Product Name

  • Name

    4-Cyanobenzoic acid

  • EINECS 210-606-9
  • CAS No. 619-65-8
  • Article Data249
  • CAS DataBase
  • Density 1.32 g/cm3
  • Solubility
  • Melting Point 219-221 °C (dec.)(lit.)
  • Formula C8H5NO2
  • Boiling Point 341 °C at 760 mmHg
  • Molecular Weight 147.133
  • Flash Point 160 °C
  • Transport Information UN 3276
  • Appearance white powder
  • Safety 26-36-22
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 619-65-8 (4-Cyanobenzoic acid)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms Benzoicacid, p-cyano- (6CI,7CI,8CI);4-Carboxybenzonitrile;NSC6306;p-Carboxybenzonitrile;p-Cyanobenzoic acid;
  • PSA 61.09000
  • LogP 1.25648

Synthetic route

4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With phosphate-buffered silica gel supported KMnO4 In cyclohexane at 65℃;100%
With selenium(IV) oxide; dihydrogen peroxide In tetrahydrofuran for 5h; Heating;99%
With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene In water at 50℃; under 760.051 Torr; for 12h; Sealed tube;99%
sodium cyanide
143-33-9

sodium cyanide

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With nickel dibromide In 1-methyl-pyrrolidin-2-one at 200℃; under 10343 Torr; for 0.166667h; microwave irradiation;99%
4-Cyanobenzyl alcohol
874-89-5

4-Cyanobenzyl alcohol

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With silica-supported Jones reagent In dichloromethane for 0.035h;99%
With Oxone In water; acetonitrile for 13h; Reflux;99%
With Oxone; 3,3'-diiodo-2,2',6,6'-tetramethoxy-4,4'-biphenyldicarboxylic acid In nitromethane; water at 50℃; for 10h;97%
4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With sodium azide; trifluorormethanesulfonic acid In acetonitrile at 20℃; for 0.0333333h; Schmidt reaction; chemoselective reaction;99%
With hydroxylamine hydrochloride; 2,4,6-triphenylpyrylium tetrafluoroborate In acetonitrile at 40℃; under 750.075 Torr; for 24h; Molecular sieve; Irradiation; Inert atmosphere;80%
Multi-step reaction with 2 steps
1: 83 percent / methanol
2: 94 percent / poly(bis-9,10-anthracenyl)diselenide; aq. H2O2 / 2-methyl-propan-2-ol / 4 h / 55 °C
View Scheme
4-cyanobenzoic acid methyl ester
1129-35-7

4-cyanobenzoic acid methyl ester

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With iodine; aluminium In acetonitrile at 80℃; for 18h;99%
Stage #1: 4-cyanobenzoic acid methyl ester With ethanol for 0.5h;
Stage #2: With sodium hydroxide at 25℃; for 2h;		98.1%
With iron(III) sulfate; water In toluene at 110℃; for 4h; Ionic liquid;94%
With iron(III) chloride hexahydrate In glycerol at 70℃; for 14h;85%
4-Bromobenzoic acid
586-76-5

4-Bromobenzoic acid

potassium hexacyanoferrate(II) trihydrate

potassium hexacyanoferrate(II) trihydrate

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With Palladium Nanoparticles with two shape-persistent covalent cages CC1' In N,N-dimethyl-formamide at 140℃; for 15h; Reagent/catalyst; Inert atmosphere;99%
2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With [Pd(cinnamyl)Cl]2; N-ethyl-N,N-diisopropylamine; XPhos In butan-1-ol at 100℃; for 2h; Inert atmosphere;99%
4-((tert-butyldimethylsilyl)oxy)benzyl 4-cyanobenzoate

4-((tert-butyldimethylsilyl)oxy)benzyl 4-cyanobenzoate

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; for 0.5h;99%
carbon monoxide
201230-82-2

carbon monoxide

4-iodobenzonitrile
3058-39-7

4-iodobenzonitrile

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With potassium carbonate; palladium diacetate In water; N,N-dimethyl-formamide at 25℃; under 760 Torr; for 1.5h;98%
With water; potassium carbonate In acetonitrile at 100℃; under 3750.38 Torr; for 0.0161111h;81%
With water; caesium carbonate at 95℃; under 760.051 Torr; for 20h; Microwave irradiation; Sealed tube;53%
4-Bromobenzoic acid
586-76-5

