e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Phase-transfer-catalyzed Gomberg-Bachmann synthesis of unsymmetrical biarenes: a survey of catalysts and substrates

…, DE Rosenberg, BJ Garcia-Slanga…

Index: Beadle, James R.; Korzeniowsky, Stephen H.; Rosenberg, David E.; Garcia-Slanga, Blanche J.; Gokel, George W. Journal of Organic Chemistry, 1984 , vol. 49, # 9 p. 1594 - 1603

Full Text: HTML

Citation Number: 99

Abstract

Two problems have hindered the Gomberg-Bachmann (GB) and Pschorr reactions of arenediazonium cations: the instability of the arenediazonium salts and side reactions. Arenediazonium tetrafluoroborate and hexafluorophosphate salts can be prepared in high yield and purity and can be stored safely. Unfortunately, these salts are insoluble in most nonpolar organic solvents. Crown ether complexation or other phase-transfer (pt) catalytic ...

N/A Structure

~56%

9,10-Dihydrophenanthrene Structure

9,10-Dihydrophe...

3-BENZYL-1H-INDAZOLE Structure

3-BENZYL-1H-INDAZOLE

2-Nitrodiphenylsulfide Structure

2-Nitrodiphenyl...

~55%

2-(phenylthio)aniline Structure

2-(phenylthio)a...

Benzenethiol, potassium salt Structure

Benzenethiol, p...

~%

2-(phenylthio)aniline Structure

2-(phenylthio)a...

2-Nitrochlorobenzene Structure

2-Nitrochlorobenzene

~%

2-(phenylthio)aniline Structure

2-(phenylthio)a...

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

Toluene Structure

~%

4-CHLORO-4?-METHYLBIPHENYL Structure

4-CHLORO-4?-MET...

1-chloro-4-(2-methylphenyl)benzene Structure

1-chloro-4-(2-m...

Detail

Pyridine Structure

2-fluorobenzenediazonium tetrafluoroborate Structure

2-fluorobenzene...

~%

2-(2-fluorophenyl)pyridine Structure

2-(2-fluorophen...

4-(2-fluorophenyl)pyridine Structure

4-(2-fluorophen...

Detail

Bromobenzene Structure

{3,4-Me2C6H3N2}{BF4} Structure

{3,4-Me2C6H3N2}{BF4}

~%

4-(2-bromophenyl)-1,2-dimethylbenzene Structure

4-(2-bromopheny...

4-(3-bromophenyl)-1,2-dimethylbenzene Structure

4-(3-bromopheny...

Detail

3,4-(methylenedioxy)benzenediazonium tetrafluoroborate Structure

3,4-(methylened...

Anisole Structure

~%

5-(4-methoxyphenyl)-1,3-benzodioxole Structure

5-(4-methoxyphe...

5-(2-methoxyphenyl)-1,3-benzodioxole Structure

5-(2-methoxyphe...

Detail

Benzenediazonium, 2-bromo-, tetrafluoroborate(1-) Structure

Benzenediazoniu...

benzene Structure

~78%

2-Bromobiphenyl Structure

2-Bromobiphenyl

N/A Structure

~72%

9,10-Dihydrophenanthrene Structure

9,10-Dihydrophe...

Bibenzyl Structure

N/A Structure

~0%

9,10-Dihydrophenanthrene Structure

9,10-Dihydrophe...

3-BENZYL-1H-INDAZOLE Structure

3-BENZYL-1H-INDAZOLE

Pyridine Structure

3-fluorobenzenediazonium tetrafluoroborate Structure

3-fluorobenzene...

~%

2-(3-Fluorophenyl)pyridine Structure

2-(3-Fluorophen...

3-(3-fluorophenyl)pyridine Structure

3-(3-fluorophen...

Detail

Benzenediazonium, 4-fluoro-, tetrafluoroborate(1-) Structure

Benzenediazoniu...

Benzonitrile Structure

~%

3-(4-fluorophenyl)benzonitrile Structure

3-(4-fluorophen...

4'-FLUORO-[1,1'-BIPHENYL]-4-CARBONITRILE Structure

4'-FLUORO-[1,1'...

Detail

3,5-dimethoxybenzenediazonium tetrafluoroborate Structure

3,5-dimethoxybe...

benzene Structure

~50%

5-PHENYL-1,3-DIMETHOXYBENZENE Structure

5-PHENYL-1,3-DI...

4c-phenyl-1t-(2-nitro-phenyl)-butadiene-(1.3) Structure

4c-phenyl-1t-(2...

