; (from Gmelin) View in Reaxys

Cl

Cl N – Cl P C (v4) N (v6) N OC-6 Cl

(v4)

P C– N

N

(v4)

N+

Br

Br

N

Br P

Br

Br

Rx-ID: 26368452 View in Reaxys 8/62 Yield

Conditions & References in dichloromethane Dillon, Keith B.; Platt, Andrew W. G.; Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999); (1982); p. 1199 - 1204 ; (from Gmelin) View in Reaxys

Cl

(v4)

P C– N

N

(v4)

Br–

N+

N

Cl N – C P Br (v4)OC-6 Cl (v6) N

Br

N+

N

Br N

Br N – PC

(v4) (v6)

N

N

Cl N – C P Br (v4)OC-6 Br (v6)

Br

Br P

Br

Br

Cl

N

Rx-ID: 26368453 View in Reaxys 9/62 Yield

Conditions & References in dichloromethane, under N2, Br2 added dropwise to soln. of (NEt4)(PCl(CN)3) contg. excessof N(n-C3H7)4Br; monitored by (31)P NMR spectra Dillon, Keith B.; Platt, Andrew W. G.; Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999); (1982); p. 1199 - 1204 ; (from Gmelin) View in Reaxys

Br Br PBr Br

N+

I–

Br P

Br

Br

Br

Rx-ID: 26402573 View in Reaxys 10/62 Yield 42 %

Conditions & References in neat (no solvent), byproducts: Et4NIBr2; argon atmosphere; org. compd. addn. to PBr5 (cooling to -20°C), reaction vessel connecting to vac. line; PBr3 collection (trap cooled with liq. nitrogen)

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

3/18

2017-10-13 05:33:59


Vengel'nikova, V. N.; Timokhin, B. V.; Kalabina, A. V.; Donskikh, V. I.; Journal of General Chemistry USSR (English Translation); vol. 52; (1982); p. 1160 - 1163; Zhurnal Obshchei Khimii; vol. 52; (1982); p. 1318 - 1322 ; (from Gmelin) View in Reaxys

Br

Cl –

N+

Br

Br PBr Br

Br

P ClCl

Br

P BrCl

Cl P

Br

Br

Br

P

Cl

Cl

Rx-ID: 26453860 View in Reaxys 11/62 Yield

Conditions & References in neat (no solvent), byproducts: Et4NBr; argon atmosphere; mixing org. compd. and PBr5 (cooling), mixt. leaving for 1 h at room temp., heating (vac., 80°C, 2 h); volatile products collection (trap cooled with liq. nitrogen) Vengel'nikova, V. N.; Timokhin, B. V.; Kalabina, A. V.; Donskikh, V. I.; Journal of General Chemistry USSR (English Translation); vol. 52; (1982); p. 1160 - 1163; Zhurnal Obshchei Khimii; vol. 52; (1982); p. 1318 - 1322 ; (from Gmelin) View in Reaxys

P

Br

red

Br

P

Br

Br

Br

Rx-ID: 26368991 View in Reaxys 12/62 Yield 93.5 %

Conditions & References in benzene Medoks, G. V.; Maslova, L. A.; Zh. neorgan. Khim.; vol. 1; (1956); p. 1929 - 1930; C. A.; (1957); p. 5609 ; (from Gmelin) View in Reaxys

93.5 %

in benzene vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in neat (no solvent), heating red P with I2; react. at the transition point of red P; Schroetter, A.; Sitz.-Ber. Akad. Wiss. (wien); vol. 1; (1848); p. 130 - 137 ; (from Gmelin) View in Reaxys direct synthesis in null-manometer, according to: O. G. Polyachenok, Author's Abstract of Doctoral Thesis, Leningrad, 1972 Dudchik, G. P.; Polyachenok, O. G.; Russian Journal of Inorganic Chemistry (Translation of Zhurnal Neorganicheskoi Khimii); vol. 24; (1979); p. 360 - 362; Zhurnal Neorganicheskoi Khimii; vol. 24; (1979); p. 646 - 650 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction of Br2 with red P, moistened by PBr3; Volhard, J.; Liebigs Annalen der Chemie; vol. 242; (1887); p. 141 - 163 ; (from Gmelin) View in Reaxys in neat (no solvent), slow admission Br2 to P in a CO2 atmosphere, warming when reaction becomes slower because of formation of a layer of product around the P pieces; Rekshinskii, V.; Tr. Inst. chistykh. khim. Reaktivov Nr. 3 (1924) 46/9; C. I; (1925); p. 477 ; (from Gmelin) View in Reaxys in not given, dropping a slurry of Br2 in PBr3 to red P (dried at 105°C for several hours, 25-30percent excess), suspension has to be kept sufficiently liquid to avoid explosions; Gay, J. F.; Maxson, R. N.; Fernelius, W. C., Inorganic Syntheses, Bd. 2, New York-London 1946, S. 147/51 ; (from Gmelin) View in Reaxys

