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Citations (63)
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References
1
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Rx-ID: 23832722 Find similar reactions
in Petroleum ether
T=20°C; Hide Experimental Procedure
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YEDA RESEARCH AND DEVELOPMENT CO. LTD.
Patent: WO2006/80022 A2, 2006 ; Location in patent: Page/Page column 28-29; 50 ; Title/Abstract Full Text Show Details
1.1.1; I:
Intermediate lwas reported by Takalo and Kankare (1987). The following is a modified procedure: To a vigorously stirred solution of Br2 (24 gm) in petroleum ether (100 ml, b.p. 40-60 0C), PBr3 (48 gm) was added. After EPO <DP n="30"/>stirring for a few minutes at room temperature, the resulting PBrs was washed several
times with petroleum ether by decantation and dried in vacuo. 4-hydroxy- 2,6-pyridinedicarboxylic acid (10 gm) was added to the same reaction vessel and, after thorough mixing, the temperature of the bath was raised to 9O0C and maintained at that temperature for 3 hrs. The cooled mixture was stirred with CHCl3 (75 ml) and
Filtered through a Whatman filter paper. Absolute ethanol (200 ml) was added to the filtrate in small portions and the solution was concentrated in vacuo, untill it looked a little bit viscous. Immediately after, when it was still hot, while evaporating much of the ethanol in rotary-evaporator at 60° C to make it concentrated, small pieces of ice were added slowly into it untill white fluffy Intermediate 1 started separating out. The crystallization of Intermediate 1 from the mother liquor was even better and faster when the concentrated solution, after adding few pieces of ice, was seeded with 10 mg of Intermediate 1 prepared before. For the completion of this process it was left in the freezer at 0 0C for one night and next day morning it was filtered off under vacuum. Yield: 8 gm. in Petroleum ether
T=20°C; 1 h; Hide Experimental Procedure
Syracuse University
Patent: US2009/281290 A1, 2009 ; Location in patent: Page/Page column 4 ; Title/Abstract Full Text Show Details
2:
In a first step, PBr3 (F.W.=270.7 g/mol, d=2.852 g/ml, 0.1788 mol=48.4 g or 17 ml) was added to a vigorously stirred solution of bromine (0.1476 mol=23.6 g or 7.68 ml) in petroleum ether (50 ml). After stirring the mixture at room temperature for one hour, PBr5 was obtained in pure form by removing excess petroleum ether by decantation after repeated washings. After drying in vacuo, chelidamic acid (54.6 mmol=10 g) was added and the resulting solid mixture was heated to 90° C. for 3-4 hours. After cooling down to room temperature, 20 ml of chloroform was added, and the mixture was stirred for 30 minutes and then filtered (1H-NMR (CDCl3): δ 8.38 [2H, s]). Yield of the 4-bromopyridine-2,6-dicarbonyl dibromide=80.0percent.
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2
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Kolditz, L.; Feltz, A.
Z. Anorg. Chem., 1958 , vol. 293, p. 286 - 293 Full Text Show Details
Gmelin Handbook: P: MVol.C, 224, page 513 - 516 Full Text Show Details
in tetrachloromethane
decomposition with deep red color in CCl4 soln., formed PBr5 partially decomposes into Br2 and PBr3;;
3
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Rx-ID: 26368715 Find similar reactions
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in gas
Gmelin Handbook: P: MVol.C, 215, page 494 - 496 Full Text Show Details
Jacob, H.
Diss. Muenster 1958, S. 1/182 Full Text Show Details
in neat (no solvent) reaction of excess Br2 with PBr3;; removal of excessive Br2 by passing dry CO2 through the mixt. at 40 to 50°C;;
Oddo, G.; Tealdi, M.
Gazzetta Chimica Italiana, 1903 , vol. 33, # II p. 427 - 449 Full Text Show Details
in neat (no solvent) reaction of excess Br2 with PBr3;; removal of excessive Br2 by passing dry CO2 through the mixt. at 40 to 50°C;;
Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
in nitrobenzene
Kinetics; equilibrium reaction;;
Harries, G. S.; Payne, D. S.
Journal of the Chemical Society, 1956 , p. 4617 - 4621
Full Text Show Details
Gmelin Handbook: P: MVol.C, 218, page 501 - 503 Full Text Show Details
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4
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Rx-ID: 26368714 Find similar reactions
B: 10-20
in carbon disulfide
slowly mixing solns. of excess PBr3 and Br2 in CS2 with continuous stirring (to avoid formation of PBr7);; after decanting, crystals are washed with CHCl3 on a filter of fritted glass and stored in absence of air;;
Popov, A. I.; Skelly, N. E.