~99%

2-(4-phenylbutyl)aniline Structure

2-(4-phenylbuty...

(3-Chloro-1-propen-1-yl)benzene Structure

(3-Chloro-1-pro...

~%

2-(4-phenylbutyl)aniline Structure

2-(4-phenylbuty...

Pyridine Structure

2-fluorobenzenediazonium tetrafluoroborate Structure

2-fluorobenzene...

~%

2-(2-fluorophenyl)pyridine Structure

2-(2-fluorophen...

4-(2-fluorophenyl)pyridine Structure

4-(2-fluorophen...

Detail

p-Xylene Structure

4-Bromobenzenediazonium tetrafluoroborate Structure

4-Bromobenzened...

~26%

2-(4-bromophenyl)-1,4-dimethylbenzene Structure

2-(4-bromopheny...

4-ethylbenzenediazonium tetrafluoroborate Structure

4-ethylbenzened...

Chlorobenzene Structure

~%

1-chloro-4-(4-ethylphenyl)benzene Structure

1-chloro-4-(4-e...

1-chloro-2-(4-ethylphenyl)benzene Structure

1-chloro-2-(4-e...

Detail

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

benzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

benzoic acid,2-...

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-[2-[2-(2-phen...

~%

benzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

benzoic acid,2-...

POTASSIUMPHENOLATE Structure

POTASSIUMPHENOLATE

~%

benzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

benzoic acid,2-...

Tetraethylene Glycol Monobenzyl Ether Structure

Tetraethylene G...

~%

benzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

benzoic acid,2-...

Tosylate of Tetraethylene glycol monobenzyl ether Structure

Tosylate of Tet...

~%

benzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

benzoic acid,2-...

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethoxymethylbenzene Structure

2-[2-[2-(2-phen...

~%

benzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

benzoic acid,2-...

2-nitrobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-nitrobenzoic ...

~%

benzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

benzoic acid,2-...

2-Nitrobenzoyl chloride Structure

2-Nitrobenzoyl ...

~%

benzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

benzoic acid,2-...

2-<2-<2-<2-<(diazonium tetrafluoroborate)benzoyloxy>ethoxy>ethoxy>ethoxy>ethoxybenzene Structure

2-<2-<2-<2-<(di...

~%

benzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

benzoic acid,2-...

2-aminobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-aminobenzoic ...

~%

benzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

benzoic acid,2-...

2-(4-phenylbutyl)benzenediazonium tetrafluoroborate Structure

2-(4-phenylbuty...

~36%

3-(3-phenylpropyl)-2H-indazole Structure

3-(3-phenylprop...

3,4-(methylenedioxy)benzenediazonium tetrafluoroborate Structure

3,4-(methylened...

Anisole Structure

~%

5-(4-methoxyphenyl)-1,3-benzodioxole Structure

5-(4-methoxyphe...

5-(2-methoxyphenyl)-1,3-benzodioxole Structure

5-(2-methoxyphe...

Detail

4-Bromobenzenediazonium tetrafluoroborate Structure

4-Bromobenzened...

Mesitylene Structure

~53%

2-(4-bromophenyl)-1,3,5-trimethylbenzene Structure

2-(4-bromopheny...

Benzyltriphenylphosphonium chloride Structure

Benzyltriphenyl...

~%

2-phenethylaniline Structure

2-phenethylaniline

2-Nitrobenzaldehyde Structure

2-Nitrobenzaldehyde

~%

2-phenethylaniline Structure

2-phenethylaniline

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

Benzonitrile Structure

~%

4'-Chloro-4-cyanobiphenyl Structure

4'-Chloro-4-cya...

2-(4-chlorophenyl)benzonitrile Structure

2-(4-chlorophen...

Detail

3-fluorobenzenediazonium tetrafluoroborate Structure

3-fluorobenzene...

benzene Structure

~75%

3-FLUORO-1,1'-BIPHENYL Structure

3-FLUORO-1,1'-B...

Fluorobenzene Structure

Benzenediazonium tetrafluoroborate Structure

Benzenediazoniu...

~%

4-Fluorobiphenyl Structure

4-Fluorobiphenyl

2-Fluorobiphenyl Structure

2-Fluorobiphenyl

Detail

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

Anisole Structure

~%

4-Chloro-4'-methoxy-1,1'-biphenyl Structure

4-Chloro-4'-met...

1-chloro-4-(3-methoxyphenyl)benzene Structure

1-chloro-4-(3-m...

