Query Query 1. Query
O
Results
Date
48 reactions in Reaxys
2016-09-13 03h:37m:37s (EST)
Search as: As drawn, No salts, No mixtures, No isotopes, No charges, No radicals
Copyright © 2016 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.
1/11
2016-09-13 03:48:47
O
O
Rx-ID: 1763283 View in Reaxys 1/48 Yield
Conditions & References
93 %
General procedure: For three parallel reactions, complex 1(6.1mg, 10.0 tmol) and H[BAr’4](Et2O)2 (10.1 mg, 10.0 tmol) were dissolved in THF (2.0 mL) in a thick-walled glass vessel equipped with a Teflon stopcock and a stir bar. Acetophenone (60 mg, 0.5 mmol) was then added and hexamethylbenzene (0.1 mmol) was also added as internal standard. The reaction mixture was degassed by freeze-pump-thaw and charged with 1 atm (or 4 atm) of hydrogen gas. The resulting solution was stirred at 25° C. or 60° C. for 4 hours (see Equation 5), and then stopped in order to compare relative reaction rates. With [H(OEt2)2]+[[3,5-(CF3)2C6H3]4B]-, (bis[(2-dicyclohexylphosphino)ethyl]amine)cobalt(II)(CH2SiMe3), hydrogen in tetrahydrofuran, Time= 24h, T= 50 °C , p= 760.051Torr Patent; LOS ALAMOS NATIONAL SECURITY, LLC; Vasudevan, Kalyan V.; Zhang, Guoqi; Hanson, Susan K.; US2015/336862; (2015); (A1) English View in Reaxys
100 % Chromat.
With hydrogen, thorium(IV) dioxide, nickel, Time= 1h, T= -0.1 °C , oth. catalyst, time dependence, Product distribution Matsuhashi; Hattori; Bulletin of the Chemical Society of Japan; vol. 57; nb. 11; (1984); p. 3323 - 3324 View in Reaxys
93 %Spectr.
With hydrogen in tetrahydrofuran-d8, Time= 24h, T= 25 °C , p= 760.051Torr Zhang, Guoqi; Scott, Brian L.; Hanson, Susan K.; Angewandte Chemie - International Edition; vol. 51; nb. 48; (2012); p. 12102 - 12106; Angew. Chem.; (2012); p. 12077 View in Reaxys
HS
O
O
Rx-ID: 1046512 View in Reaxys 2/48 Yield
Conditions & References With triethyl phosphite, T= 150 °C Jacobs,R.L.; Schuetz,R.D.; Journal of Organic Chemistry; vol. 26; (1961); p. 3472 - 3476 View in Reaxys
O
HO
O
Rx-ID: 1228381 View in Reaxys 3/48 Yield
Conditions & References With hydrogen, palladium on barium sulfate in acetic acid Kuhn,R.; Butula,I.; Justus Liebigs Annalen der Chemie; vol. 718; (1968); p. 50 - 77 View in Reaxys
Br
O
O
Rx-ID: 22515274 View in Reaxys 4/48 Yield
Conditions & References Reaction Steps: 2 1: thiourea / aq. ethanol 2: P(OEt)3 / 150 °C With thiourea, triethyl phosphite in ethanol Jacobs,R.L.; Schuetz,R.D.; Journal of Organic Chemistry; vol. 26; (1961); p. 3472 - 3476
Copyright © 2016 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.
