N-(Diphenylmethylene)aminoacetonitrile supplier

Name
N-(Diphenylmethylene)aminoacetonitrile
EINECS 628-942-3
CAS No. 70591-20-7
Article Data21
CAS DataBase
Density 1.008 g/cm³
Solubility
Melting Point 83-86 °C
Formula C₁₅H₁₂N₂
Boiling Point 343.621 °C at 760 mmHg
Molecular Weight 220.274
Flash Point 161.617 °C
Transport Information
Appearance white to slightly grey crystals
Safety 24/25-36-26
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms Acetonitrile,[(diphenylmethylene)amino]- (9CI);(Benzhydrylideneamino)acetonitrile;Diphenylmethyleniminoacetonitrile;[(Diphenylmethylene)amino]acetonitrile;[(Diphenylmethylene)amino]methyl cyanide;
PSA 36.15000
LogP 3.04758

Synthetic route

: 1013-88-3
Benzophenone imine

: 6011-14-9
2-aminoacetonitrile hydrochloride

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

Conditions

Conditions	Yield
In dichloromethane for 24h; Ambient temperature;	93%
With acetic acid In acetonitrile for 16h; Heating;
In dichloromethane at 20℃; for 120h;

: 119-61-9
benzophenone

: 6011-14-9
2-aminoacetonitrile hydrochloride

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

Conditions

Conditions	Yield
With titanium tetrachloride; triethylamine In N,N-dimethyl-formamide; pentane at 35 - 40℃; for 1h;	83%
With titanium tetrachloride; triethylamine In N,N-dimethyl-formamide
In dichloromethane at 20℃; Schlenk technique; Inert atmosphere;

: 3362-33-2
diphenylmethanone O-benzoyl oxime

: 75-05-8
acetonitrile

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

Conditions

Conditions	Yield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate at 20 - 22℃; for 2h; Inert atmosphere; Irradiation; Sealed tube;	73%

: 143-33-9
sodium cyanide

: 69414-68-2
<(Diphenylmethylen)aminomethyl>trimethylammoniumiodid

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

Conditions

Conditions	Yield
In water for 2h; Heating;	42%

: 146495-24-1
N-(diphenylmethylene)aminoacetonitrile

A: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

B: [(E)-Benzhydrylimino]-acetonitrile

Conditions

Conditions	Yield
With sodium hypochlorite In 1,4-dioxane; water at 20℃; for 1h; Chlorination; dehydrochlorination; Title compound not separated from byproducts;
With sodium hypochlorite In water at 10℃; for 2.33333h; Dehydrogenation;	A 60 % Spectr. B 25 % Spectr.

: 69414-67-1
N-Diphenylmethylen-N',N'-(dimethyl)methylendiamin

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / ethanol / 2 h 2: 42 percent / H2O / 2 h / Heating View Scheme

: 1013-88-3
Benzophenone imine

: 151-63-3
cyanomethylamine sulfate

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 48h;

: 574-66-3
Benzophenone oxime

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / dichloromethane / 0 - 20 °C 2: [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate / 2 h / 20 - 22 °C / Inert atmosphere; Irradiation; Sealed tube View Scheme

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

2-ethoxycarbonylethyl halide: 2-ethoxycarbonylethyl halide

: 82680-27-1
ethyl 4-cyano-4-[(diphenylmethylene)amino]butanoate

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane	99%

: 4224-87-7
4-methyl-chalcone

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: C31H26N2O

Conditions

Conditions	Yield
In water	99%

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

A: (2R)-di-tert-butyl 1-{1-[(diphenylmethylene)amino]-2-cyano}hydrazine-1,2-dicarboxylate

B: C25H30N4O4

Conditions

Conditions	Yield
With C62H61BrN4O2Pd; silver(I) acetylacetonate In tetrahydrofuran at -40℃; for 18h; enantioselective reaction;	A 99% B n/a

...Expand

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: Carbonic acid methyl ester (Z)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl ester

: (Z)-2-(Benzhydrylidene-amino)-6-(tetrahydro-pyran-2-yloxy)-hex-4-enenitrile

Conditions

Conditions	Yield
With palladium	98%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 94-41-7
benzalacetophenone