Detail

{3,4-Me2C6H3N2}{BF4} Structure

{3,4-Me2C6H3N2}{BF4}

Chlorobenzene Structure

~%

4-(4-chlorophenyl)-1,2-dimethylbenzene Structure

4-(4-chlorophen...

4-(2-chlorophenyl)-1,2-dimethylbenzene Structure

4-(2-chlorophen...

Detail

3-chlorobenzenediazonium tetrafluoroborate Structure

3-chlorobenzene...

Anisole Structure

~%

1-chloro-3-(4-methoxyphenyl)benzene Structure

1-chloro-3-(4-m...

1-chloro-3-(3-methoxyphenyl)benzene Structure

1-chloro-3-(3-m...

Detail

Fluorobenzene Structure

{3,4-Me2C6H3N2}{BF4} Structure

{3,4-Me2C6H3N2}{BF4}

~%

4-(4-fluorophenyl)-1,2-dimethylbenzene Structure

4-(4-fluorophen...

4-(2-fluorophenyl)-1,2-dimethylbenzene Structure

4-(2-fluorophen...

Detail

Fluorobenzene Structure

{3,4-Me2C6H3N2}{BF4} Structure

{3,4-Me2C6H3N2}{BF4}

~%

4-(4-fluorophenyl)-1,2-dimethylbenzene Structure

4-(4-fluorophen...

4-(2-fluorophenyl)-1,2-dimethylbenzene Structure

4-(2-fluorophen...

Detail

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethoxymethylbenzene Structure

2-[2-[2-(2-phen...

~88%

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-[2-[2-(2-phen...

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-[2-[2-(2-phen...

Tetraethylene Glycol Monobenzyl Ether Structure

Tetraethylene G...

~%

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-[2-[2-(2-phen...

{3,4-Me2C6H3N2}{BF4} Structure

{3,4-Me2C6H3N2}{BF4}

benzene Structure

~49%

1,2-dimethyl-4-phenylbenzene Structure

1,2-dimethyl-4-...

4-methylbenzenediazonium tetrafluoroborate Structure

4-methylbenzene...

Toluene Structure

~%

BI-P-TOLYL Structure

3,4'-dimethyl-1,1'-biphenyl Structure

3,4'-dimethyl-1...

Detail

Bromobenzene Structure

Benzenediazonium, 4-fluoro-, tetrafluoroborate(1-) Structure

Benzenediazoniu...

~%

4-Bromo-4'-fluorobiphenyl Structure

4-Bromo-4'-fluo...

3-BROMO-4'-FLUOROBIPHENYL Structure

3-BROMO-4'-FLUO...

Detail

Fluorobenzene Structure

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

~%

4-Chloro-4'-fluorobiphenyl Structure

4-Chloro-4'-flu...

1-chloro-4-(2-fluorophenyl)benzene Structure

1-chloro-4-(2-f...

Detail

Benzenediazonium, 4-fluoro-, tetrafluoroborate(1-) Structure

Benzenediazoniu...

Chlorobenzene Structure

~%

4-Chloro-4'-fluorobiphenyl Structure

4-Chloro-4'-flu...

1-chloro-2-(4-fluorophenyl)benzene Structure

1-chloro-2-(4-f...

Detail

Bromobenzene Structure

Benzenediazonium, 4-fluoro-, tetrafluoroborate(1-) Structure

Benzenediazoniu...

~%

4-Bromo-4'-fluorobiphenyl Structure

4-Bromo-4'-fluo...

3-BROMO-4'-FLUOROBIPHENYL Structure

3-BROMO-4'-FLUO...

Detail

Benzenediazonium, 4-fluoro-, tetrafluoroborate(1-) Structure

Benzenediazoniu...

Anisole Structure

~%

1-fluoro-4-(3-methoxyphenyl)benzene Structure

1-fluoro-4-(3-m...

4-FLUORO-4'-METHOXYBIPHENYL Structure

4-FLUORO-4'-MET...

Detail

Benzenediazonium, 4-fluoro-, tetrafluoroborate(1-) Structure

Benzenediazoniu...

Anisole Structure

~%

1-fluoro-4-(3-methoxyphenyl)benzene Structure

1-fluoro-4-(3-m...

4-FLUORO-4'-METHOXYBIPHENYL Structure

4-FLUORO-4'-MET...

Detail

p-Xylene Structure

4-Nitrophenyldiazonium tetrafluoroborate Structure

4-Nitrophenyldi...

~43%

2,5-Dimethyl-4'-nitro-1,1'-biphenyl Structure

2,5-Dimethyl-4'...

