Diphenylacetonitrile supplier

Name
Diphenylacetonitrile
EINECS 201-662-5
CAS No. 86-29-3
Article Data132
CAS DataBase
Density 1.076 g/cm³
Solubility Soluble in alcohol, ether
Melting Point 71-73 °C(lit.)
Formula C₁₄H₁₁N
Boiling Point 322.3 °C at 760 mmHg
Molecular Weight 193.248
Flash Point 151.6 °C
Transport Information
Appearance white to creamy or faint yellow crystalline powder
Safety 26-36-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Diphenyl acetonitriie;Diphenyl-alpha-cyanomethane;Diphenylmethyl-cyanide;Diphenyl acetonitrile;α-Phenylbenzylcyanide;α-phenyl-phenylacetonitrile;Diphenyl-α-cyanomethane;α-Cyanodiphenylmethane;alpha-Phenylbenzeneacetonitrile;Diphenyl-.alpha.-cyanomethane;Benzeneacetonitrile,R-phenyl-;Diphenatrile;alpha-Cyanodiphenylmethane;alpha-Phenylbenzylcyanide;Benzeneacetonitrile, .alpha.-phenyl-;Acetonitrile, diphenyl-;alpha-Phenylphenylacetonitrile;2,2-diphenylacetonitrile;
PSA 23.79000
LogP 3.34208

Synthetic route

: 15795-74-1
1,1-diphenyl-2,2-dinitroethylene

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With samarium diiodide In tetrahydrofuran for 2h; Ambient temperature;	100%

: 7677-24-9
trimethylsilyl cyanide

: 5433-78-3
diphenylmethyl p-tolyl sulfone

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 25℃; for 1h; Inert atmosphere;	100%

: 4695-13-0
2,2-diphenylacetamide

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With copper diacetate; 1,2-bis-(dicyclohexylphosphino)ethane In tetrahydrofuran at 20℃; for 12h; Catalytic behavior; Mechanism; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	99%
With bis(trichloromethyl) carbonate; triethylamine In chloroform at 50℃; for 2h;	87%
With palladium diacetate; Selectfluor; acetonitrile at 20℃; for 18h;	84%

: 7677-24-9
trimethylsilyl cyanide

: 90-99-3
diphenylchloromethane

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With iodine; lithium carbonate In dichloromethane at 35℃; for 5h;	99%
With titanium tetrachloride In dichloromethane at 0℃; for 2h;	93%

: 41401-03-0
diphenyl-acetaldehyde-oxime

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With trifluoromethylsulfonic anhydride; Triphenylphosphine oxide In dichloromethane; 1,2-dichloro-ethane for 0.0833333h; Ambient temperature;	98%
With 4-nitro-1-((trifluoromethyl)sulfonyl)-1H-imidazole; triethylamine In acetonitrile at 20℃; for 0.166667h; Inert atmosphere; Sealed tube;	78%

: 2997-21-9
2,2-diphenyl-pentanedinitrile

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
IrH5(P-(i-Pr)3)2 In toluene at 150℃; for 12h;	98%

: 91-01-0
1,1-Diphenylmethanol

: 7677-24-9
trimethylsilyl cyanide

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With iodine; lithium carbonate In dichloromethane at 35℃; for 5h;	98%
With tris(pentafluorophenyl)borate In acetonitrile at 20℃; for 1h;	93%
With zinc trifluoromethanesulfonate In nitromethane at 100℃; for 5.5h;	90%
With 3-dodecyl-2-iodo-1-methyl-1H-imidazol-3-ium hexafluoroantimonate; iodine In nitromethane at 20℃; for 2h; Inert atmosphere;	46%

: 7677-24-9
trimethylsilyl cyanide

: 1016-09-7
benzhydryl methyl ether

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With gold(III) chloride In dichloromethane at 20℃; for 0.0833333h; Reagent/catalyst; Time; Inert atmosphere;	96%

: 108-86-1
bromobenzene

: 140-29-4
phenylacetonitrile

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With P(i-BuNCH2CH2)3N; sodium hexamethyldisilazane; palladium diacetate In toluene at 100℃; for 6h;	93%
With potassium phosphate; dicyclohexyl-({2-[2-(dicyclohexylphosphanyl)phenyl]-phenyl})-phosphane; palladium diacetate In 1,4-dioxane at 80℃; for 24h; Inert atmosphere; Sealed tube;	89%
With potassium hydroxide In water at 45℃; for 17h;	84%
With caesium carbonate; triphenylphosphine; palladium dichloride In N,N-dimethyl-formamide at 130℃; for 2h; Phenylation;	44%

