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inquiryBorane, chlorodiphenyl- CAS NO.3677-81-4 Application:Borane, chlorodiphenyl- CAS NO.3677-81-4
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inquirydiphenyl(diethylamino)borane
boron trichloride
A
diphenylboronchloride
B
Diethylaminodichloroborane
Conditions | Yield |
---|---|
distn. of BCl3 into (C6H5)2BN(C2H5)2 at -50°C; distn.; | A 94% B n/a |
distn. of BCl3 into (C6H5)2BN(C2H5)2 at -50°C; distn.; | A 94% B n/a |
Conditions | Yield |
---|---|
With octene-1; Bis(borolane) In xylene introduction of BCl3 into soln. of B(C6H5)3 and bis(borolane), stirring at 120°C for 15 min (cooler at -78°C), addn. of octene-1; vac. distn; further product obtained by adding bis(borolane) to unified residue and predistillate and repeating procedure; | 77% |
Conditions | Yield |
---|---|
In benzene pouring BCl3 in soln. of Sn(C6H5)4 at 10°C, boiling under reflux (cooler at -78°C) for 3 h, with water temp. cooler for further 48 h; removing benzene by distn., twofold fractionated distn. of product at reduced pressure; | 75% |
In benzene pouring BCl3 in soln. of Sn(C6H5)4 at 10°C, boiling under reflux (cooler at -78°C) for 3 h, with water temp. cooler for further 48 h; removing benzene by distn., twofold fractionated distn. of product at reduced pressure; | 75% |
Conditions | Yield |
---|---|
In n-heptane byproducts: dimethyltin dichloride; glovebox; addn. of 1 equiv. of BCl3 as 1 M soln. in heptane to a flask contg. dimethyldiaryltin and heptane at room temp., sealing, stirring at room temp. for 30 min, heating at 100°C in oil bath for 24-48 h; cooling, decantation, removal of volatiles, recrystn. from petroleum ether at -35°C; | 72.8% |
In n-heptane |
Conditions | Yield |
---|---|
With phosphorus pentachloride at 150℃; Inert atmosphere; | 63% |
With boron trichloride at -80℃; | |
With phosphorus pentachloride |
diphenylborinic acid butyl ester
diphenylboronchloride
Conditions | Yield |
---|---|
With boron trichloride at -80℃; |
diphenyl-propoxy-borane
diphenylboronchloride
Conditions | Yield |
---|---|
With phosphorus pentachloride |
Conditions | Yield |
---|---|
at 300 - 320℃; extrahiert das Produkt mit Petrolaether; |
Conditions | Yield |
---|---|
With silver Irradiation; | |
photolysis; |
Conditions | Yield |
---|---|
With di-n-butylborane; phenylborondichloride |
Conditions | Yield |
---|---|
With bis(trimethylsilyl)mercury In benzene |
isobutyl diphenylborinate
diphenylboronchloride
Conditions | Yield |
---|---|
With phosphorus pentachloride |
boron trichloride
diphenyltin(IV) dichloride
A
phenylborondichloride
B
diphenylboronchloride
C
phenyltin trichloride
Conditions | Yield |
---|---|
In dichloromethane sealed tube, room temp.; Sn:B molar ratio >1:1; |
boron trichloride
phenyl sodium
A
triphenylborane
B
diphenylboronchloride
diphenylborinic acid butyl ester
boron trichloride
diphenylboronchloride
tetraphenyltin(IV)
boron trichloride
A
phenylborondichloride
B
diphenylboronchloride
C
phenyltin trichloride
Conditions | Yield |
---|---|
In dichloromethane sealed tube, room temp.; Sn:B molar ratio 1:2; |
tetraphenyltin(IV)
boron trichloride
A
diphenylboronchloride
B
diphenyltin(IV) dichloride
phosphorus pentachloride
oxybis(diphenylborane)
diphenylboronchloride
Conditions | Yield |
---|---|
With chromium chloride | |
With CrCl3 |
phosphorus pentachloride
B,B-diphenyl-boranylamine
diphenylboronchloride
phosphorus pentachloride
diphenyl-propoxy-borane
diphenylboronchloride
Diphenylthioborsaeure
A
sulfur
B
diphenylboronchloride
C
hydrogen sulfide
Conditions | Yield |
---|---|
With chlorine |
dibutoxy-chloro-borane
Butyl-diphenyl-borat
A
boric acid tributyl ester
B
diphenylboronchloride
phenylhydrazinodiphenylborane
diphenylboronchloride
Conditions | Yield |