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

4/18

2017-10-13 05:33:59


in neat (no solvent), heating red P with I2; react. at the transition point of red P; vol. P: MVol.C; 159, page 363 - 366 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction of Br2 with red P, moistened by PBr3; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in neat (no solvent), slow admission Br2 to P in a CO2 atmosphere, warming when reaction becomes slower because of formation of a layer of product around the P pieces; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in not given, dropping a slurry of Br2 in PBr3 to red P (dried at 105°C for several hours, 25-30percent excess), suspension has to be kept sufficiently liquid to avoid explosions; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in carbon disulfide Giran, H.; Ann. Chim. Phys.; vol. 30; (1903); p. 203 - 288 View in Reaxys vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in carbon disulfide, reaction in CS2 soln. even in presence of excess despite of Br2; Giran, H.; Ann. Chim. Phys.; vol. 30; (1903); p. 203 - 288 View in Reaxys vol. P: MVol.C; 213, page 489 - 491 ; (from Gmelin) View in Reaxys P S P

S P

S

N

S

Br

P Br

P

Br Br

Br –C

P

N

Br

Br

Rx-ID: 26401659 View in Reaxys 13/62 Yield

Conditions & References With aluminium trichloride, at the m.p. of BrCN Gana, J.; Fricke, K.; Mueller, H.; Wallenwein, G.; Bol. Soc. Chil. Quim.; vol. 17; (1971); p. 27 - 28; C.A.; vol. 76; (1972); p. 9988 View in Reaxys vol. C: MVol.D3; 6.2.5.6.7.10, page 238 - 238 ; (from Gmelin) View in Reaxys

Br Br F Br P F Br F

F

F

Br

Br

F

Br

P

Br

Rx-ID: 26386767 View in Reaxys 14/62 Yield >99, >99

Conditions & References 90°C (16 h) Burg, A. B.; Griffiths, J. E.; Journal of the American Chemical Society; vol. 82; (1960); p. 3514 - 3517 View in Reaxys vol. F: PerFHalOrg.3; 1.9, page 70 - 123 ; (from Gmelin) View in Reaxys

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

5/18

2017-10-13 05:33:59


F

F Br

F Br P Br

F

F

Br

F

F

F

F

F

P

F

Br

F

F

F

F

P

Br

Br

Br

Rx-ID: 26387542 View in Reaxys 15/62 Yield

Conditions & References

>99, >99, >99

90°C Burg, A. B.; Griffiths, J. E.; Journal of the American Chemical Society; vol. 82; (1960); p. 3514 - 3517 View in Reaxys vol. F: PerFHalOrg.3; 1.9, page 70 - 123 ; (from Gmelin) View in Reaxys room temp. Burg, A. B.; Griffiths, J. E.; Journal of the American Chemical Society; vol. 82; (1960); p. 3514 - 3517 View in Reaxys vol. F: PerFHalOrg.3; 1.9, page 70 - 123 ; (from Gmelin) View in Reaxys

Br

P

O

Br P

Br

P(OC6H5)2Br

Br

Br

Rx-ID: 7084938 View in Reaxys 16/62 Yield

Conditions & References T= 180 °C , Equilibrium constant Fluck et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 6363 View in Reaxys

O

O

P

Br P

Br

2 P(OC6H5)3

Br

Br

Rx-ID: 7442181 View in Reaxys 17/62 Yield

Conditions & References T= 180 °C , Equilibrium constant Fluck et al.; Journal of the American Chemical Society; vol. 81; (1959); p. 6363 View in Reaxys Cl