: 606-83-7
3,3-Diphenylpropionic acid

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With trifluoroacetic acid; trifluoroacetic anhydride; sodium nitrite at 20℃; nitrosative cleavage;	93%

: 947-91-1
Diphenylacetaldehyde

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With ammonia; oxygen In tert-Amyl alcohol at 40℃; under 750.075 Torr; for 24h; Green chemistry;	93%
With HCl·DMPU; hydroxylamine hydrochloride In acetonitrile at 60℃;	92%
Multi-step reaction with 3 steps 1: ammonia / water / 20 °C / Green chemistry 2: iodine / water / 20 °C / Green chemistry 3: ammonia / water / 20 °C / Green chemistry View Scheme

: 140-29-4
phenylacetonitrile

: 108-90-7
chlorobenzene

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
Stage #1: phenylacetonitrile With tris-(dibenzylideneacetone)dipalladium(0); bis(proazaphosphatrane); potassium tert-butylate In toluene at 20℃; for 0.333333h; Schlenk technique; Inert atmosphere; Stage #2: chlorobenzene In toluene at 80℃; for 4h; Inert atmosphere; Schlenk technique;	92%
With sodium hexamethyldisilazane; 2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane; palladium diacetate In toluene at 90℃; for 6h;	91%

: 75-86-5
2-hydroxy-2-methylpropanenitrile

: 90-99-3
diphenylchloromethane

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With potassium carbonate; 18-crown-6 ether In acetonitrile for 6h; Heating;	91%

: 10442-39-4
tetra-n-butylammonium cyanide

: 79373-25-4
2-(diphenylmethyloxy)tetrahydro-2H-pyran

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 6.5h; Heating;	90%

: 117-34-0
2,2-diphenylacetic acid

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With sodium azide; TEA; triethylphosphine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane; dimethyl sulfoxide at 0℃; for 30h;	90%
With sodium azide; triethylamine; triphenylphosphine; (bis-(2-methoxyethyl)amino)sulfur trufluoride In dichloromethane; dimethyl sulfoxide at 0 - 20℃; for 0.833333h;	88%
Multi-step reaction with 2 steps 1: diethyl ether; NH3 / 230 °C / im geschlossenen Rohr 2: PCl5; POCl3 View Scheme
Multi-step reaction with 3 steps 1: thionyl chloride 2: ammonia 3: thionyl chloride / 90 - 105 °C View Scheme
Multi-step reaction with 2 steps 1.1: thionyl chloride / tetrahydrofuran / 1 h / 50 °C 1.2: 0.08 h / 0 °C 2.1: palladium diacetate; Selectfluor; acetonitrile / 18 h / 20 °C View Scheme

: 140-29-4
phenylacetonitrile

: 100-51-6
benzyl alcohol

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
Stage #1: benzyl alcohol With sodium methylate In ethyl acetate; acetonitrile at 70℃; for 2h; Industrial scale; Stage #2: phenylacetonitrile at 110℃; for 10h; Concentration; Industrial scale;	90%

: 85823-49-0
Diphenyl-acetonitrile N-oxide

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With acetic acid; zinc In methanol for 3h; Ambient temperature;	89.3%

: 7677-24-9
trimethylsilyl cyanide

: 954-67-6
benzhydryl acetate

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With iron(III) trifluoromethanesulfonate In 1,2-dichloro-ethane at 50℃; for 1h;	88%

: 640-60-8
toluene-4-sulfonic acid phenyl ester

: 140-29-4
phenylacetonitrile

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With potassium phosphate; palladium diacetate; XPhos In dichloromethane; tert-butyl alcohol at 110℃; for 4h; Inert atmosphere; Schlenk technique; Sealed tube;	87%

: 16156-59-5
phenyl methanesulfonate

: 140-29-4
phenylacetonitrile

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With palladium diacetate; potassium carbonate; XPhos In dichloromethane; tert-butyl alcohol at 110℃; for 4h; Inert atmosphere; Schlenk technique; Sealed tube;	86%

: 91-01-0
1,1-Diphenylmethanol

: 75-52-5
nitromethane

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With trimethylsilyl cyanide; zinc trifluoromethanesulfonate at 100℃; for 6.5h; Time; Inert atmosphere; Schlenk technique;	85%

: 7677-24-9
trimethylsilyl cyanide

: 776-74-9
Bromodiphenylmethane

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With iodine; lithium carbonate In dichloromethane at 35℃; for 5h;	85%