2/11
2016-09-13 03:48:47
View in Reaxys
OH
C
HO
O
O
O
OH
Rx-ID: 1873915 View in Reaxys 5/48 Yield
Conditions & References
21 %, 7 %, With hydrogen, ruthenium-cobalt, iodine, Time= 3h, T= 170 °C , p= 315025Torr , other promoter, other pressure, oth15 % er temperature, Product distribution Jenner, Gerard; Journal of Organometallic Chemistry; vol. 346; (1988); p. 237 - 252 View in Reaxys
HO
O
Rx-ID: 57426 View in Reaxys 6/48 Yield
Conditions & References T= 253 °C , p= 36775.4Torr , in Gegenwart von Al2O3 enthaltenden Mischkatalysatoren Newitt; Semerano; Proceedings of the Royal Society of London, Series A: Mathematical, Physical and Engineering Sciences; vol. 157; (1936); p. 354 View in Reaxys
O
O
O
Rx-ID: 174807 View in Reaxys 7/48 Yield
Conditions & References With hydrogen, nickel, T= 210 °C , Hydrogenation Cabanac; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 188; (1929); p. 1258 View in Reaxys O
O S
O
O
O
Rx-ID: 183048 View in Reaxys 8/48 Yield
Conditions & References With potassium carbonate, T= 70 - 80 °C Nef; Justus Liebigs Annalen der Chemie; vol. 318; (1901); p. 20 View in Reaxys
Br
–
O
Na +
O
Rx-ID: 27953176 View in Reaxys 9/48 Yield
Conditions & References in N,N-dimethyl acetamide, Time= 0.5h, T= -10 - 20 °C Babiak, Peter; Nemcova, Adriana; Rulisek, Lubomir; Beier, Petr; Journal of Fluorine Chemistry; vol. 129; nb. 5; (2008); p. 397 - 401 View in Reaxys
Cl
O O
I
Zn
(v2)
O
Rx-ID: 844620 View in Reaxys 10/48
Copyright © 2016 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.
3/11
2016-09-13 03:48:47
Yield
Conditions & References With toluene, T= 30 °C Blaise; Picard; Annales de Chimie (Cachan, France); vol. <8>25; (1912); p. 257 View in Reaxys S
O
O
Rx-ID: 22508309 View in Reaxys 11/48 Yield
Conditions & References Reaction Steps: 2 1: LiAlH4 2: P(OEt)3 / 150 °C With lithium aluminium tetrahydride, triethyl phosphite Jacobs,R.L.; Schuetz,R.D.; Journal of Organic Chemistry; vol. 26; (1961); p. 3472 - 3476 View in Reaxys
I
O
I O
O
Rx-ID: 980243 View in Reaxys 12/48 Yield
Conditions & References Time= 22h, T= 35 °C , Irradiation Blomstrom,D.C. et al.; Journal of Organic Chemistry; vol. 30; (1965); p. 959 - 964 View in Reaxys Time= 22h, T= 35 °C , Irradiation Blomstrom,D.C. et al.; Journal of Organic Chemistry; vol. 30; (1965); p. 959 - 964 View in Reaxys
OH
Br
HO
O
Rx-ID: 4759511 View in Reaxys 13/48 Yield
Conditions & References With potassium hydroxide in water, T= 30 °C , var. of reagent, Product distribution Friedrich; Sonnefeld; Jansen; Advanced Synthesis and Catalysis; vol. 340; nb. 1; (1998); p. 73 - 80 View in Reaxys O
O
OH
O
O
O
Rx-ID: 9871670 View in Reaxys 14/48 Yield
Conditions & References With sulfided Ni-Mo, hydrogen, T= 140 °C , p= 51714.8Torr , Product distribution, Further Variations: Temperatures Wang, Xueqin; Saleh, Ramzi Y.; Ozkan, Umit S.; Journal of Catalysis; vol. 231; nb. 1; (2005); p. 20 - 32 View in Reaxys
O
O
Z
O
E
O
Rx-ID: 1763281 View in Reaxys 15/48 Yield 34.1 % Chromat.,
Conditions & References With hydrogen, aluminum oxide, nickel, Time= 1h, T= -0.1 °C , oth. catalyst, time dependence, Product distribution
Copyright © 2016 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.
4/11
2016-09-13 03:48:47
16.9 % Chromat., 11.8 % Chromat.