Journal of the American Chemical Society, 1954 , vol. 76, p. 3916 - 3919 Full Text View citing articles Show Details
B: 10-20
in carbon disulfide
slowly mixing solns. of excess PBr3 and Br2 in CS2 with continuous stirring (to avoid formation of PBr7);; after decanting, crystals are washed with CHCl3 on a filter of fritted glass and stored in absence of air;;
Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
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5
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Gmelin Handbook: P: MVol.B, 3.4.2.2, page 307 - 310 Full Text Show Details
Gutmann, V.
Monatshefte fuer Chemie, 1951 , vol. 82, p. 280 - 286 Full Text View citing articles Show Details
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Rx-ID: 26454755 Find similar reactions
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in neat (no solvent) explosive reaction between P4 and molten IBr;;
Gutmann, V.
Monatshefte fuer Chemie, 1951 , vol. 82, p. 280 - 286 Full Text View citing articles Show Details
in neat (no solvent) explosive reaction between P4 and molten IBr;;
Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
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7
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Rx-ID: 26484027 Find similar reactions
Gmelin Handbook: P: MVol.B, 3.4.2.2, page 307 - 310 Full Text Show Details
Gutmann, V.
Monatshefte fuer Chemie, 1951 , vol. 82, p. 280 - 286 Full Text View citing articles Show Details
with explosion;
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Rx-ID: 26368662 Find similar reactions
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in carbon disulfide
reaction of liquid Br2 and P4 in CS2 soln.;; recrystn. of crude product at 60°C from nitrobenzene and washing with anhydrous ether in absence of air, subsequent distillation in vac. at -80°C to avoid dissociation, probably formation of mixed crystals with Br2 causing a red color;;
Driel, M. van; Gerding, H.
Recueil des Travaux Chimiques des Pays-Bas, 1941 , vol. 60, p. 869 - 876 Full Text Show Details
in carbon disulfide
reaction of liquid Br2 and P4 in CS2 soln.;; recrystn. of crude product at 60°C from nitrobenzene and washing with anhydrous ether in absence of air, subsequent distillation in vac. at -80°C to avoid dissociation, probably formation of mixed crystals with Br2 causing a red color;;
Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
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Rx-ID: 26184766 Find similar reactions
With bromine in carbon disulfide
excess of Br2;
Jacobs, R. B.
Journal of the Chemical Society, 1937 , vol. 5, p. 945 - 953 Full Text Show Details
Gmelin Handbook: P: MVol.B, 3.4.1.6, page 282 - 285 Full Text Show Details
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Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
Biltz, W.; Jeep, K.
Z. Anorg. Chem., 1927 , vol. 162, p. 32 - 48 Full Text Show Details
in neat (no solvent)
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Rx-ID: 26455833 Find similar reactions
in neat (no solvent) exothermic reaction;;
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Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
Biltz, W.; Jeep, K.
Z. Anorg. Chem., 1927 , vol. 162, p. 32 - 48
Full Text Show Details
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Rx-ID: 26086930 Find similar reactions
in water
byproducts: PBr3; with concd. aq. HBr; distn.;
Moles, E.
Anales de la Real Sociedad Espanola de Fisica y Quimica, 1916 , vol. 14, p. 445 Full Text Show Details
Moles, E.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1916 , vol. 162, p. 687 Full Text Show Details
Moles, E.
Journal de Chimie Physique et de Physico-Chimie Biologique, 1916 , vol. 14, p. 400 Full Text Show Details
Reiman, C. K.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1917 , vol. 164, p. 45 Full Text Show Details
Reiman, C. K.
Journal de Chimie Physique et de Physico-Chimie Biologique, 1917 , vol. 15, p. 307 Full Text Show Details
Gmelin Handbook: Br: MVol., 5.4, page 184 - 188 Full Text Show Details
Travers, M. W.
Experimentelle Untersuchung von Gasen, Braunschweig 1905, S. 15 Full Text Show Details
in water
byproducts: PBr3; with concd. aq. HBr; distn.;
Vandenberghe, A.
Maandblad Natuurw., 1898 , vol. 22, p. 35 Full Text Show Details
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With phosphorus pentoxide
Moles, E.
Anales de la Real Sociedad Espanola de Fisica y Quimica, 1916 , vol. 14, p. 445 Full Text Show Details
Moles, E.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1916 ,
vol. 162, p. 688 Full Text Show Details
Moles, E.