Fluorobenzene Structure

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

~%

4-Chloro-4'-fluorobiphenyl Structure

4-Chloro-4'-flu...

1-chloro-4-(2-fluorophenyl)benzene Structure

1-chloro-4-(2-f...

Detail

Fluorobenzene Structure

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

~%

4-Chloro-4'-fluorobiphenyl Structure

4-Chloro-4'-flu...

1-chloro-4-(2-fluorophenyl)benzene Structure

1-chloro-4-(2-f...

Detail

3-chlorobenzenediazonium tetrafluoroborate Structure

3-chlorobenzene...

Anisole Structure

~%

1-chloro-3-(4-methoxyphenyl)benzene Structure

1-chloro-3-(4-m...

1-chloro-3-(3-methoxyphenyl)benzene Structure

1-chloro-3-(3-m...

Detail

3-chlorobenzenediazonium tetrafluoroborate Structure

3-chlorobenzene...

Anisole Structure

~%

1-chloro-3-(4-methoxyphenyl)benzene Structure

1-chloro-3-(4-m...

1-chloro-3-(3-methoxyphenyl)benzene Structure

1-chloro-3-(3-m...

Detail

POTASSIUMPHENOLATE Structure

POTASSIUMPHENOLATE

~%

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-[2-[2-(2-phen...

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

Mesitylene Structure

~55%

2-(4-chlorophenyl)-1,3,5-trimethylbenzene Structure

2-(4-chlorophen...

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

Anisole Structure

~%

4-Chloro-4'-methoxy-1,1'-biphenyl Structure

4-Chloro-4'-met...

1-chloro-4-(3-methoxyphenyl)benzene Structure

1-chloro-4-(3-m...

Detail

m-methylbenzenediazonium tetrafluoroborate Structure

m-methylbenzene...

benzene Structure

~56%

3-Phenyltoluene Structure

3-Phenyltoluene

2-Methylbenzenediazonium tetrafluoroborate Structure

2-Methylbenzene...

benzene Structure

~29%

2-Methyl Biphenyl Structure

2-Methyl Biphenyl

Pyridine Structure

4-methylbenzenediazonium tetrafluoroborate Structure

4-methylbenzene...

~%

4-(4-Methylphenyl)pyridine Structure

4-(4-Methylphen...

2-p-tolylpyridine Structure

2-p-tolylpyridine

Detail

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

Anisole Structure

~%

4-Chloro-4'-methoxy-1,1'-biphenyl Structure

4-Chloro-4'-met...

1-chloro-4-(3-methoxyphenyl)benzene Structure

1-chloro-4-(3-m...

Detail

Pyridine Structure

4-methylbenzenediazonium tetrafluoroborate Structure

4-methylbenzene...

~%

4-(4-Methylphenyl)pyridine Structure

4-(4-Methylphen...

2-p-tolylpyridine Structure

2-p-tolylpyridine

Detail

4-methylbenzenediazonium tetrafluoroborate Structure

4-methylbenzene...

benzene Structure

~73%

4-Phenyltoluene Structure

4-Phenyltoluene

4-ethylbenzenediazonium tetrafluoroborate Structure

4-ethylbenzened...

Chlorobenzene Structure

~%

1-chloro-4-(4-ethylphenyl)benzene Structure

1-chloro-4-(4-e...

1-chloro-2-(4-ethylphenyl)benzene Structure

1-chloro-2-(4-e...

Detail

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

benzene Structure

~78%

4-Chlorobiphenyl Structure

4-Chlorobiphenyl

Pyridine Structure

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

~%

2-(4-Chlorophenyl)pyridine Structure

2-(4-Chlorophen...

4-(4-Chlorophenyl)pyridine Structure

4-(4-Chlorophen...

Detail

Benzyltriphenylphosphonium chloride Structure

Benzyltriphenyl...

2-Nitrobenzaldehyde Structure

2-Nitrobenzaldehyde

~70%

1-nitro-2-(2-phenylethenyl)benzene Structure

1-nitro-2-(2-ph...

4-methylbenzenediazonium tetrafluoroborate Structure

4-methylbenzene...

Toluene Structure

~%

BI-P-TOLYL Structure

3,4'-dimethyl-1,1'-biphenyl Structure

3,4'-dimethyl-1...

Detail

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

Toluene Structure

~%

4-CHLORO-4?-METHYLBIPHENYL Structure

4-CHLORO-4?-MET...