P BrF Br

P

Br

Cl F

Cl

P ClCl

P

Br

Br

Rx-ID: 26385273 View in Reaxys 18/62 Yield

Conditions & References in neat (no solvent), byproducts: PCl2Br, PClBr2, PFClBr; equilibrium within 4 d;; product mixture obtained; not isolated; detected by Raman spectroscopy; Delwaulle, M.-L.; Bridoux, M.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 248; (1959); p. 1342 - 1344 View in Reaxys vol. P: MVol.C; 225, page 516 - 517 ; (from Gmelin) View in Reaxys

Cl

Br – Cl Cl P Cl Cl

Cl

Cl Cl

P+ ClCl

Cl

PCl Cl Cl

Br

Br

Br

P

Br

Br

Br PBr Br

Br

Br

Rx-ID: 26456918 View in Reaxys 19/62

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

6/18

2017-10-13 05:33:59


Yield

Conditions & References in tetrachloromethane, decomposition with deep red color in CCl4 soln., formed PBr5 partially decomposes into Br2 and PBr3; Kolditz, L.; Feltz, A.; Z. Anorg. Chem.; vol. 293; (1958); p. 286 - 293 View in Reaxys vol. P: MVol.C; 224, page 513 - 516 ; (from Gmelin) View in Reaxys

Br Br Br TB-5 P Br Br

Br

Br

P

Br

Br

Br

Rx-ID: 26535843 View in Reaxys 20/62 Yield

Conditions & References in neat (no solvent), decomposition on melting; Chatterjee, S. D.; Journal of the Indian Chemical Society; vol. 19; (1942); p. 49 - 50 ; (from Gmelin) View in Reaxys in neat (no solvent), at 65 °C the decompn. achieves about 98.5percent, at 90°C >99percent; Harries, G. S.; Payne, D. S.; Journal of the Chemical Society; (1958); p. 3732 - 3733 ; (from Gmelin) View in Reaxys in further solvent(s), complete dissociation at higher temperature in liquid PBr3; Baxter, G. P.; Moore, C. J.; Boylston, A. C.; Journal of the American Chemical Society; vol. 34; (1912); p. 259 274 ; (from Gmelin) View in Reaxys in neat (no solvent), at 65 °C the decompn. achieves about 98.5percent, at 90°C >99percent; vol. P: MVol.C; 218, page 501 - 503 ; (from Gmelin) View in Reaxys in neat (no solvent), decomposition on melting; vol. P: MVol.C; 217, page 498 - 500 ; (from Gmelin) View in Reaxys in further solvent(s), complete dissociation at higher temperature in liquid PBr3; vol. P: MVol.C; 218, page 501 - 503 ; (from Gmelin) View in Reaxys

P

Br P

red

Br

Br

Rx-ID: 26184762 View in Reaxys 21/62 Yield

Conditions & References With bromine in benzene Medoks, G. V.; Maslova, L. A.; Zhurnal Neorganicheskoi Khimii; vol. 1; (1956); p. 1929 - 1930; C. A.; (1957); p. 5609/10 View in Reaxys vol. P: MVol.B; 3.4.1.6, page 282 - 285 ; (from Gmelin) View in Reaxys

Br

P Br

Br

O Br

P

Br

Br

Rx-ID: 7055024 View in Reaxys 22/62

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

7/18

2017-10-13 05:33:59


Yield

Conditions & References T= 160 °C , beim Erhitzen Gerrard; Herbst; Journal of the Chemical Society; (1955); p. 277 View in Reaxys

Br

P

Br

O

Br

H

Br

Br

P

Br

Br

Rx-ID: 7055025 View in Reaxys 23/62 Yield

Conditions & References T= 22 °C Gerrard; Herbst; Journal of the Chemical Society; (1955); p. 277 View in Reaxys N

Br

P

O

Br

Br

H

P

Br

Br

Br

Br

Rx-ID: 7055026 View in Reaxys 24/62 Yield

Conditions & References T= 100 °C , beim Erhitzen Gerrard; Herbst; Journal of the Chemical Society; (1955); p. 277 View in Reaxys

Br

P

Br

O

Br Br

Br

P

Br

Br

Rx-ID: 7055027 View in Reaxys 25/62 Yield

Conditions & References T= 160 °C Gerrard; Herbst; Journal of the Chemical Society; (1955); p. 277 View in Reaxys N