: 108-86-1
bromobenzene

: 140-29-4
phenylacetonitrile

A: 86-29-3
Diphenylacetonitrile

B: 6639-43-6
2,2,2-triphenylacetonitrile

Conditions

Conditions	Yield
With ethoxyethoxyethanol; sodium amide In 1,2-dimethoxyethane 1.) 45 deg C, 2 h, 2.) 0 deg C, 0.5 h, 3.) 0 deg C, 2 h;	A 84% B 15%
With potassium phosphate; tri-tert-butylphosphonium tetrafluoroborate; palladium diacetate In 1,4-dioxane; water at 100℃; for 12h; Inert atmosphere; Sealed tube;	A 33% B 45%

...Expand

: 108-86-1
bromobenzene

: 75-05-8
acetonitrile

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With P(i-BuNCH2CH2)3N; sodium hexamethyldisilazane; palladium diacetate In toluene at 100℃; for 16h;	81%
Stage #1: acetonitrile With sodium hexamethyldisilazane In toluene at 25℃; for 0.166667h; Stage #2: bromobenzene With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate In toluene at 100℃; for 16h; Further stages.;	68.4%

: 12082-05-2
(η6-fluorobenzene)tricarbonylchromium

: 140-29-4
phenylacetonitrile

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With potassium hydroxide; iodine In diethyl ether; dimethyl sulfoxide addn. of C6H5CH2CN to mixt. of Cr(CO)3-complex/powd. KOH in DMSO (stirring; 20°C, 1 h), diln. with aq. HCl, extn. with Et2O, treating with excess I2 (room temp., 3 h); distn. (reduced pressure); identification by GC and NMR;	80%

: 108-86-1
bromobenzene

: 75-05-8
acetonitrile

A: 86-29-3
Diphenylacetonitrile

B: 140-29-4
phenylacetonitrile

Conditions

Conditions	Yield
With ethoxyethoxyethanol; sodium amide In 1,2-dimethoxyethane 1.) 45 deg C, 2 h, 2.) -10 deg C, 2 h, 3.) -30 deg C, 14 h;	A 17% B 79%

...Expand

: 532-28-5, 613-88-7
(RS)-mandelonitrile

: 71-43-2
benzene

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With sulfuric acid at 40 - 45℃; for 1h;	78%
With aluminium trichloride anschliessendes Erwaermen;
With phosphorus pentoxide

: 91-01-0
1,1-Diphenylmethanol

: copper(l) cyanide

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
In tetrahydrofuran at 80℃; for 12h;	75%

: 91-01-0
1,1-Diphenylmethanol

: 151-50-8
potassium cyanide

: 86-29-3
Diphenylacetonitrile

Conditions

Conditions	Yield
With sulfuric acid In trifluoroacetic acid for 6h; Ambient temperature;	71%

: 86-29-3
Diphenylacetonitrile

: 3122-21-2
2,2,3,3-tetraphenylsuccinonitrile

Conditions

Conditions	Yield
With methanol; sodium bromide In tetrahydrofuran at 20℃; for 0.7h; Electrolysis;	100%
With 2-chloro-2-methyl-3-(p-nitrophenyl)-3-propanone; potassium tert-butylate In dimethyl sulfoxide at 20℃; for 1.5h;	86%
With 2,6-diphenyl-4-methoxyphenoxyl radical In chlorobenzene at 110℃; for 0.75h;	65%

: 50-00-0
formaldehyd

: 86-29-3
Diphenylacetonitrile

: 92552-36-8
α-hydroxymethyl-α-phenylbenzenacetonitrile

Conditions

Conditions	Yield
With pyridine; N-benzyl-trimethylammonium hydroxide In water at 0 - 23℃;	100%
With N-benzyl-trimethylammonium hydroxide In methanol; toluene at 20℃; for 2h;	98%
With water; calcium oxide In tetrahydrofuran at 30℃;

: 86-29-3
Diphenylacetonitrile

: 106-95-6
allyl bromide

: 5558-71-4
2,2-diphenyl-pent-4-enenitrile

Conditions

Conditions	Yield
Stage #1: Diphenylacetonitrile With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: allyl bromide In tetrahydrofuran at -78 - 20℃; Inert atmosphere;	100%
Stage #1: Diphenylacetonitrile With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at 0℃; for 1h; Stage #2: allyl bromide In tetrahydrofuran; hexane at 20℃; for 3h;	98%
Stage #1: Diphenylacetonitrile With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: allyl bromide In N,N-dimethyl-formamide at 0 - 20℃;	93%