4-Bromobenzoic acid

nickel cyanide
557-19-7

nickel cyanide

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one; water at 200℃; under 10343 Torr; for 0.166667h; microwave irradiation;98%
benzyl 4-cyanobenzoate
18693-97-5

benzyl 4-cyanobenzoate

toluene
108-88-3

toluene

A

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

B

1-methyl-3-(phenylmethyl)-benzene
620-47-3

1-methyl-3-(phenylmethyl)-benzene

C

1-methyl-4-(phenylmethyl)benzene
620-83-7

1-methyl-4-(phenylmethyl)benzene

D

2-benzyltoluene
713-36-0

2-benzyltoluene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction;A 98%
B n/a
C n/a
D n/a
...Expand
para-methylbenzonitrile
104-85-8

para-methylbenzonitrile

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With ruthenium trichloride; sodium hypochlorite; tetrabutylammomium bromide In 1,2-dichloro-ethane at 25℃; for 2h; Rate constant; pH 9;97%
With ruthenium trichloride; sodium hypochlorite; tetrabutylammomium bromide In 1,2-dichloro-ethane at 25℃; for 2h;97%
With sodium hypochlorite; bis(2,2'-bipyridine)dichloronickel(II) In acetonitrile for 0.5h; Ambient temperature;97%
2-(4-cyanophenyl)-5,5-dimethyl[1,3,2]dioxaborinane
214360-44-8

2-(4-cyanophenyl)-5,5-dimethyl[1,3,2]dioxaborinane

carbon dioxide
124-38-9

carbon dioxide

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
Stage #1: 2-(4-cyanophenyl)-5,5-dimethyl[1,3,2]dioxaborinane; carbon dioxide With [Ni(N,N'-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene)(allyl)Cl]; potassium tert-butylate In toluene at 100℃; under 760.051 Torr; for 15h; Schlenk technique; Inert atmosphere;
Stage #2: With hydrogenchloride In water; ethyl acetate; toluene at 20℃;		97%
With potassium tert-butylate; copper(l) chloride; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran at 70℃; under 760.051 Torr; for 24h;88%
Stage #1: 2-(4-cyanophenyl)-5,5-dimethyl[1,3,2]dioxaborinane; carbon dioxide With potassium tert-butylate; silver(I) acetate; triphenylphosphine In 1,4-dioxane at 100℃; under 15201 Torr; for 8h; Inert atmosphere; Autoclave;
Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere;		77%
4-iodobenzonitrile
3058-39-7

4-iodobenzonitrile

potassium formate
590-29-4

potassium formate

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With [PhCOPd(PtBu3)I]; dtbpf In 2-methyltetrahydrofuran at 80℃; for 18h; Inert atmosphere;97%
4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

diphenylmethylsilanecarboxylic acid
18414-58-9

diphenylmethylsilanecarboxylic acid

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With lithium trimethylsilanolate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 80℃; for 16h; Inert atmosphere;97%
carbon dioxide
124-38-9

carbon dioxide

4-cyanophenyl sulfurofluoridate

4-cyanophenyl sulfurofluoridate

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With manganese; bis(triphenylphosphine)nickel(II) chloride; 2.9-dimethyl-1,10-phenanthroline In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; for 20h; Schlenk technique; Inert atmosphere; Glovebox;97%
4-cyanobenzamide
3034-34-2

4-cyanobenzamide

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
96%
With sodium nitrite In sulfuric acid95%
94%
With acetic anhydride; acetic acid; sodium nitrite In water92%
With sulfuric acid; acetic acid; sodium nitrite In water86%
4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

potassium formate
590-29-4

potassium formate

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With [PhCOPd(PtBu3)I]; dtbpf In 2-methyltetrahydrofuran at 80℃; for 18h; Inert atmosphere;95%
4-carboxybenzaldehyde N,N-dimethylhydrazone
117260-07-8

4-carboxybenzaldehyde N,N-dimethylhydrazone

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With dihydrogen peroxide; poly(bis-9,10-anthracenyl)diselenide In tert-butyl alcohol at 55℃; for 4h;94%
4-Cyanochlorobenzene
623-03-0

4-Cyanochlorobenzene

potassium formate
590-29-4

potassium formate

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With [PhCOPd(PtBu3)I]; dtbpf In diethylene glycol dimethyl ether at 120℃; for 18h; Inert atmosphere;93%
4-ethenylbenzonitrile
3435-51-6