Matsuhashi; Hattori; Bulletin of the Chemical Society of Japan; vol. 57; nb. 11; (1984); p. 3323 - 3324 View in Reaxys
OH
HO
diethyl ether and dipropyl ether
O
Rx-ID: 7074084 View in Reaxys 16/48 Yield
Conditions & References With aluminum oxide Mailhe; de Godon; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 170; (1920); p. 329; Bulletin de la Societe Chimique de France; vol. <4>27; (1920); p. 121 View in Reaxys
OH
HO
O
O
Rx-ID: 57376 View in Reaxys 17/48 Yield
Conditions & References With sulfuric acid Norton; Prescott; American Chemical Journal; vol. 6; (1884); p. 243 View in Reaxys
O
S
SH
Br
O
Mg
Rx-ID: 214462 View in Reaxys 18/48 Yield
Conditions & References T= 100 °C , nach Abdestillieren des Aethers Wenzel; Reid; Journal of the American Chemical Society; vol. 59; (1937); p. 1090 View in Reaxys
O
O
O
Rx-ID: 1848038 View in Reaxys 19/48 Yield
Conditions & References
6.6 %
With Nh4NaY zeolite, T= 175 °C , other temperatures; disproportionation of ethers on decationized zeolites of different types, disproportionation and dehydratation; temperature effect; catalytic activity of zeolites, Product distribution Silakova, A. A.; Mishin, I. V.; Vasserberg, V. E.; Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation); vol. 32; nb. 5; (1983); p. 909 - 913; Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya; nb. 5; (1983); p. 1006 - 1011 View in Reaxys With aluminum oxide, T= 200 °C , rate of accumulation, influence of added HCl, temperature, Rate constant, Thermodynamic data, Mechanism Silakova, A. A.; Nekrasov, N. V.; Kostyukovskii, M. M.; Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation); vol. 31; nb. 5; (1982); p. 881 - 885; Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya; nb. 5; (1982); p. 996 - 1000 View in Reaxys
O
Cl
OH
O
Cl
OH
Rx-ID: 2614210 View in Reaxys 20/48
Copyright © 2016 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.
5/11
2016-09-13 03:48:47
Yield
Conditions & References in cyclohexane, T= 20 °C , Equilibrium constant Bellon, Louis; Taft, Robert W.; Abboud, Jose-Luis M.; Journal of Organic Chemistry; vol. 45; nb. 6; (1980); p. 1166 - 1168 View in Reaxys
CH2ClOC2H5
Zn(C2H5)2
O
Rx-ID: 6946672 View in Reaxys 21/48 Yield
Conditions & References Henry; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 113; (1891); p. 369; Bulletin de la Societe Chimique de France; vol. <3>7; (1892); p. 150 View in Reaxys O
O
magnesium propylate
S O
O
O
Rx-ID: 6946671 View in Reaxys 22/48 Yield
Conditions & References in der Hitze Cerchez; Bulletin de la Societe Chimique de France; vol. <4> 43; (1928); p. 766 View in Reaxys
N
N
O
O
Rx-ID: 5230 View in Reaxys 23/48 Yield
Conditions & References beim Belichten Meerwein; Rathjen; Werner; Chemische Berichte; vol. 75; (1942); p. 1618 Anm. 18 View in Reaxys
–O
I
Na +
O
Rx-ID: 631702 View in Reaxys 24/48 Yield
Conditions & References Michael; Wilson; Chemische Berichte; vol. 39; (1906); p. 2573 View in Reaxys
O– Na +
Br
O
Rx-ID: 632374 View in Reaxys 25/48 Yield
Conditions & References Bruehl; Justus Liebigs Annalen der Chemie; vol. 200; (1880); p. 184; Chemische Berichte; vol. 27; (1894); p. 1066 View in Reaxys -1 F (v4)
F –
O
B FF
Na +
O O
P+ O O
Rx-ID: 1159404 View in Reaxys 26/48
Copyright © 2016 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.