1-chloro-4-(2-methylphenyl)benzene Structure

1-chloro-4-(2-m...

Detail

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

Benzonitrile Structure

~%

4'-Chloro-4-cyanobiphenyl Structure

4'-Chloro-4-cya...

2-(4-chlorophenyl)benzonitrile Structure

2-(4-chlorophen...

Detail

1,13-diphenyl-1,4,7,10,13-pentaoxatridecane Structure

1,13-diphenyl-1...

~%

2-[2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethoxy]aniline Structure

2-[2-[2-[2-(2-p...

Tosylate of Tetraethylene glycol monobenzyl ether Structure

Tosylate of Tet...

~%

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-[2-[2-(2-phen...

2-nitrodiphenyl ether Structure

2-nitrodiphenyl...

~10%

2-Phenoxyaniline Structure

2-Phenoxyaniline

2-Methylbenzenediazonium tetrafluoroborate Structure

2-Methylbenzene...

benzene Structure

~76%

1H-Indazole Structure

2-Methyl Biphenyl Structure

2-Methyl Biphenyl

Fluorobenzene Structure

{3,4-Me2C6H3N2}{BF4} Structure

{3,4-Me2C6H3N2}{BF4}

~%

4-(4-fluorophenyl)-1,2-dimethylbenzene Structure

4-(4-fluorophen...

4-(2-fluorophenyl)-1,2-dimethylbenzene Structure

4-(2-fluorophen...

Detail

{3,4-Me2C6H3N2}{BF4} Structure

{3,4-Me2C6H3N2}{BF4}

Chlorobenzene Structure

~%

4-(4-chlorophenyl)-1,2-dimethylbenzene Structure

4-(4-chlorophen...

4-(2-chlorophenyl)-1,2-dimethylbenzene Structure

4-(2-chlorophen...

Detail

{3,4-Me2C6H3N2}{BF4} Structure

{3,4-Me2C6H3N2}{BF4}

Chlorobenzene Structure

~%

4-(4-chlorophenyl)-1,2-dimethylbenzene Structure

4-(4-chlorophen...

4-(2-chlorophenyl)-1,2-dimethylbenzene Structure

4-(2-chlorophen...

Detail

Benzyl chloride Structure

Benzyl chloride

~%

Tosylate of Tetraethylene glycol monobenzyl ether Structure

Tosylate of Tet...

POTASSIUMPHENOLATE Structure

POTASSIUMPHENOLATE

Tosylate of Tetraethylene glycol monobenzyl ether Structure

Tosylate of Tet...

~79%

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethoxymethylbenzene Structure

2-[2-[2-(2-phen...

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethoxymethylbenzene Structure

2-[2-[2-(2-phen...

Tetraethylene Glycol Monobenzyl Ether Structure

Tetraethylene G...

~%

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethoxymethylbenzene Structure

2-[2-[2-(2-phen...

Benzyl chloride Structure

Benzyl chloride

~%

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethoxymethylbenzene Structure

2-[2-[2-(2-phen...

4-ethylbenzenediazonium tetrafluoroborate Structure

4-ethylbenzened...

Chlorobenzene Structure

~%

1-chloro-4-(4-ethylphenyl)benzene Structure

1-chloro-4-(4-e...

1-chloro-2-(4-ethylphenyl)benzene Structure

1-chloro-2-(4-e...

Detail

1,2-dichloro-4-diazoniumbenzene tetrafluoroborate Structure

1,2-dichloro-4-...

benzene Structure

~54%

3,4-Dichlorobiphenyl Structure

3,4-Dichlorobiphenyl

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

Chlorobenzene Structure

~%

2,4'-PCB Structure

3,4'-dichlorobiphenyl Structure

3,4'-dichlorobi...

Detail

Thiophene(SIV) Structure

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

~60%

2-(4-Chlorophenyl)thiophene Structure

2-(4-Chlorophen...

2-Nitrobenzenediazonium Tetrafluoroborate Structure

2-Nitrobenzened...

benzene Structure

~37%

2-Nitrobiphenyl Structure

2-Nitrobiphenyl

Pyridine Structure

3-fluorobenzenediazonium tetrafluoroborate Structure

3-fluorobenzene...

~%

2-(3-Fluorophenyl)pyridine Structure

2-(3-Fluorophen...

3-(3-fluorophenyl)pyridine Structure

3-(3-fluorophen...

Detail

Benzenediazonium, 4-fluoro-, tetrafluoroborate(1-) Structure

Benzenediazoniu...