4-ethenylbenzonitrile

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With Oxone In water; acetonitrile for 14h; Reflux;93%
α-nitro-p-toluonitrile
42157-95-9

α-nitro-p-toluonitrile

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With water; tetra-(n-butyl)ammonium iodide at 80℃; for 15h; Reagent/catalyst;93%
With tetra-(n-butyl)ammonium iodide; acetic acid In water at 80℃; for 15h; Reagent/catalyst;91%
With zinc diacetate; water; tetra-(n-butyl)ammonium iodide at 80℃; for 24h;81%
4-aminobenzyl cyanide
10406-25-4

4-aminobenzyl cyanide

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
92%
90%
With sodium hypochlorite; sulfuric acid; iron(III) chloride; urea In water82%
76%
potassiumhexacyanoferrate(II) trihydrate

potassiumhexacyanoferrate(II) trihydrate

4-Bromobenzoic acid
586-76-5

4-Bromobenzoic acid

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With potassium phosphate tribasic trihydrate; C38H28O4P2Pd In N,N-dimethyl-formamide at 130℃; for 12h;92%
With C30H27FeN2OP; palladium diacetate; sodium carbonate In 1,4-dioxane; water at 100℃; for 3h; Inert atmosphere; Schlenk technique;84%
4,4′-(1,2-dihydroxyethane-1,2-diyl)dibenzonitrile
113365-36-9

4,4′-(1,2-dihydroxyethane-1,2-diyl)dibenzonitrile

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
Stage #1: 4,4'-(1,2-dihydroxyethane-1,2-diyl)bis(benzonitrile) With oxygen; sodium t-butanolate In tetrahydrofuran at 20℃; under 760.051 Torr; for 2.5h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=1; chemoselective reaction;		91%
With oxygen; potassium hydroxide at 20℃; Schlenk technique; chemoselective reaction;58%
3-(4-cyanophenyl)acrylic acid
18664-39-6

3-(4-cyanophenyl)acrylic acid

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With Oxone In water; acetonitrile for 20h; Reflux;90%
formic acid
64-18-6

formic acid

4-bromobenzenecarbonitrile
623-00-7

4-bromobenzenecarbonitrile

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 80℃; for 10h; Inert atmosphere; Sealed tube;90%
With N,N,N,N,-tetramethylethylenediamine; α,α′-bis(2-pyridyl(tert-butyl)phosphino)-o-xylene; palladium diacetate In N,N-dimethyl-formamide at 115℃; for 24h; Inert atmosphere;72%
dicobalt octacarbonyl
15226-74-1, 61091-28-9, 61117-58-6

dicobalt octacarbonyl

4-cyanophenyl 2,3,4,5,6-pentafluorobenzenesulfonate

4-cyanophenyl 2,3,4,5,6-pentafluorobenzenesulfonate

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane; water at 20℃; for 16h; Schlenk technique; Inert atmosphere; chemoselective reaction;89%
3-hydroxymethyl-benzoic acid
3006-96-0

3-hydroxymethyl-benzoic acid

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
With ammonium hydroxide; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In water for 24h; Reflux; Green chemistry;89%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; ammonium hydroxide; copper(I) bromide at 120℃; for 24h;88%
Stage #1: 3-hydroxymethyl-benzoic acid With sodium azide; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; zinc trifluoromethanesulfonate In acetonitrile at 25℃; Irradiation;
Stage #2: With trifluorormethanesulfonic acid In acetonitrile for 1h;		79%
With hydroxylamine hydrochloride; 2,4,6-triphenylpyrylium tetrafluoroborate; oxygen; ammonium bromide In acetonitrile at 40℃; under 750.075 Torr; for 24h; Molecular sieve; Irradiation;72%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; ammonium acetate; oxygen; nitric acid; acetic acid at 50℃; under 760.051 Torr; for 12h; Sealed tube;60%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

guanidine hydrogen carbonate
124-46-9, 20734-13-8, 100224-74-6, 593-85-1

guanidine hydrogen carbonate

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

2C8H4NO2(1-)*2C16H36N(1+)*2CH5N3*2CH2O3

2C8H4NO2(1-)*2C16H36N(1+)*2CH5N3*2CH2O3

Conditions
ConditionsYield
for 0.0833333h;100%
...Expand
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