---|---|
With hydrogenchloride byproducts: C6H5NHNH2*HCl; | |
With HCl byproducts: C6H5NHNH2*HCl; |
[2,2]bipyridinyl
diphenylboronchloride
(C5H4N)2B(C6H5)2(1+)*Cl(1-)={(C5H4N)2B(C6H5)2}Cl
Conditions | Yield |
---|---|
In benzene | 100% |
In nitrobenzene | 78% |
In not given | |
In not given |
N,N,N,N,-tetramethylethylenediamine
trimethylphosphine-borane
diphenylboronchloride
[(phenyl)2B(CH2P(methyl)2(BH3))2][Li(N,N,N',N'-tetramethylethylenediamine)]
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether; toluene N2; dissolving P(CH3)3(BH3) in ether, cooling to -78°C, addn. of 1.6 M soln. of butyllithium dropwise, warming to room temp. with stirring over 12 h, cooling to -78°C, addn. of (C6H5)2BCl in toluene dropwise, warming over 4 h with stirring; volatiles removal under reduced pressure, washing the solid with diethylether; | 97.8% |
diphenylboronchloride
Conditions | Yield |
---|---|
In hexane at 0 - 20℃; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 12h; | 95% |
In diethyl ether under Ar, Schlenk techniques; soln. of ligand at -78°C added to soln. of boron compd. (1:1), suspn. stirred at room temp. for 12 h, pptd.; filtered off, washed (Et2O), NMR; | 95% |
diphenylboronchloride
Conditions | Yield |
---|---|
In hexane at 0 - 20℃; for 48h; | 95% |
diphenylboronchloride
o-iPr2P(C6H4)BPh2
Conditions | Yield |
---|---|
With n-C4H9Li In diethyl ether; hexane; toluene byproducts: LiCl; (Ar); to siln. of o-oPr2(C6H4)Br in ether was added 1.6 M BuLi in hexaneat -40°C, stirred for 20 min, filtered, dissolved in toluene, so ln. of Ph2BCl in toluene was added aT -78°C, warmed to room temp.; filtered, evapd.; | 94% |
diphenylboronchloride
o-iPr2P(C6H4)BPh2
Conditions | Yield |
---|---|
Stage #1: 2-(diisopropylphosphino)phenyl bromide With n-butyllithium In diethyl ether; hexane at -40℃; for 0.333333h; Inert atmosphere; Stage #2: diphenylboronchloride In toluene at -78 - 20℃; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In toluene Reflux; | 94% |
diphenylboronchloride
(lithiomethyl)bis(tert-butyl)phosphane
(tBu)2PCH2BPh2
Conditions | Yield |
---|---|
In not given | 94% |
In hexane; n-heptane at -78 - 20℃; for 18 - 20h; Inert atmosphere; |
1-(trimethylsilyl)-1-hexyne
diphenylboronchloride
1-(chlorophenylboryl)-1-phenyl-2-(trimethylsilyl)-1-hexene
Conditions | Yield |
---|---|
In neat (no solvent) 5 °C; crystn. by coolign to -20 °C, crystn. from pentane; elem. anal.; | 93% |
C22H18BN2(1+)*ClO4(1-)
diphenylboronchloride
2,2'-bipyridyldiphenylboronium(dichloro)diphenylborate
Conditions | Yield |
---|---|
In benzene | 92.5% |
di-p-tolylcarbodiimide
diphenylboronchloride
ClB{N(C6H4CH3)(C((NC6H4CH3))C6H5)}2
Conditions | Yield |
---|---|
90.5% | |
90.5% |
Conditions | Yield |
---|---|
With pyridine 25°C, stirring for several days; recrystn. from benzene/hexane; | 90% |
With pyridine 25°C, stirring for several days; recrystn. from benzene/hexane; | 90% |
With pyridine 70°C in suspn., 12 h under N2; recrystn. from benzene/hexane; |
N,N-diethyl-N'-phenyl-N'-trimethylsilyl urea
diphenylboronchloride
N',N'-Diethyl-N-phenyl-N-diphenylureidoboran
Conditions | Yield |
---|---|
In Petroleum ether byproducts: (CH3)3SiCl; to the soln. of urea/petroleum ether the soln. of borane/petroleum ether was added dropwise under N2, refluxed for 5 h; evapd. in vac., distn.; elem. anal.; | 90% |
N-methyl-1,1,2,2,3,3,4,4-nonafluoro-N-(2-hydroxyethyl)butane-1-sulphonamide
diphenylboronchloride
C4F9SO2N(CH3)CH2CH2OB(C6H5)2
Conditions | Yield |
---|---|
In tetrachloromethane byproducts: HCl; (N2); to soln. of sulfonamide was dropped soln. of boranederiv. and mixt. was refluxed for 12 h; solvent was removed and residue sublimated in vac.; elem. anal.; | 90% |
perfluoro-n-butane sulfonamide
diphenylboronchloride
C4F9SO2NHB(C6H5)2