Br

P

O

Br

Br

H

Br Br

Br

P

Br

Br

Rx-ID: 7055028 View in Reaxys 26/62 Yield

Conditions & References T= 100 °C Gerrard; Herbst; Journal of the Chemical Society; (1955); p. 277 View in Reaxys

O

Br

P

Br P

Br

Br

Br

Br

Rx-ID: 7057774 View in Reaxys 27/62 Yield

Conditions & References T= 118 °C Gerrard; Herbst; Journal of the Chemical Society; (1955); p. 277 View in Reaxys

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

8/18

2017-10-13 05:33:59


O

Br

P

Br

Br

P

H

Br

Br

Br

Br

Rx-ID: 7057775 View in Reaxys 28/62 Yield

Conditions & References Gerrard; Herbst; Journal of the Chemical Society; (1955); p. 277 View in Reaxys

Br

I– (v2)

Br

Br Br Br

Br

P+ BrBr

Br

I

P

Br

Br

Br

Rx-ID: 26588688 View in Reaxys 29/62 Yield

Conditions & References in tetrachloromethane, dissociation;; detected by photometry; Popov; Schmorr; Journal of the American Chemical Society; vol. 74; (1952); p. 4672 ; (from Gmelin) View in Reaxys in tetrachloromethane, dissociation;; detected by photometry; vol. P: MVol.C; 232, page 531 - 533 ; (from Gmelin) View in Reaxys Br

P

Br

P

Br

Br

Br

Rx-ID: 26368527 View in Reaxys 30/62 Yield

Conditions & References in neat (no solvent), reaction of Br2 in CO2 (as carrier gas) with dry P; Lieben, A.; Liebigs Annalen der Chemie; vol. 146; (1868); p. 180 - 233 ; (from Gmelin) View in Reaxys in tetrachloromethane, slowly dropping Br2 to P in CCl4; Koskoski, W.; Fowler, R. D.; Journal of the American Chemical Society; vol. 64; (1942); p. 850 - 852 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction in CO2 atmosphere; Balard, A.-J.; Ann. Chim. Phys.; vol. 32; (1826); p. 337 - 381 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction with excess P in sealed tube; Rose, H.; Ann. Phys. Chem. (2); vol. 28; (1833); p. 529 - 550 ; (from Gmelin) View in Reaxys in further solvent(s), dropping Br2 slowly onto small pieces of P using PBr3 as a solvent; Balard; Baudrimont, E., Ann. Chim. Phys. (4) 2 (1864) 5/67 ; (from Gmelin) View in Reaxys in carbon disulfide, mixing solns. of elements in CS2;; distillation; Kekule, A.; Liebigs Annalen der Chemie; vol. 130; (1864); p. 1 - 31 View in Reaxys Oddo, G.; Tealdi, M.; Gazzetta Chimica Italiana; vol. 33; nb. II; (1903); p. 427 - 449 View in Reaxys Volhard, J.; Liebigs Annalen der Chemie; vol. 242; (1887); p. 141 - 163 ; (from Gmelin) View in Reaxys in benzene, adding Br2 dropwise to P in C4H4S free benzene;; separating liquid from slurry and distilling several times;

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

9/18

2017-10-13 05:33:59


Christomanos, A. C.; Z. Anorg. Chem.; vol. 41; (1904); p. 276 - 290 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction of Br2 in CO2 (as carrier gas) with dry P; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction in CO2 atmosphere; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction with excess P in sealed tube; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in further solvent(s), dropping Br2 slowly onto small pieces of P using PBr3 as a solvent; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in carbon disulfide, mixing solns. of elements in CS2;; distillation; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in benzene, adding Br2 dropwise to P in C4H4S free benzene;; separating liquid from slurry and distilling several times; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in tetrachloromethane, slowly dropping Br2 to P in CCl4; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in neat (no solvent), product is digested for several days with P to remove intermediately formed PBr5; vol. P: MVol.C; 214, page 491 - 494 View in Reaxys Pierre, I.; Ann. Chim. Phys.; vol. 20; (1847); p. 5 - 53 ; (from Gmelin) View in Reaxys F