: C30H24N2O

Conditions

Conditions	Yield
In water	98%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 3376-23-6, 7372-59-0, 59862-60-1
C-phenyl-N-methylnitrone

: 79271-56-0
Triethylsilyl trifluoromethanesulfonate

: 2-((diphenylmethylene)amino)-3-(methyl((triethylsilyl)oxy)amino)-3-phenylpropanenitrile

Conditions

Conditions	Yield
With triethylamine In 1,2-dichloro-ethane at -30℃; for 0.5h; Inert atmosphere;	98%

...Expand

: 721453-65-2
(E)-N-benzylidenepyridine-2-sulfonamide

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: (2R,3S)-2-amino-3-phenyl-3-(2-pyridinesulfonyl)aminopropionitrile

Conditions

Conditions	Yield
Stage #1: (E)-N-benzylidenepyridine-2-sulfonamide; N-(diphenylmethylene)aminoacetonitrile With Trimethylsilanol; C50H37BrN4O2Pd; silver(I) acetylacetonate In tetrahydrofuran at -60℃; for 24h; Stage #2: With hydrogenchloride In water	95%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 1-(t-butyldimethylsilyl)-2-phenylethane-1,2-dione

: 2-(3-((tert-butyldimethylsilyl)oxy)-4-oxo-2,2,3-triphenylazetidin-1-yl)acetonitrile

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 1.5h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;	94%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 74-88-4
methyl iodide

: 2-(diphenylmethylene)amino-2-methylpropanenitrile

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 0 - 20℃; for 17h; Temperature;	93.6%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 109-70-6
1,3-chlorobromopropane

: 211450-07-6
5-chloro-2-[(N-diphenylmethylene)amino]pentanenitrile

Conditions

Conditions	Yield
Stage #1: N-(diphenylmethylene)aminoacetonitrile With sodium hydride In tetrahydrofuran at 20℃; Metallation; Stage #2: 1.3-chlorobromopropane In tetrahydrofuran at 20℃; for 1h; Substitution;	93.5%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

p-nitrobenzyl halide: p-nitrobenzyl halide

: 488152-04-1
2-[(diphenylmethylene)amino]-3-(4-nitrophenyl)propanenitrile

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane	93%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 74-88-4
methyl iodide

: 70591-21-8
C16H14N2

Conditions

Conditions	Yield
Stage #1: N-(diphenylmethylene)aminoacetonitrile With n-butyllithium In tetrahydrofuran; hexane at -90 - 20℃; Metallation; Stage #2: methyl iodide In tetrahydrofuran; hexane at 20℃; Methylation;	92%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

3-chloropropyl halide: 3-chloropropyl halide

: 211450-07-6
5-chloro-2-[(N-diphenylmethylene)amino]pentanenitrile

Conditions

Conditions	Yield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane	92%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 459-46-1
4-Fluorobenzyl bromide

: 1289648-80-1
2-((diphenylmethylene)amino)-3-(4-fluorophenyl)propanenitrile

Conditions

Conditions	Yield
With sodium hydroxide; benzyltrimethylammonium chloride In dichloromethane for 18h;	92%
With benzyltrimethylammonium chloride; sodium hydroxide In dichloromethane; water for 18h;	92%
With benzyltrimethylammonium chloride; sodium hydroxide In water for 18h;	92%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 118077-11-5
diethyl <5-(bromomethyl)<1,1'-biphenyl>-3-yl>methylphosphonate

: 142184-03-0
{5-[2-(Benzhydrylidene-amino)-2-cyano-ethyl]-biphenyl-3-ylmethyl}-phosphonic acid diethyl ester

Conditions

Conditions	Yield
With sodium hydroxide; benzyltri(n-butyl)ammonium chloride In toluene for 24h; Ambient temperature;	91%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 180294-79-5
dimethyl [1-(methoxycarbonyloxy)-2-propenyl] phosphonate

A: 791-28-6
Triphenylphosphine oxide

B: 193805-96-8
[(Z)-4-(Benzhydrylidene-amino)-4-cyano-but-1-enyl]-phosphonic acid dimethyl ester

C: [(E)-4-(Benzhydrylidene-amino)-4-cyano-but-1-enyl]-phosphonic acid dimethyl ester

Conditions

Conditions	Yield
With N,O-bis-(trimethylsilyl)-acetamide; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃; for 2.5h;	A n/a B 91% C n/a