Conditions | Yield |
---|---|
In tetrachloromethane byproducts: HCl; (N2); to soln. of sulfonamide was dropped soln. of boranederiv. and mixt. was refluxed for 12 h; solvent was removed and residue distd. in vac.; elem. anal.; | 90% |
1,1,2,2,3,3,4,4,4-Nonafluoro-butane-1-sulfonic acid (2-hydroxy-ethyl)-amide
diphenylboronchloride
C4F9SO2N(B(C6H5)2)CH2CH2OB(C6H5)2
Conditions | Yield |
---|---|
In tetrachloromethane byproducts: HCl; (N2); to soln. of sulfonamide was dropped soln. of boranederiv. (1:2 mol) and mixt. was refluxed for 12 h; solvent was removed and residue distd. in vac.; elem. anal.; | 90% |
Conditions | Yield |
---|---|
In toluene under Ar; to a soln. of N-tert-butylimidazole (49.2 mmol) in abs. toluene at 0°C was added slowly a soln. of Ph2BCl (18.9 mmol) in abs. toluene; stirring at room temp. for 15 min and then at 110°C for 48 h; the suspn. was filtered under Ar; the ppt. was washed with dry toluene and hexane and then dried at 1E-3 mbar; elem. anal.; | 89.5% |
diphenylboronchloride
sodium 1-butinyl triethylborate
(Z)-3-(diethylboryl)-4-(diphenylboryl)-3-hexene
Conditions | Yield |
---|---|
In diethyl ether byproducts: NaCl; dropping soln. of ClB(C6H5)2 in diethyl ether to soln. of Na-salt in diethyl ether within 3.5 h under Ar, rise in temp. to 30°C; refluxing for 4 h; after method of R. Koester, Pure Appl. Chem. 1977, 49, 765-789 and 6 further publications;; filtration; removal of solvent under atmospheric pressure; removal of remaining volatile products in vac. at <=60°C; elem. anal.;; | 89% |
diphenylboronchloride
(S)-4-(tert-butyl)-4,5-dihydrooxazole
Conditions | Yield |
---|---|
Stage #1: (S)-4-(tert-butyl)-4,5-dihydrooxazole With tert.-butyl lithium In tetrahydrofuran; hexane at -78℃; for 0.666667h; Stage #2: diphenylboronchloride In tetrahydrofuran; hexane; toluene | 88% |
Stage #1: (S)-4-(tert-butyl)-4,5-dihydrooxazole With tert.-butyl lithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: diphenylboronchloride In tetrahydrofuran; hexane; toluene at -78 - 20℃; |
Conditions | Yield |
---|---|
In further solvent(s) with anhydrous NH3 at 0°C; | 87.2% |
Conditions | Yield |
---|---|
With triethylamine | 87% |
With (C2H5)3N | 87% |
With triethylamine In benzene byproducts: triethylammonium chloride; Ph2BCl dissolved in benzene, mixt. cooled in ice bath, benzene soln. oft-BuNH2 added dropwise with stirring, mixt. allowed to attain room temp., triethylamine in benzene was added slowly then mixt. refluxed for 3 h; cooling, filration, removal of benzene under vac., distn. of residue; elem. anal.; | 65% |
Conditions | Yield |
---|---|
100°C for 3 h under N2; | 85% |
100°C for 3 h under N2; | 85% |
Conditions | Yield |
---|---|
In hexane byproducts: (CH3)3SiCl; at 0°C; stirred at room temp. for 50 h; distn. at 75°C/1E-5 Torr; elem. anal.; | 84% |
diphenylboronchloride
sodium diphenylphosphide
(diphenylphosphino)diphenylborane
Conditions | Yield |
---|---|
In tetrahydrofuran byproducts: NaCl; | 84% |
diphenylboronchloride
lead(II) ethyl sulfide
(C6H5)2BSC2H5
Conditions | Yield |
---|---|
84% | |
84% |
diphenylboronchloride
5-azoniaspiro<4.4>nonane bromide
(lithiomethyl)diphenylphosphane
5-azonia-spiro[4.4]nonane bis(diphenylphosphinomethyl)diphenylborate
Conditions | Yield |
---|---|
Stage #1: diphenylboronchloride; (lithiomethyl)diphenylphosphane With N,N,N,N,-tetramethylethylenediamine In diethyl ether; toluene at -78 - 20℃; for 14h; Stage #2: 5-azoniaspiro<4.4>nonane bromide In ethanol for 0.166667h; | 83.1% |
(n-C4H9)2BNHN(CH3)2
diphenylboronchloride
(N',N'-dimethylhydrazino)-diphenylborane
Conditions | Yield |
---|---|
83% | |
83% |
Conditions | Yield |
---|---|
In toluene at -85 - 20℃; Schlenk technique; Inert atmosphere; | 82% |
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