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N-(Diphenylmethylene)aminoacetonitrile

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Name

N-(Diphenylmethylene)aminoacetonitrile

EINECS 628-942-3
CAS No. 70591-20-7 Density 1.008 g/cm3
PSA 36.15000 LogP 3.04758
Solubility N/A 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 N/A Appearance white to slightly grey crystals
Safety 24/25-36-26 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 70591-20-7 (N-(Diphenylmethylene)aminoacetonitrile) Hazard Symbols HarmfulXn
Synonyms

Acetonitrile,[(diphenylmethylene)amino]- (9CI);(Benzhydrylideneamino)acetonitrile;Diphenylmethyleniminoacetonitrile;[(Diphenylmethylene)amino]acetonitrile;[(Diphenylmethylene)amino]methyl cyanide;

Article Data 21

N-(Diphenylmethylene)aminoacetonitrile Synthetic route

1013-88-3

Benzophenone imine

6011-14-9

2-aminoacetonitrile hydrochloride

70591-20-7

N-(diphenylmethylene)aminoacetonitrile

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
In water for 2h; Heating;42%
146495-24-1

N-(diphenylmethylene)aminoacetonitrile

A

70591-20-7

N-(diphenylmethylene)aminoacetonitrile

B

[(E)-Benzhydrylimino]-acetonitrile

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 48h;
574-66-3

Benzophenone oxime

70591-20-7

N-(diphenylmethylene)aminoacetonitrile

Conditions
ConditionsYield
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
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane99%
4224-87-7

4-methyl-chalcone

70591-20-7

N-(diphenylmethylene)aminoacetonitrile

C31H26N2O

Conditions
ConditionsYield
In water99%

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 C15H12N2 and 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  

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