| Identification | More | [Name]
2-(Cyanomethyl)benzimidazole | [CAS]
4414-88-4 | [Synonyms]
1H-1,3-BENZIMIDAZOL-2-YLMETHYL CYANIDE
(1H-BENZOIMIDAZOL-2-YL)-ACETONITRILE
2-BENZIMIDAZOLE-ACETONITRILE
2-BENZIMIDAZOLYLACETONITRILE
2-(CYANOMETHYL)BENZIMIDAZOLE
AKOS BC-1506
AURORA KA-5429
IFLAB-BB F0266-2601
LABOTEST-BB LT00159463
1h-benzimidazole-2-acetonitrile
2-benzimidazolyl-acetonitril
2-cyanomethyl-benzimidazol
2-kyanmethylbenzimidazol
Benzimidazolylacetonitrile
(benzimidazol-2-yl)ethanenitrile
2-(1H-benzo[d]imidazol-2-yl)acetonitrile
2-CYANOMETHYLBENZIMIDAZOLE (2-BENZIMIDAZOLYLACETONITRILE)
CYANOMETHYLBENZIMIDAZOLE
5-(CYANOMETHYL)BENZIMIDAZOLE,99%
1H-Benzimidazole-2-acetonitrile(9CI) | [EINECS(EC#)]
224-574-9 | [Molecular Formula]
C9H7N3 | [MDL Number]
MFCD00005601 | [Molecular Weight]
157.17 | [MOL File]
4414-88-4.mol |
| Chemical Properties | Back Directory | [Appearance]
LIGHT BEIGE FINE CRYSTALLINE POWDER | [Melting point ]
200-205 °C (dec.)(lit.) | [Boiling point ]
271.83°C (rough estimate) | [density ]
1.2279 (rough estimate) | [refractive index ]
1.5330 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
11.01±0.10(Predicted) | [color ]
White to Brown | [Water Solubility ]
Insoluble in water. | [BRN ]
128461 | [InChIKey]
BWOVACANEIVHST-UHFFFAOYSA-N | [CAS DataBase Reference]
4414-88-4(CAS DataBase Reference) | [EPA Substance Registry System]
4414-88-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
3276 | [WGK Germany ]
3
| [RTECS ]
DD5650000
| [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29332900 | [Toxicity]
LD50 ivn-mus: 56 mg/kg CSLNX* NX#04148 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Ethyl cyanoacetate-->o-Phenylenediamine-->2-(4-Diethylamino-2-hydroxybenzoyl)benzoic acid | [Preparation Products]
COUMARIN 7-->Coumarin 30-->Solvent Red 196-->Solvent Red 197-->1H-Benzimidazole-2-aceticacid,methylester(9CI)-->COUMARIN 7-->DISPERSE RED 277-->3-(1H-benzoimidazol-2-yl)-N,N-diethyl-2-imino-chromen-7-amine-->11-oxo-5,7,8,9,10,11-hexahydrobenzo[4,5]imidazo[1,2-b]isoquinoline-6-carbonitrile-->1H-Benzimidazole-2-acetonitrile,alpha-(1-methylethylidene)-(9CI) |
| Hazard Information | Back Directory | [Chemical Properties]
LIGHT BEIGE FINE CRYSTALLINE POWDER | [Uses]
2-Benzimidazoleacetonitrile, is used as a pharmaceutical intermediate. It is also used as an intermediate in organic synthesis. | [Safety Profile]
Poison by intravenous route. Seealso NITRILES. When heated to decomposition it emitstoxic fumes of NOx. | [Synthesis]
To the dry solid of o-phenylenediamine (1.08 g, 10 mmol) was added ethyl cyanoacetate (1.13 g, 10 mmol). The reaction mixture was placed in an oil bath and heated at 120 °C for 30 min, followed by cooling to room temperature. Upon completion of the reaction, the product was collected by filtration and ground with diethyl ether for purification. Finally, recrystallization was carried out from ethanol to give 2-cyanomethylbenzimidazole. | [References]
[1] Chemical and Pharmaceutical Bulletin, 2018, vol. 66, # 3, p. 309 - 318
[2] ChemMedChem, 2016, vol. 11, # 5, p. 539 - 548
[3] European Journal of Medicinal Chemistry, 2017, vol. 126, p. 853 - 869
[4] European Journal of Medicinal Chemistry, 2017, vol. 136, p. 270 - 282
[5] Chinese Chemical Letters, 2010, vol. 21, # 5, p. 519 - 523 |
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