Journal de Chimie Physique et de Physico-Chimie Biologique, 1916 , vol. 14, p. 401 Full Text Show Details
Gmelin Handbook: Br: MVol., 6.3, page 208 - 213 Full Text Show Details
With P2O5
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Rx-ID: 26368661 Find similar reactions
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, 1912 , vol. 34, p. 259 - 274 Full Text View citing articles Show Details
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;;
Gmelin Handbook: P: MVol.C, 214, page 491 - 494 Full Text Show Details
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Rx-ID: 26368631 Find similar reactions
in tetrachloromethane
reaction with excess Br2 in presence of CCl4 forming of POBr3 and PBr5;;
Besson, A.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1897 , vol. 124, p. 763 - 765 Full Text Show Details
in tetrachloromethane
reaction with excess Br2 in presence of CCl4 forming of POBr3 and PBr5;;
Gmelin Handbook: P: MVol.C, 213, page 489 - 491 Full Text Show Details
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With trichlorophosphate
byproducts: POBr3; 400 °C over pumice;
Besson, A.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1896 , vol. 122, p. 815 - 820 Full Text Show Details
With POCl3
byproducts: POBr3; 400 °C over pumice;
Gmelin Handbook: Br: MVol., 6.3, page 208 - 213 Full Text Show Details
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Rx-ID: 26473214 Find similar reactions
Besson, A.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1896 , vol. 122, p. 814 - 817 Full Text Show Details
Gmelin Handbook: P: MVol.C, 225, page 516 - 517 Full Text Show Details
in neat (no solvent) passsing gaseous HBr charged with gaseous POCl3 through tube, filled with pumice and heated to 400 to 500°C;;
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Rx-ID: 26473215 Find similar reactions
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in neat (no solvent) passing POCl3/HBr through a tube, packed with pumice, at 400 to 500°C;; fractionating;;
Besson, A.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1896 , vol. 122, p. 814 - 817 Full Text Show Details
in neat (no solvent) passing gaseous HBr charged with POCl3 through a tube, packed with pumice, at 400 to 500°C;; fractionated distillation;;
Besson, A.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1896 , vol. 122, p. 814 - 817 Full Text Show Details
Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
Gmelin Handbook: P: MVol.C, 220, page 506 - 508 Full Text Show Details
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Rx-ID: 26368779 Find similar reactions
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in neat (no solvent) mixing components in a closed vessel at ambient temperature;;
Thorpe, T. E.; Tutton, A. E.
Journal of the Chemical Society, 1891 , vol. 59, p. 1019 - 1029 Full Text View citing articles Show Details
in neat (no solvent) mixing components in a closed vessel at ambient temperature;;
Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
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With PBr3; Br2
byproducts: POBr3; in sealed tube (2h) at 150°C;cooling;opening;heating at 275-300°C (36h); removing PBr5 and POBr3 by melting and decanting; washing with hot CS2;drying in air flow;
Geisenheimer, G.
Ann. Chim. Phys., 1891 , vol. 23, p. 246 - 282 Full Text Show Details
Geisenheimer, G.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1890 ,
vol. 111, p. 40 Full Text Show Details
Gmelin Handbook: Ir: MVol., 5.12, page 83 - 86 Full Text Show Details
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Geisenheimer, G.
Ann. Chim. Phys., 1891 , vol. 23, p. 246 - 282 Full Text Show Details
Geisenheimer, G.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1890 , vol. 111, p. 40 Full Text Show Details
Gmelin Handbook: Ir: MVol., 5.12, page 83 - 86 Full Text Show Details
With Br2
byproducts: PBr3; at 250°C;
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Rx-ID: 26552676 Find similar reactions
Thorpe, T. E.; Tutton, A. E.
Journal of the Chemical Society, 1891 , vol. 59, p. 1019 - 1029 Full Text View citing articles Show Details
in neat (no solvent) forms probabl upon prolonged treating P4O6 with Br2;; distillation;;
Gmelin Handbook: P: MVol.C, 220, page 506 - 508 Full Text Show Details
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With bromine
at room temp.;
Schroetter, A.
Annalen der Physik (Weinheim, Germany), 1850 , vol. 81, p. 276 - 298 Full Text Show Details
Volhard, J.
Annalen der Physik (Weinheim, Germany), 1887 , vol. 242, p. 141 - 163 Full Text Show Details
Gmelin Handbook: P: MVol.B, 3.4.1.6, page 282 - 285 Full Text Show Details
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With phosphorus tribromide
Lindet, L.
Ann. Chim. Phys., 1887 , vol. 11, p. 177 - 220 Full Text Show Details
Lindet, L.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1885 , vol. 101, p. 164 - 166 Full Text Show Details
With phosphorus tribromide
180°C;
Lindet, L.
Ann. Chim. Phys., 1887 , vol. 11, p. 177 - 220 Full Text Show Details
With PBr3
Gmelin Handbook: Au: MVol.3, 9.1, page 702 - 711 Full Text Show Details
With PBr3
180°C;
Gmelin Handbook: Au: MVol.3, 9.1, page 702 - 711 Full Text Show Details
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With phosphorus tribromide
at 180°C;
Lindet, L.