...Expand

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 70335-50-1
methyl (E)-4-bromo-4-methylpenten-2-oate

: 133618-79-8
methyl 4-amino-5-benzhydrylideneamino-3,3-dimethylcyclopenta-1,4-dienecarboxylate

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran	90%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 103-26-4
Methyl cinnamate

: methyl 4-cyano-4--3-phenylbutanoate

Conditions

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; for 5h;	90%

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 181637-40-1
(2R)-N-triphenylmethyl-3-iodoalanine methyl ester

A: (S)-4-(Benzhydrylidene-amino)-4-cyano-2-(trityl-amino)-butyric acid methyl ester

B: 75154-68-6
methyl (2S)-N-tritylaziridine-2-carboxylate

Conditions

Conditions	Yield
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane; water at 20℃; for 4h; Substitution; cyclization;	A 90% B 8%

...Expand

: 109-65-9
1-bromo-butane

: 70591-20-7
N-(diphenylmethylene)aminoacetonitrile

: 137283-20-6
2-(Benzhydrylidene-amino)-hexanenitrile

Conditions

Conditions	Yield
Stage #1: N-(diphenylmethylene)aminoacetonitrile With n-butyllithium In tetrahydrofuran; hexane at -90 - 20℃; Metallation; Stage #2: 1-bromo-butane In tetrahydrofuran; hexane at 20℃; Alkylation;	90%

N-(Diphenylmethylene)aminoacetonitrile Specification

The N-(Diphenylmethylene)aminoacetonitrile, with the CAS registry number 70591-20-7, is also known as (Benzhydrylideneamino)acetonitrile. It belongs to the product categories of C10 to C27; Cyanides/Nitriles; Nitrogen Compounds. This chemical's molecular formula is C₁₅H₁₂N₂and molecular weight is 220.27. What's more, its systematic name is [(Diphenylmethylene)amino]acetonitrile. This chemical should be sealed and stored in a cool and dry place.

Physical properties of N-(Diphenylmethylene)aminoacetonitrile are: (1)ACD/LogP: 2.024; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.02; (4)ACD/LogD (pH 7.4): 2.02; (5)ACD/BCF (pH 5.5): 20.32; (6)ACD/BCF (pH 7.4): 20.32; (7)ACD/KOC (pH 5.5): 300.49; (8)ACD/KOC (pH 7.4): 300.50; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 36.15 Å²; (13)Index of Refraction: 1.568; (14)Molar Refractivity: 71.545 cm³; (15)Molar Volume: 218.549 cm³; (16)Polarizability: 28.363×10^-24cm³; (17)Surface Tension: 40.4 dyne/cm; (18)Density: 1.008 g/cm³; (19)Flash Point: 161.617 °C; (20)Enthalpy of Vaporization: 58.75 kJ/mol; (21)Boiling Point: 343.621 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation of N-(Diphenylmethylene)aminoacetonitrile: this chemical can be prepared by benzhydrylideneamine and glycine nitrile; hydrochloride at the ambient temperature. This reaction will need solvent CH₂Cl₂ with the reaction time of 24 hours. The yield is about 93%.

N-(Diphenylmethylene)aminoacetonitrile can be prepared by benzhydrylideneamine and glycine nitrile; hydrochloride at the ambient temperature

Uses of N-(Diphenylmethylene)aminoacetonitrile: it can be used to produce 1-(benzhydrylidene-amino)-cyclopentanecarbonitrile at the ambient temperature. It will need reagent 50percent aq. NaOH and solvent toluene with the reaction time of 24 hours. This reaction will also need catalyst benzyltriethylammonium chloride. The yield is about 73%.

N-(Diphenylmethylene)aminoacetonitrile can be used to produce 1-(benzhydrylidene-amino)-cyclopentanecarbonitrile at the ambient temperature

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing and you must avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: N#CC/N=C(\c1ccccc1)c2ccccc2
(2)Std. InChI: InChI=1S/C15H12N2/c16-11-12-17-15(13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,12H2
(3)Std. InChIKey: VRLJFRODHVSTIK-UHFFFAOYSA-N

Product Name

N-(Diphenylmethylene)aminoacetonitrile

Synthetic route

N-(Diphenylmethylene)aminoacetonitrile Specification

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