6/11
2016-09-13 03:48:47
Yield
Conditions & References Dimroth,K.; Nuerrenbach,A.; Chemische Berichte; vol. 93; (1960); p. 1649 - 1658 View in Reaxys
OH
Br
O
Rx-ID: 2855298 View in Reaxys 27/48 Yield
Conditions & References T= 333.2 °C , p= 750.06Torr , further pressures, Rate constant Itsuki, Hidenori; Kuwabara, Mikizo; Hayase, Kouji; Terasawa, Seiji; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1989); p. 563 - 572 View in Reaxys O
O S
OH
HO
O
O
Rx-ID: 8697058 View in Reaxys 28/48 Yield
Conditions & References With water, T= 70 °C , Kinetics Fujio, Mizue; Nakashima, Tohru; Fujiyama, Ryoji; Kim, Hyun-Joong; Tsuno, Yuho; Journal of Physical Organic Chemistry; vol. 13; nb. 10; (2000); p. 612 - 615 View in Reaxys O
HO
Al2O3
O
O
Rx-ID: 6672906 View in Reaxys 29/48 Yield
Conditions & References T= 253 °C , p= 38000Torr , mit Phosphaten der Gruppe III;Prod.5-7:Diaethylaether,Propylisopropylaether,Aethylalkohol Newitt; Semerano; Proceedings of the Royal Society of London, Series A: Mathematical, Physical and Engineering Sciences; vol. 157; (1936); p. 354 View in Reaxys T= 295 °C , p= 38000Torr , mit Phosphaten der Gruppe III;Prod.5-7:Diaethylaether,Propylisopropylaether,Aethylalkohol Newitt; Semerano; Proceedings of the Royal Society of London, Series A: Mathematical, Physical and Engineering Sciences; vol. 157; (1936); p. 354 View in Reaxys
N OH
N
H N
NH 2
O
O
N2
O
Rx-ID: 8427236 View in Reaxys 30/48 Yield
Conditions & References With Cu(2+), T= 35 °C , Rate constant, Mechanism Iley, Jim; Moreira, Rui; Rosa, Eduarda; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); nb. 1; (1991); p. 81 - 86 View in Reaxys
Copyright © 2016 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.
7/11
2016-09-13 03:48:47
O
OH
O
Rx-ID: 189881 View in Reaxys 31/48 Yield
Conditions & References T= 200 °C Oda; Scientific Papers of the Institute of Physical and Chemical Research (Japan); vol. 36; (1933); p. 47,334; Chem. Zentralbl.; vol. 105; nb. I; (1934); p. 1577,2571 View in Reaxys T= 200 °C Oda; Scientific Papers of the Institute of Physical and Chemical Research (Japan); vol. 22; (1933); p. 47,51; ; vol. 36; (1933); p. 331,334 View in Reaxys O
N
N
O
O
O
Rx-ID: 1462379 View in Reaxys 32/48 Yield
Conditions & References
42.2 %, 46.1 %, 11.7 %
Ambient temperature, Irradiation, Product distribution, Mechanism Olah, George A.; Doggweiler, Hans; Felberg, Jeff D.; Journal of Organic Chemistry; vol. 49; nb. 12; (1984); p. 2116 - 2120 View in Reaxys O
O S
O
alcoholic potash
O
propyl sulfate potassium
O
Rx-ID: 7085590 View in Reaxys 33/48 Yield
Conditions & References T= 70 - 80 °C Nef; Justus Liebigs Annalen der Chemie; vol. 318; (1901); p. 20 View in Reaxys
O O
OH
O
N
O O
S O
Rx-ID: 4865220 View in Reaxys 34/48 Yield
Conditions & References T= 40 - 70 °C , Ea, ΔF(excit.), ΔH(excit.), -ΔS(excit.), Rate constant, Thermodynamic data Sendega; Makitra; Pirig; Russian Journal of Organic Chemistry; vol. 32; nb. 10; (1996); p. 1438 - 1446 View in Reaxys
O
O
hydrogen
nickel
HO
O
Rx-ID: 6946673 View in Reaxys 35/48 Yield
Conditions & References T= 210 °C
Copyright © 2016 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.