: 86-29-3
Diphenylacetonitrile

: 26055-95-8
3(S)-(4-methylphenylsulfonyloxy)-1-phenylmethyl pyrrolidine

: 197964-14-0
2,2-diphenyl-2-[(3S)-N-benzyl-pyrrolidin-3-yl]acetonitrile

Conditions

Conditions	Yield
Stage #1: Diphenylacetonitrile With sodium hydride In toluene for 2h; Reflux; Stage #2: 3(S)-(4-methylphenylsulfonyloxy)-1-phenylmethyl pyrrolidine In toluene for 3h; Reflux;	100%

: 6737-11-7
2-acetoxy-3-butene

: 86-29-3
Diphenylacetonitrile

: 60171-90-6
3-methyl-2,2-diphenylpent-4-enenitrile

Conditions

Conditions	Yield
Stage #1: Diphenylacetonitrile With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Inert atmosphere; Schlenk technique; Stage #2: 2-acetoxy-3-butene With bis[(1,2,3-η)-2-butenyl]di(μ-chloro)palladium(II); tri-tert-butyl phosphine In tetrahydrofuran; mineral oil at 0 - 20℃; for 16h; Tsuji-Trost Allylation; Inert atmosphere; Schlenk technique; regioselective reaction;	100%

: 86-29-3
Diphenylacetonitrile

: 119-61-9
benzophenone

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In toluene for 3h;	99%
With tetrabutylammomium bromide; oxygen In N,N-dimethyl-formamide Hg cathode, Pt anode, -1.0 V vs SCE;	95%
With oxygen; potassium carbonate In water; dimethyl sulfoxide Ambient temperature;	95%

: 86-29-3
Diphenylacetonitrile

: 74-88-4
methyl iodide

: 5558-67-8
2,2-diphenylpropionitrile

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil at 85℃; for 2h; Inert atmosphere; Sealed tube;	99%
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 2h; Inert atmosphere;	92%
With sodium amide 1.) benzene, reflux, 2 h, 2.) benzene, reflux, 2 h; Yield given. Multistep reaction;
Stage #1: Diphenylacetonitrile With sodium hydride In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran at 0 - 20℃; for 13h; Inert atmosphere;
Stage #1: Diphenylacetonitrile With sodium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: methyl iodide In tetrahydrofuran at -78 - 20℃;

: 86-29-3
Diphenylacetonitrile

: 116183-79-0
(3S)-3-<(4-tolylsulfonyl)oxy>-1-(phenylmethyl)pyrrolidine

: 197964-14-0
2,2-diphenyl-2-[(3S)-N-benzyl-pyrrolidin-3-yl]acetonitrile

Conditions

Conditions	Yield
Stage #1: Diphenylacetonitrile With potassium tert-butylate In tetrahydrofuran at 0℃; for 1.08333h; Stage #2: (3S)-3-<(4-tolylsulfonyl)oxy>-1-(phenylmethyl)pyrrolidine In tetrahydrofuran at 0 - 40℃;	99%
With potassium tert-butylate In tetrahydrofuran at 0 - 40℃; for 16 - 26h;	99%
Stage #1: Diphenylacetonitrile With potassium tert-butylate In tetrahydrofuran at 0℃; for 1.08333h; Stage #2: (3S)-3-<(4-tolylsulfonyl)oxy>-1-(phenylmethyl)pyrrolidine In tetrahydrofuran at 0 - 40℃; for 15.0833 - 25.1667h;	99%
Stage #1: Diphenylacetonitrile With potassium tert-butylate In tetrahydrofuran at 0℃; for 1.08333h; Stage #2: (3S)-3-<(4-tolylsulfonyl)oxy>-1-(phenylmethyl)pyrrolidine In tetrahydrofuran at 0 - 40℃; for 15.0833 - 25.1667h;	99%
Stage #1: Diphenylacetonitrile With potassium tert-butylate In tetrahydrofuran at 0℃; for 1.08333h; Stage #2: (3S)-3-<(4-tolylsulfonyl)oxy>-1-(phenylmethyl)pyrrolidine In tetrahydrofuran at 0 - 40℃; for 15 - 25h;	99%

: [((CH3)2CHCH2)4Al2H(C3HN2(C6H5)2)]

: 86-29-3
Diphenylacetonitrile

: [((CH3)2CHCH2)4Al2(C3HN2(C6H5)2)NCHCH(C6H5)2]