Br

F P

Br P Br

F

Br

F

P F

Rx-ID: 26385052 View in Reaxys 31/62 Yield

Conditions & References in neat (no solvent), partial decomposition on standing; Booth, H. S.; Frary, S. G.; Journal of the American Chemical Society; vol. 61; (1939); p. 2934 - 2937 View in Reaxys vol. P: MVol.C; 222, page 509 - 511 ; (from Gmelin) View in Reaxys

Br

Br

P Br

O

Br PBr Br Br

Br

Br

P

Br

Br

phosphorus oxybromide Rx-ID: 7084808 View in Reaxys 32/62

Yield

Conditions & References Milobedzki; Krakoviecki; Bulletin de la Societe Chimique de France; vol. <4> 41; (1927); p. 932

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

10/18

2017-10-13 05:33:59


View in Reaxys Br

P P

P

P

P

Br

Br

Rx-ID: 26454678 View in Reaxys 33/62 Yield

Conditions & References With carbon dioxide, bromine, 100°C Boeeseken, J.; Recueil des Travaux Chimiques des Pays-Bas; vol. 45; (1926); p. 458 - 474 View in Reaxys vol. P: MVol.B; 3.4.1.6, page 282 - 285 ; (from Gmelin) View in Reaxys With bromine in carbon disulfide Kekule, A.; Justus Liebigs Annalen der Chemie; vol. 130; (1864); p. 1 - 31 View in Reaxys vol. P: MVol.B; 3.4.1.6, page 282 - 285 ; (from Gmelin) View in Reaxys With bromine in benzene, byproducts: C5H5PBr2, PBr5 vol. P: MVol.B; 3.4.1.6, page 282 - 285 View in Reaxys Christomanos, A. C.; Z. Anorg. Chem.; vol. 41; (1904); p. 276 - 290 ; (from Gmelin) View in Reaxys

Br

P

O

Br

O P

Br

P

O

Br

Br

O

Rx-ID: 7055023 View in Reaxys 34/62 Yield

Conditions & References beim Erwaermen Strecker; Grossmann; Chemische Berichte; vol. 49; (1916); p. 75 View in Reaxys

O

P

O

Br

O P

Br

O

O

P

Br

Br

Rx-ID: 7442180 View in Reaxys 35/62 Yield

Conditions & References Zerfaellt beim Erhitzen Strecker; Grossmann; Chemische Berichte; vol. 49; (1916); p. 75 View in Reaxys

P

Br

red

P

Br2Hg

Br

Hg

Br

Rx-ID: 26184783 View in Reaxys 36/62 Yield

Conditions & References at higher temp. and reduced pressure;

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

11/18

2017-10-13 05:33:59


Wolf, L.; Ber. Dtsch. Chem. Ges.; vol. 48; (1915); p. 1272 - 1280 ; (from Gmelin) View in Reaxys at higher temp. and reduced pressure; vol. Hg: MVol.B2; 169, page 755 - 757 ; (from Gmelin) View in Reaxys

P

Br

red

P

Br2Hg

Br

Br

Rx-ID: 26517493 View in Reaxys 37/62 Yield

Conditions & References in neat (no solvent), reaction under reduced pressure; Wolf, L.; Ber.; vol. 48; (1915); p. 1272 - 1280 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction under reduced pressure; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys Br Br Br TB-5 P Br Br

P P

P

P

Br Br

Br P

Br

Br

Rx-ID: 26368661 View in Reaxys 38/62 Yield

Conditions & References in neat (no solvent), adding small excess Br2 to P4 while cooling with ice water in vacuum in anhydrous atmosphere;; formed PBr5 dissociates into PBr3 and Br2, which can be easily removed via fractionating; Baxter, G. P.; Moore, C. J.; Boylston, A. C.; Journal of the American Chemical Society; vol. 34; (1912); p. 259 274 ; (from Gmelin) View in Reaxys in neat (no solvent), adding small excess Br2 to P4 while cooling with ice water in vacuum in anhydrous atmosphere;; formed PBr5 dissociates into PBr3 and Br2, which can be easily removed via fractionating; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys Br

P P

P

P

P

Br Br

Br

Br

Rx-ID: 26368660 View in Reaxys 39/62 Yield

Conditions & References in carbon disulfide Giran, H.; Ann. Chim. Phys.; vol. 30; (1903); p. 203 - 288 View in Reaxys vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys in carbon disulfide, reaction in CS2 soln. even in presence of excess Br2; Giran, H.; Ann. Chim. Phys.; vol. 30; (1903); p. 203 - 288 View in Reaxys vol. P: MVol.C; 213, page 489 - 491 ; (from Gmelin) View in Reaxys Br