8/11
2016-09-13 03:48:47
Cabanac; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 188; (1929); p. 1258 View in Reaxys
H
N
O
O
N
O
O
O
Rx-ID: 1462571 View in Reaxys 36/48 Yield
Conditions & References
19.2 %, 19.6 %, 31.4 %, 29.8 %
Ambient temperature, Irradiation, Product distribution, Mechanism Olah, George A.; Doggweiler, Hans; Felberg, Jeff D.; Journal of Organic Chemistry; vol. 49; nb. 12; (1984); p. 2116 - 2120 View in Reaxys O
CH 2
O
O
O
Rx-ID: 169935 View in Reaxys 37/48 Yield
Conditions & References Mechanism Franzen; Fikentscher; Justus Liebigs Annalen der Chemie; vol. 617; (1958); p. 1,6,10 View in Reaxys T= -25 °C Franzen; Fikentscher; Justus Liebigs Annalen der Chemie; vol. 617; (1958); p. 1,6,10 View in Reaxys O
CH 2
O
O
Rx-ID: 169936 View in Reaxys 38/48 Yield
Conditions & References Mechanism Doering et al.; Journal of Organic Chemistry; vol. 24; (1959); p. 136 View in Reaxys 2H
O
N
N
2H
H
O
O
O
O
O
Rx-ID: 1899558 View in Reaxys 39/48 Yield
Conditions & References
19.9 %, 20.6 %, 23.0 %, 32.1 %, 4.4 %
Ambient temperature, Irradiation, deuterium distribution, Product distribution, Mechanism Olah, George A.; Doggweiler, Hans; Felberg, Jeff D.; Journal of Organic Chemistry; vol. 49; nb. 12; (1984); p. 2116 - 2120 View in Reaxys 2H
O
O N
N
2H
O
O
Rx-ID: 1848044 View in Reaxys 40/48 Yield
Conditions & References Ambient temperature, Irradiation, deuterium distribution, Product distribution, Mechanism Olah, George A.; Doggweiler, Hans; Felberg, Jeff D.; Journal of Organic Chemistry; vol. 49; nb. 12; (1984); p. 2116 - 2120
Copyright © 2016 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.
9/11
2016-09-13 03:48:47
View in Reaxys
Br
alcoholic potash
O
Rx-ID: 5803942 View in Reaxys 41/48 Yield
Conditions & References Nef; Justus Liebigs Annalen der Chemie; vol. 319; (1901); p. 130 View in Reaxys O
N
N
O
O
Rx-ID: 5231 View in Reaxys 42/48 Yield
Conditions & References Irradiation Meerwein; Rathjen; Werner; Chemische Berichte; vol. 75; (1942); p. 1618 Anm. 18 View in Reaxys
(v1)
Cl
Zn + I–
O
O
O
O
O
Rx-ID: 227198 View in Reaxys 43/48 Yield
Conditions & References Blaise; Picard; Annales de Chimie (Cachan, France); vol. <8>25; (1912); p. 257 View in Reaxys
Cl
O I
O
O
Zn
(v2)
O
O
Rx-ID: 844619 View in Reaxys 44/48 Yield
Conditions & References reagiert analog mit Butyl- und Isoamylzinkjodid Blaise; Picard; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 152; (1911); p. 269; Annales de Chimie (Cachan, France); vol. <8>26; (1912); p. 266 View in Reaxys
N
N
nitrogen
O
O
polymethylene Rx-ID: 5743219 View in Reaxys 45/48
Yield
Conditions & References bei der Einw. von Sonnenlicht; entsteht noch Aethylisopropylaether Meerwein; Rathjen; Werner; Chemische Berichte; vol. 75; (1942); p. 1618 Anm. 18 View in Reaxys
HO
OH
O
O
O
Rx-ID: 57377 View in Reaxys 46/48 Yield
Conditions & References Mailhe; de Godon; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 170; (1920); p. 329; Bulletin de la Societe Chimique de France; vol. <4>27; (1920); p. 121 View in Reaxys
Copyright © 2016 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.
10/11
2016-09-13 03:48:47
O CH 2
O
O
O
Rx-ID: 1844990 View in Reaxys 47/48 Yield
Conditions & References Product distribution Mehta, R. K. S.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 24; (1985); p. 1239 - 1243 View in Reaxys
O
Rx-ID: 6946670 View in Reaxys 48/48 Yield
Conditions & References Slaugh; Journal of the American Chemical Society; vol. 83; (1961); p. 2734,2737 View in Reaxys Werner; Richards; Journal of the American Chemical Society; vol. 90; (1968); p. 4976 View in Reaxys Fraser; Hoffmann; Journal of the Chemical Society [Section] B: Physical Organic; (1967); p. 425 View in Reaxys Lagrange et al.; Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences; vol. 254; (1962); p. 1821 View in Reaxys Goetz; Orchin; Journal of the American Chemical Society; vol. 85; (1963); p. 2782,2783 View in Reaxys Blomberg; Vreugdenhil; Recueil des Travaux Chimiques des Pays-Bas; vol. 81; (1962); p. 238 View in Reaxys Tsurugi et al.; Journal of the American Chemical Society; vol. 91; (1969); p. 4587 View in Reaxys
Copyright © 2016 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.
11/11
2016-09-13 03:48:47