benzylamine
100-46-9

benzylamine

N-benzyl-p-cyanobenzamide
17922-99-5

N-benzyl-p-cyanobenzamide

Conditions
ConditionsYield
With N-borono-N-methylpyridinium iodide; 1-ethyl-3-methylimidazolium triflate In toluene for 5h; Heating;99%
With 4-(dihydroxyboranyl)-1-methylpyridin-1-ium iodide; 1-ethyl-3-methylimidazolium triflate In o-xylene for 5h; Heating;99%
3-pyridylboronic acid In toluene for 30h; Heating;94%
ethanol
64-17-5

ethanol

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

ethyl 4-cyanobenzoate
7153-22-2

ethyl 4-cyanobenzoate

Conditions
ConditionsYield
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In 1,2-dichloro-ethane at 20℃; for 5h;99%
With sulfuric acid for 12h; Reflux;84%
With sulfuric acid at 20℃; Reflux;73%
3-(4-fluorophenyl)-3-(4-methanesulfonylphenyl)propylamine
914386-38-2

3-(4-fluorophenyl)-3-(4-methanesulfonylphenyl)propylamine

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

4-cyano-N-[3-(4-fluorophenyl)-3-(4-methanesulfonylphenyl)propyl]benzamide

4-cyano-N-[3-(4-fluorophenyl)-3-(4-methanesulfonylphenyl)propyl]benzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide98.5%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

4-cyanobenzoyl chlorIde
6068-72-0

4-cyanobenzoyl chlorIde

Conditions
ConditionsYield
98%
With thionyl chloride; N,N-dimethyl-formamide for 1.5h; Reflux;98%
96%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

Conditions
ConditionsYield
With C13H26B(1-)*K(1+) In tetrahydrofuran for 24h; Ambient temperature;98%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

1-phenyl-2-(1-pyrenyl)ethanol

1-phenyl-2-(1-pyrenyl)ethanol

1-phenyl-2-(1-pyrenyl)ethyl p-cyanobenzoate

1-phenyl-2-(1-pyrenyl)ethyl p-cyanobenzoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane 1.) 0 deg C, 1 h, 2.) room temperature, overnight;98%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

2-(2-Aminoethoxy)ethanol
929-06-6

2-(2-Aminoethoxy)ethanol

4-cyano-N-[2-(2-hydroxy-ethoxy)-ethyl]-benzamide

4-cyano-N-[2-(2-hydroxy-ethoxy)-ethyl]-benzamide

Conditions
ConditionsYield
Stage #1: 4-cyanobenzoic Acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 2h;
Stage #2: 2-(2-Aminoethoxy)ethanol With sodium carbonate In water for 1h; Further stages.;		98%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

2-amino-phenol
95-55-6

2-amino-phenol

4-( benzoxazol-2-yl)benzonitrile
838-33-5

4-( benzoxazol-2-yl)benzonitrile

Conditions
ConditionsYield
With poly(ethylene glycol)-bound sulphonic acid In 1,4-dioxane; chloroform at 60 - 65℃;98%
With PS-PPh3; trichloroacetonitrile In acetonitrile at 150℃; for 0.25h; microwave irradiation;86%
phosgene
75-44-5

phosgene

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

4-cyanobenzoyl chlorIde
6068-72-0

4-cyanobenzoyl chlorIde

Conditions
ConditionsYield
With pyridine In dichloromethane98%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

3,3-bis(4-fluorophenyl)propan-1-amine
91472-94-5

3,3-bis(4-fluorophenyl)propan-1-amine

4-cyano-N-[3,3-bis-(4-fluorophenyl)propyl]benzamide

4-cyano-N-[3,3-bis-(4-fluorophenyl)propyl]benzamide

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide98%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

4-(1H-tetrazol-5-yl)benzoic acid
34114-12-0

4-(1H-tetrazol-5-yl)benzoic acid

Conditions
ConditionsYield
With sodium azide; tetrabutylammomium bromide at 105℃; for 5h; Sealed tube; Green chemistry;98%
With sodium azide; hydroxylamine hydrochloride In N,N-dimethyl-formamide at 120℃; for 24h;82%
With sodium azide; ammonium chloride In N,N-dimethyl-formamide at 120℃; for 24h;80%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