Br

P

H

Br

Br

Rx-ID: 26179639 View in Reaxys 40/62

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

12/18

2017-10-13 05:33:59


Yield

Conditions & References With phosphorus trichoride Matignon, C.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 130; (1900); p. 1393 ; (from Gmelin) View in Reaxys With PCl3 vol. Br: MVol.; 6.3, page 208 - 213 ; (from Gmelin) View in Reaxys

Br

Br

P2O5

P

Br

Br

O

Rx-ID: 7442179 View in Reaxys 41/62 Yield

Conditions & References o-bromo-camphor Moureu; Bulletin de la Societe Chimique de France; vol. <3> 17; (1897); p. 552 View in Reaxys Br

Br

Br

OP4

P

Br

O

Br

Br

P Br Br

Rx-ID: 26368630 View in Reaxys 42/62 Yield

Conditions & References in tetrachloromethane, reaction of Br2 with excess P4O; Besson, A.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 124; (1897); p. 763 765 ; (from Gmelin) View in Reaxys in tetrachloromethane, reaction of Br2 with excess P4O; vol. P: MVol.C; 213, page 489 - 491 ; (from Gmelin) View in Reaxys Br

Br

Br

OP2

P

Br

O

Br

Br

P Br Br

Rx-ID: 26368690 View in Reaxys 43/62 Yield

Conditions & References in tetrachloromethane, additional formation of either PBr3 or PBr5 depends on ratio of starting materials; Besson, A.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 124; (1897); p. 763 765 ; (from Gmelin) View in Reaxys in tetrachloromethane vol. P: MVol.C; 220, page 506 - 508 ; (from Gmelin) View in Reaxys Cl

Br

H

P Cl

Cl

Br P

Br

Br

Rx-ID: 26455718 View in Reaxys 44/62 Yield

Conditions & References in neat (no solvent)

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

13/18

2017-10-13 05:33:59


Besson, A.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 122; (1896); p. 814 817 View in Reaxys vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin) View in Reaxys

P

Br

Br P

red

Br PBr Br

Br

Br

Br

Rx-ID: 26184763 View in Reaxys 45/62 Yield

Conditions & References With bromine, at room temp. Schroetter, A.; Annalen der Physik (Weinheim, Germany); vol. 81; (1850); p. 276 - 298 View in Reaxys Volhard, J.; Annalen der Physik (Weinheim, Germany); vol. 242; (1887); p. 141 - 163 View in Reaxys vol. P: MVol.B; 3.4.1.6, page 282 - 285 ; (from Gmelin) View in Reaxys

Cl

P

Br

O

Br

Br PBr Br

Cl

Cl

Br

O

Br

P ClBr

Br

P

Br

Rx-ID: 26453390 View in Reaxys 46/62 Yield

Conditions & References in neat (no solvent), reaction at 60°C; Geuther, A.; Hergt, O.; Jenaische Z. Naturwiss. (2. Suppl.-H.); vol. 10; (1876); p. 104 - 106 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction at 60°C; vol. P: MVol.C; 225, page 516 - 517 ; (from Gmelin) View in Reaxys

Cl

O

OH

P ClBr

P OH O

HO

Br

Cl

H

HO 3P

Br

Cl P

H

Br

Br

P

Cl

Cl

Rx-ID: 26453649 View in Reaxys 47/62 Yield

Conditions & References in neat (no solvent), reaction starting at 60°C with evolution of gas; Chambon, E.; Jenaische Z. Naturwiss. (Suppl. 2.-H.); vol. 10; (1876); p. 92 - 96 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction starting at 60°C with evolution of gas; vol. P: MVol.C; 225, page 516 - 517 ; (from Gmelin) View in Reaxys

B2O3

Br Br Br TB-5 P Br Br

Br P

Br

Br

Rx-ID: 26359748 View in Reaxys 48/62 Yield

Conditions & References in neat (no solvent), formation of small amount PBr3; Gustavson, G.; Z. chem.; vol. 13; (1870); p. 521 - 522 ; (from Gmelin) View in Reaxys in neat (no solvent), formation of small amount PBr3;