Ann. Chim. Phys., 1887 , vol. 11, p. 177 - 220 Full Text Show Details
Lindet, L.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1885 , vol. 101, p. 164 - 166 Full Text Show Details
With PBr3
at 180°C;
Gmelin Handbook: Au: MVol.3, 9.1, page 702 - 711 Full Text Show Details
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Rx-ID: 26368592 Find similar reactions
in neat (no solvent) passing PF3 into Br2 cooled to -15°C; intermediately formed PF3Br2 decomposes to form PF5 and PBr5;;
Moissan, H.
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1885 , vol. 100, p. 1348 - 1350 Full Text Show Details
in neat (no solvent) passing PF3 into Br2 cooled to -15°C; intermediately formed PF3Br2 decomposes to form PF5 and PBr5;;
Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
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With oxygen in neat (no solvent) passing dry O2 at 175°C through PBr3; explosive reaction with formation of Br2, POBr3 and PBr5;;
Demole, E.
Bull. Soc. chim. France (2), 1880 , vol. 34, p. 201 - 207 Full Text Show Details
Gmelin Handbook: P: MVol.C, 215, page 494 - 496 Full Text Show Details
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Rx-ID: 26469912 Find similar reactions
in neat (no solvent) reaction of O2 with boiling PBr3;;
Demole, E.
Bull. Soc. chim. France (2), 1880 , vol. 34, p. 201 - 207 Full Text Show Details
in neat (no solvent) reaction of O2 with boiling PBr3;;
Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
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in not given react. with PCl5;;
Michaelis, A.
Liebigs Annalen der Chemie, 1872 , vol. 164, p. 9 - 45 Full Text Show Details
Gmelin Handbook: P: MVol.C, 262, page 599 - 602 Full Text Show Details
in not given react. of PCl5 with PSBr3;;
Michaelis, A.
Liebigs Annalen der Chemie, 1872 , vol. 164, p. 9 - 45 Full Text Show Details
Gmelin Handbook: P: MVol.C, 259, page 592 - 594 Full Text Show Details
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Rx-ID: 26486989 Find similar reactions
Michaelis, A.
Liebigs Annalen der Chemie, 1872 , vol. 164, p. 9 - 45 Full Text Show Details
Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
in neat (no solvent) reaction of PSBr3 with PCl5 (molar ratio 5:3);;
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in neat (no solvent) decomposition with either air or CS2 or on warming;;
Prinvault
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1872 , vol. 74, p. 868 - 870 Full Text Show Details
in neat (no solvent) decomposition with either air or CS2 or on warming;;
Gmelin Handbook: P: MVol.C, 223, page 511 - 513 Full Text Show Details
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Rx-ID: 26086802 Find similar reactions
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Baudrimont, E.
Ann. Chim. Phys., 1864 , vol. 2, p. 50 Full Text Show Details
Gmelin Handbook: Br: MVol., 3.2, page 115 - 119 Full Text Show Details
with small, harmless explosions;
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Rx-ID: 26368749 Find similar reactions
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Gladstone, J. H.
Philosophical Magazine (1798-1977), 1849 , vol. 35, p. 345 - 355 Full Text Show Details
Gladstone, J. H.
Journal fuer Praktische Chemie (Leipzig), 1850 , vol. 49, p. 40 - 51 Full Text Show Details
Gmelin Handbook: P: MVol.C, 221, page 508 - 509 Full Text Show Details
in neat (no solvent)
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Rx-ID: 26368992 Find similar reactions
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in neat (no solvent) heating red with I2; react. at transition point of red P;;
Schroetter, A.
Sitz.-Ber. Akad. Wiss. (wien), 1848 , vol. 1, p. 130 - 137 Full Text Show Details
in neat (no solvent) heating red with I2; react. at transition point of red P;;
Gmelin Handbook: P: MVol.C, 159, page 363 - 366 Full Text Show Details
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Rx-ID: 26368528 Find similar reactions
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in neat (no solvent) reaction in CO2 atmosphere;;
Balard, A.-J.
Ann. Chim. Phys., 1826 , vol. 32, p. 337 - 381 Full Text Show Details
in neat (no solvent) reaction in CO2 atmosphere;;
Gmelin Handbook: P: MVol.C, 217, page 498 - 500 Full Text Show Details
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With bromine
in CO2 atmosphere;
Balard
Ann. Chim. Phys., 1826 , vol. 32, p. 337 - 381 Full Text Show Details
Balard
Annalen der Physik (Weinheim, Germany), 1826 , vol. 8, p. 461 - 473 Full Text Show Details
Gmelin Handbook: P: MVol.B, 3.4.1.6, page 282 - 285 Full Text Show Details
Berzelius, J. J.
Lehrbuch der Chemie, 5.Ed., Vol. 1, Dresden-Leipzig 1843, p. 249 Full Text Show Details