Conditions

Conditions	Yield
In hexane at ambient temp.; XRD;	99%

: 86-29-3
Diphenylacetonitrile

: 1119-51-3
bromopentene

: 342819-91-4
2,2-diphenyl-6-heptenenitrile

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil at 85℃; for 2h; Inert atmosphere; Sealed tube;	99%
Stage #1: Diphenylacetonitrile With lithium dimethylamide In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: bromopentene In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #1: Diphenylacetonitrile With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere; Stage #2: bromopentene In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 12h; Inert atmosphere;

: 86-29-3
Diphenylacetonitrile

: 107-18-6
allyl alcohol

: 5558-71-4
2,2-diphenyl-pent-4-enenitrile

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); carbon dioxide In dimethyl sulfoxide at 80℃; under 760.051 Torr; for 14h; Reagent/catalyst; Sealed tube;	99%
With potassium carbonate In toluene at 80℃; for 18h; Catalytic behavior; Green chemistry;	94%
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(1,5-cyclooctadiene)nickel (0) In methanol at 80℃; Sealed tube; Schlenk technique; Inert atmosphere;	94%

: 86-29-3
Diphenylacetonitrile

: 3355-28-0
1-Bromo-2-butyne

: 2,2-diphenylhex-4-ynenitrile

Conditions

Conditions	Yield
Stage #1: Diphenylacetonitrile With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran; toluene; mineral oil at 20℃;	99%
Stage #1: Diphenylacetonitrile With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h; Stage #2: 1-Bromo-2-butyne In tetrahydrofuran at -78 - 0℃;

: 86-29-3
Diphenylacetonitrile

: 196882-96-9
3-ethylethynyl-metyl carbonate

: C19H17N

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2-(dicyclohexylphosphino)-2'-methylbiphenyl In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere; Glovebox; Sealed tube; regioselective reaction;	99%

: 86-29-3
Diphenylacetonitrile

: C8H10O3

: C20H17N

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2-(dicyclohexylphosphino)-2'-methylbiphenyl In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere; Glovebox; Sealed tube; regioselective reaction;	99%

: 86-29-3
Diphenylacetonitrile

: C10H14O3

: C22H21N

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2-(dicyclohexylphosphino)-2'-methylbiphenyl In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere; Glovebox; Sealed tube; regioselective reaction;	99%

: 86-29-3
Diphenylacetonitrile

: C11H16O3

: C23H23N

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2-(dicyclohexylphosphino)-2'-methylbiphenyl In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere; Glovebox; Sealed tube; regioselective reaction;	99%

: 86-29-3
Diphenylacetonitrile

: 3963-62-0
2,2-Diphenylethylamine

Conditions

Conditions	Yield
With triethylamine alane In tetrahydrofuran for 1h; Ambient temperature;	98.5%
With ammonia; hydrogen In toluene at 120℃; under 22502.3 Torr; for 16h; Autoclave;	90%
With lithium aluminium tetrahydride; diethyl ether

: 86-29-3
Diphenylacetonitrile

: 101-81-5
Diphenylmethane

Conditions

Conditions	Yield
With PEG-400; sodium hydroxide for 0.0333333h; microwave irradiation;	98%
With potassium hydroxide at 150℃; for 2h;	80%
With sodium azide; acetic acid In 1-methyl-pyrrolidin-2-one; water at 220℃; for 0.266667h;	73%
Multi-step reaction with 2 steps 1: sodium azide; acetic acid / 1-methyl-pyrrolidin-2-one; water / 0.27 h / 220 °C / Microwave irradiation 2: acetic acid / 1-methyl-pyrrolidin-2-one; water / 240 °C View Scheme

: 86-29-3
Diphenylacetonitrile

: 23326-27-4
Methyl 2-butynoate

: 946617-85-2
(E)-methyl 4-cyano-3-methyl-4,4-diphenylbut-2-enoate

Conditions

Conditions	Yield
With N-benzyl-trimethylammonium hydroxide In 1,4-dioxane; methanol for 2h; Heating;	98%

: 86-29-3
Diphenylacetonitrile

: 106-96-7
propargyl bromide

: 21599-40-6
2,2-diphenyl-4-pentynenitrile

Conditions

Conditions	Yield
Stage #1: Diphenylacetonitrile With sodium hydride In tetrahydrofuran at 20℃; for 1h; Stage #2: propargyl bromide In tetrahydrofuran at 20℃; for 12h;	97%
Stage #1: Diphenylacetonitrile With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Stage #2: propargyl bromide In tetrahydrofuran; toluene; mineral oil at 20℃;	94%
Stage #1: Diphenylacetonitrile With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 1h; Stage #2: propargyl bromide In tetrahydrofuran; toluene; mineral oil	94%