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

14/18

2017-10-13 05:33:59


vol. P: MVol.C; 218, page 501 - 503 ; (from Gmelin) View in Reaxys Br

Br

Br PBr Br

P

P

Br

Br

Br

Rx-ID: 26125210 View in Reaxys 49/62 Yield

Conditions & References in further solvent(s), in PBr3 soln. Lieben, A.; Justus Liebigs Annalen der Chemie; vol. 146; (1868); p. 180 - 233 View in Reaxys vol. P: MVol.B; 3.4.2.2, page 307 - 310 ; (from Gmelin) View in Reaxys

O H

P OH OH

Br

OH

Br

Br HO

P OH O

Br

P

H

Br

Br

Rx-ID: 26086772 View in Reaxys 50/62 Yield

Conditions & References in neat (no solvent), heating an excess of H3PO3 with Br2 in a sealed tube at 100 °C; Gustavson, G.; Bull. Acad. Imp. Sci. St. - Petersbourg; vol. 11; (1867); p. 299 - 301 View in Reaxys Gustavson, G.; J. prf. Ch.; vol. 101; (1867); p. 123 - 125 ; (from Gmelin) View in Reaxys in neat (no solvent), heating an excess of H3PO3 with Br2 in a sealed tube at 100 °C; vol. P: MVol.C; 57, page 122 - 124 ; (from Gmelin) View in Reaxys

Br

Br

Br PBr Br Br

P

Br

Br

Rx-ID: 26487912 View in Reaxys 51/62 Yield

Conditions & References With hydrogen sulfide in neat (no solvent), byproducts: HBr; react. of dry H2S with PBr5; Baudrimont, E.; Ann. Chim. Phys.; vol. 2; (1864); p. 5 - 67 View in Reaxys vol. S: MVol.B1; 30, page 67 - 69 ; (from Gmelin) View in Reaxys

Br Br Br TB-5 P Br Br

Br P

Br

Br

Rx-ID: 26535849 View in Reaxys 52/62 Yield

Conditions & References in neat (no solvent), passing CO2 over PBr5 at 100°C on a water bath; Baudrimont, E.; Ann. Chim. Phys.; vol. 2; (1864); p. 5 - 67 ; (from Gmelin) View in Reaxys in neat (no solvent), heating on water bath in stream of CO2; Baudrimont, E.; Ann. Chim. Phys.; vol. 2; (1864); p. 5 - 67 ; (from Gmelin) View in Reaxys in neat (no solvent), passing CO2 over PBr5 at 100°C on a water bath; vol. P: MVol.C; 214, page 491 - 494 ; (from Gmelin)

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

15/18

2017-10-13 05:33:59


View in Reaxys in neat (no solvent), heating on water bath in stream of CO2; vol. P: MVol.C; 218, page 501 - 503 ; (from Gmelin) View in Reaxys Br

I

I

Br

Br PBr Br

Br

Br

Br

I Br Br

P

Br

Br

Br

Rx-ID: 26366640 View in Reaxys 53/62 Yield

Conditions & References in not given Gladstone, J.; Journal fuer Praktische Chemie (Leipzig); vol. 49; (1850); p. 49 - 49 View in Reaxys Gladstone, J.; Philosophical Magazine (1798-1977); vol. 35; (1849); p. 345 - 345 View in Reaxys vol. I: MVol.1; 55, page 182 - 183 ; (from Gmelin) View in Reaxys Br

Br Br Br TB-5 P Br Br

I

Br

I

Br

I Br Br

P

Br

Br

Br

Rx-ID: 26366885 View in Reaxys 54/62 Yield

Conditions & References in neat (no solvent), formation of red liquid containing PBr3 and IBr5; Gladstone, J. H.; Journal fuer Praktische Chemie (Leipzig); vol. 49; (1850); p. 40 - 51 View in Reaxys Gladstone, J. H.; Philosophical Magazine (1798-1977); (1849); p. 345 - 355 ; (from Gmelin) View in Reaxys in neat (no solvent), formation of red liquid containing PBr3 and IBr5; vol. P: MVol.C; 218, page 501 - 503 ; (from Gmelin) View in Reaxys