Chlorobenzene Structure

~%

4-Chloro-4'-fluorobiphenyl Structure

4-Chloro-4'-flu...

1-chloro-2-(4-fluorophenyl)benzene Structure

1-chloro-2-(4-f...

Detail

Bromobenzene Structure

{3,4-Me2C6H3N2}{BF4} Structure

{3,4-Me2C6H3N2}{BF4}

~%

4-(2-bromophenyl)-1,2-dimethylbenzene Structure

4-(2-bromopheny...

4-(3-bromophenyl)-1,2-dimethylbenzene Structure

4-(3-bromopheny...

Detail

Bromobenzene Structure

{3,4-Me2C6H3N2}{BF4} Structure

{3,4-Me2C6H3N2}{BF4}

~%

4-(2-bromophenyl)-1,2-dimethylbenzene Structure

4-(2-bromopheny...

4-(3-bromophenyl)-1,2-dimethylbenzene Structure

4-(3-bromopheny...

Detail

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-[2-[2-(2-phen...

2-Nitrobenzoyl chloride Structure

2-Nitrobenzoyl ...

~69%

2-nitrobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-nitrobenzoic ...

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-nitrobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-nitrobenzoic ...

POTASSIUMPHENOLATE Structure

POTASSIUMPHENOLATE

~%

2-nitrobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-nitrobenzoic ...

Tetraethylene Glycol Monobenzyl Ether Structure

Tetraethylene G...

~%

2-nitrobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-nitrobenzoic ...

Tosylate of Tetraethylene glycol monobenzyl ether Structure

Tosylate of Tet...

~%

2-nitrobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-nitrobenzoic ...

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethoxymethylbenzene Structure

2-[2-[2-(2-phen...

~%

2-nitrobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-nitrobenzoic ...

2-nitrobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-nitrobenzoic ...

~90%

2-aminobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-aminobenzoic ...

2,2'-((Oxybis(ethane-2,1-diyl))bis(oxy))diethanol Structure

2,2'-((Oxybis(e...

~%

2-aminobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-aminobenzoic ...

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-[2-[2-(2-phen...

~%

2-aminobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-aminobenzoic ...

POTASSIUMPHENOLATE Structure

POTASSIUMPHENOLATE

~%

2-aminobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-aminobenzoic ...

Tetraethylene Glycol Monobenzyl Ether Structure

Tetraethylene G...

~%

2-aminobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-aminobenzoic ...

Tosylate of Tetraethylene glycol monobenzyl ether Structure

Tosylate of Tet...

~%

2-aminobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-aminobenzoic ...

2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethoxymethylbenzene Structure

2-[2-[2-(2-phen...

~%

2-aminobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-aminobenzoic ...

2-Nitrobenzoyl chloride Structure

2-Nitrobenzoyl ...

~%

2-aminobenzoic acid,2-[2-[2-(2-phenoxyethoxy)ethoxy]ethoxy]ethanol Structure

2-aminobenzoic ...

Benzenediazonium tetrafluoroborate Structure

Benzenediazoniu...

Benzonitrile Structure

~%

1,1'-BIPHENYL]-3-CARBONITRILE Structure

1,1'-BIPHENYL]-...

[1,1'-biphenyl]-2-carbonitrile Structure

[1,1'-biphenyl]...

Detail

4-Bromobenzenediazonium tetrafluoroborate Structure

4-Bromobenzened...

benzene Structure

~78%

4-Bromobiphenyl Structure

4-Bromobiphenyl

Pyridine Structure

p-chlorobenzenediazonium tetrafluoroborate Structure

p-chlorobenzene...

~%

2-(4-Chlorophenyl)pyridine Structure

2-(4-Chlorophen...

4-(4-Chlorophenyl)pyridine Structure

4-(4-Chlorophen...

Detail

Benzenediazonium, 4-fluoro-, tetrafluoroborate(1-) Structure

Benzenediazoniu...

Chlorobenzene Structure

~%

4-Chloro-4'-fluorobiphenyl Structure

4-Chloro-4'-flu...

1-chloro-2-(4-fluorophenyl)benzene Structure

1-chloro-2-(4-f...

Detail

3,4-(methylenedioxy)benzenediazonium tetrafluoroborate Structure

3,4-(methylened...

Anisole Structure

~%

5-(4-methoxyphenyl)-1,3-benzodioxole Structure

5-(4-methoxyphe...

5-(2-methoxyphenyl)-1,3-benzodioxole Structure

5-(2-methoxyphe...

Detail