: 86-29-3
Diphenylacetonitrile

: 6482-24-2
2-Bromoethyl methyl ether

: 4-methoxy-2,2-diphenylbutanenitrile

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil at 85℃; for 2h; Inert atmosphere; Sealed tube;	97%

: 86-29-3
Diphenylacetonitrile

: 104846-77-7
Carbonic acid dec-2-ynyl ester methyl ester

: C24H27N

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 2-(dicyclohexylphosphino)-2'-methylbiphenyl In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere; Glovebox; Sealed tube; regioselective reaction;	97%

: 86-29-3
Diphenylacetonitrile

: 40400-13-3
2-Iodobenzyl bromide

: 3-(2-iodophenyl)-2,2-diphenylpropanenitrile

Conditions

Conditions	Yield
Stage #1: Diphenylacetonitrile With sodium hydride In N,N-dimethyl-formamide; benzene at 0℃; for 0.5h; Stage #2: 2-Iodobenzyl bromide In N,N-dimethyl-formamide; benzene at 0 - 20℃; Further stages.;	96%

Diphenylacetonitrile Consensus Reports

Reported in EPA TSCA Inventory. Cyanide and its compounds are on the Community Right-To-Know List.

Diphenylacetonitrile Specification

The Diphenylacetonitrile with CAS registry number of 86-29-3 is also known as Diphenyl-alpha-cyanomethane. The IUPAC name is 2,2-Diphenylacetonitrile. It belongs to product categories of Pharmaceutical Intermediates; Aromatic Nitriles; C10 to C27; Cyanides/Nitriles; Nitrogen Compounds. Its EINECS registry number is 201-662-5. In addition, the formula is C₁₄H₁₁N and the molecular weight is 193.24. This chemical is a white crystal.

Physical properties about Diphenylacetonitrile are: (1)ACD/LogP: 3.30; (2)ACD/LogD (pH 5.5): 3.3; (3)ACD/LogD (pH 7.4): 3.3; (4)ACD/BCF (pH 5.5): 189.12; (5)ACD/BCF (pH 7.4): 189.12; (6)ACD/KOC (pH 5.5): 1483.54; (7)ACD/KOC (pH 7.4): 1483.54; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.584; (11)Molar Refractivity: 60.11 cm³; (12)Molar Volume: 179.4 cm³; (13)Surface Tension: 45 dyne/cm; (14)Density: 1.076 g/cm³; (15)Flash Point: 151.6 °C; (16)Enthalpy of Vaporization: 56.41 kJ/mol; (17)Boiling Point: 322.3 °C at 760 mmHg; (18)Vapour Pressure: 0.000282 mmHg at 25 °C.

Preparation of Diphenylacetonitrile: it is prepared by reaction of 2,2-diphenyl-acetamide. The reaction needs reagents bis(trichloromethyl) carbonate, triethylamine and solvent CHCl₃ at the temperature of 50 °C for 2 hours. The yield is about 87%.

Diphenylacetonitrile is prepared by reaction of 2,2-diphenyl-acetamide.

Uses of Diphenylacetonitrile: it is used to produce benzophenone. The reaction occurs with reagents O₂, K₂CO₃ and solvents dimethylsulfoxide, H₂O at ambient temperature. The yield is about 95%.

Diphenylacetonitrile is used to produce benzophenone.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. During using it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC=C(C=C1)C(C#N)C2=CC=CC=C2
2. InChI: InChI=1S/C14H11N/c15-11-14(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,14H
3. InChIKey: NEBPTMCRLHKPOB-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mammal (species unspecified)	LD50	unreported	3500mg/kg (3500mg/kg)	"Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 155, 1971.
mouse	LD50	intraperitoneal	200mg/kg (200mg/kg)	National Technical Information Service. Vol. AD691-490,
mouse	LD50	intravenous	100mg/kg (100mg/kg)	U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04134,
rat	LD50	oral	3500mg/kg (3500mg/kg)	Residue Reviews. Vol. 10, Pg. 97, 1965.

Product Name

Diphenylacetonitrile

Synthetic route

Diphenylacetonitrile Consensus Reports

Diphenylacetonitrile Specification

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