P

Br Br Br TB-5 P Br Br

Br P

Br

Br

Rx-ID: 26429834 View in Reaxys 55/62 Yield

Conditions & References in neat (no solvent), reaction at ambient temperature; Gladstone, J. H.; Journal fuer Praktische Chemie (Leipzig); vol. 49; (1850); p. 40 - 51 View in Reaxys Gladstone, J. H.; Philosophical Magazine (1798-1977); (1849); p. 345 - 355 ; (from Gmelin) View in Reaxys in neat (no solvent), reaction at ambient temperature; vol. P: MVol.C; 218, page 501 - 503 ; (from Gmelin) View in Reaxys

Br Br Br TB-5 P Br Br

H

Br

P H

H

P

Br

Br

Rx-ID: 26494404 View in Reaxys 56/62 Yield

Conditions & References in neat (no solvent)

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

16/18

2017-10-13 05:33:59


Gladstone, J. H.; Journal fuer Praktische Chemie (Leipzig); vol. 49; (1850); p. 40 - 51 ; (from Gmelin) View in Reaxys in neat (no solvent) vol. P: MVol.C; 218, page 501 - 503 ; (from Gmelin) View in Reaxys Br P

Br2Hg

P

Br

Br

Rx-ID: 26125279 View in Reaxys 57/62 Yield

Conditions & References in gas, by distn. over HgBr2 Gladstone, J. H.; Philosophical Magazine (1798-1977); vol. 35; (1849); p. 345 - 355 View in Reaxys vol. P: MVol.B; 3.4.2.3, page 310 - 316 ; (from Gmelin) View in Reaxys Br

I

Br

P

Br

P

I

I

Br

Br

Rx-ID: 26368766 View in Reaxys 58/62 Yield

Conditions & References in neat (no solvent) Gladstone, J. H.; Philosophical Magazine (1798-1977); vol. 35; (1849); p. 345 - 355 ; (from Gmelin) View in Reaxys in neat (no solvent) vol. P: MVol.C; 228, page 522 - 524 ; (from Gmelin) View in Reaxys

P P PP white

Br

Br

Br PBr Br

P

Br

Br

Br

Rx-ID: 26483987 View in Reaxys 59/62 Yield

Conditions & References Gladstone, J. H.; Philosophical Magazine (1798-1977); vol. 35; (1849); p. 345 - 355 View in Reaxys vol. P: MVol.B; 3.4.2.2, page 307 - 310 View in Reaxys Berzelius, J. J.; Lehrbuch der Chemie, 5. Ed., Vol. 1, Dresden-Leipzig 1843, p. 249 ; (from Gmelin) View in Reaxys

P

Br

Br

P P

P

P Br

Br

Br PBr Br Br

Rx-ID: 26454679 View in Reaxys 60/62 Yield

Conditions & References With bromine, in CO2 atmosphere Balard; Ann. Chim. Phys.; vol. 32; (1826); p. 337 - 381 View in Reaxys Balard; Annalen der Physik (Weinheim, Germany); vol. 8; (1826); p. 461 - 473 View in Reaxys vol. P: MVol.B; 3.4.1.6, page 282 - 285 View in Reaxys Berzelius, J. J.; Lehrbuch der Chemie, 5.Ed., Vol. 1, Dresden-Leipzig 1843, p. 249 ; (from Gmelin)

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

17/18

2017-10-13 05:33:59


View in Reaxys Br P

P

Br2Hg 2

Br

Br

Rx-ID: 26125231 View in Reaxys 61/62 Yield

Conditions & References in gas, by distn. over Hg2Br2 vol. P: MVol.B; 3.4.2.3, page 310 - 316 View in Reaxys Loewig, C.; Das Brom und seine chemischen Verhaeltnisse, Heidelberg 1829, p. 51 ; (from Gmelin) View in Reaxys

P P PP white

Br

N

P

Br

Br

Br

Rx-ID: 26401658 View in Reaxys 62/62 Yield

Conditions & References only a few product vol. P: MVol.B; 3.4.2.2, page 307 - 310 View in Reaxys Loewig, C.; Das Brom und seine chemischen Verhaeltnisse, Heidelberg 1829, p. 71 ; (from Gmelin) View in Reaxys

Copyright © 2017 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

18/18

2017-10-13 05:33:59


Turn static files into dynamic content formats.

Create a flipbook
Issuu converts static files into: digital portfolios, online yearbooks, online catalogs, digital photo albums and more. Sign up and create your flipbook.