N-Boc-1,3-diaminopropane
75178-96-0

N-Boc-1,3-diaminopropane

[3-(4-cyanobenzoylamino)propyl]carbamic acid tert-butyl ester
220470-20-2

[3-(4-cyanobenzoylamino)propyl]carbamic acid tert-butyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 20h;98%
Stage #1: 4-cyanobenzoic Acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 0.75h;
Stage #2: N-Boc-1,3-diaminopropane In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #1: 4-cyanobenzoic Acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 25℃; for 0.75h;
Stage #2: N-Boc-1,3-diaminopropane In N,N-dimethyl-formamide at 20℃; for 2h;
dichloromethane
75-09-2

dichloromethane

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Methandiol bis-4-cyanobenzoate
87589-49-9

Methandiol bis-4-cyanobenzoate

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 140℃; for 8h;98%
benzoxazole
273-53-0

benzoxazole

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

4-( benzoxazol-2-yl)benzonitrile
838-33-5

4-( benzoxazol-2-yl)benzonitrile

Conditions
ConditionsYield
With dmap; copper (II)-fluoride; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In 1,4-dioxane at 160℃; for 15h; Schlenk technique; Inert atmosphere; chemoselective reaction;98%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

potassium 4-cyanobenzoate
120543-33-1

potassium 4-cyanobenzoate

Conditions
ConditionsYield
With potassium tert-butylate In ethanol at 20℃; Inert atmosphere;97%
With potassium tert-butylate In ethanol at 20℃; for 3h;97%
With potassium tert-butylate In ethanol for 1h;
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

N,0-dimethylhydroxylamine
1117-97-1

N,0-dimethylhydroxylamine

(4-cyanophenyl)-N-methoxy-N-methylformamide
116332-64-0

(4-cyanophenyl)-N-methoxy-N-methylformamide

Conditions
ConditionsYield
Stage #1: 4-cyanobenzoic Acid; N,0-dimethylhydroxylamine In toluene at 0℃; for 0.166667h;
Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h;		97%
With triethylamine; HATU In dichloromethane at 20℃; for 3h; Inert atmosphere;96%

4-Cyanobenzoic acid Specification

The 4-Cyanobenzoic acid is an organic compound with the formula C8H5NO2. The IUPAC name of this chemical is 4-cyanobenzoic acid. With the CAS registry number 619-65-8, it is also named as Benzoic acid, 4-cyano-. The product's categories are Carboxylicacid; Acids and Derivatives; Boron, Nitrile, Thio,& TM-Cpds; Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Organic Acids; Absolute Configuration Determination (Exciton Chirality CD Method); Analytical Chemistry; Benzonitriles (Building Blocks for Liquid Crystals); Building Blocks for Liquid Crystals; Enantiomer Excess & Absolute Configuration Determination; Exciton Chirality CD Method (for Hydroxyl Groups); Functional Materials. Besides, it is a white powder, which should be stored in a closed cool and dry place. It is used as intermediates in organic synthesis.

Physical properties about 4-Cyanobenzoic acid are: (1)ACD/LogP: 1.56; (2)ACD/LogD (pH 5.5): -0.38; (3)ACD/LogD (pH 7.4): -1.51; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1.95; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 50.09 Å2; (12)Index of Refraction: 1.592; (13)Molar Refractivity: 37.59 cm3; (14)Molar Volume: 111 cm3; (15)Polarizability: 14.9×10-24cm3; (16)Surface Tension: 63.5 dyne/cm; (17)Density: 1.32 g/cm3; (18)Flash Point: 160 °C; (19)Enthalpy of Vaporization: 61.7 kJ/mol; (20)Boiling Point: 341 °C at 760 mmHg; (21)Vapour Pressure: 3.19E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by 4-methyl-benzonitrile. This reaction will need reagent CrO3, H2SO4 and acetic acid.



Uses of 4-Cyanobenzoic acid: it can be used to produce 4-iodo-benzonitrile by heating. It will need reagent iodosobenzene diacetate, iodine and solvent CCl4 with reaction time of 24 hours. The yield is about 55%.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing and do not breathe dust.

You can still convert the following datas into molecular structure:
(1)SMILES: N#Cc1ccc(C(=O)O)cc1
(2)InChI: InChI=1/C8H5NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,(H,10,11)
(3)InChIKey: ADCUEPOHPCPMCE-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C8H5NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,(H,10,11)
(5)Std. InChIKey: ADCUEPOHPCPMCE-UHFFFAOYSA-N

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