| Identification | More | [Name]
2-Amino-1-cyclopentene-1-carbonitrile | [CAS]
2941-23-3 | [Synonyms]
1-AMINO-2-CYANO-1-CYCLOPENTENE
1-CYCLOPENTENE-1-CARBONITRILE, 2-AMINO-
2-AMINO-1-CYCLOPENTENE-1-CARBONITRILE
2-AMINOCYCLOPENT-1-ENE-1-CARBONITRILE
AKOS BBS-00005824
AKOS MSC-0137
1-Cyclopentene-1-carbonitrile,2-amino-(6CI,7CI,8CI,9CI)
1-cyan-2-aminocyclopentene | [EINECS(EC#)]
917-554-2 | [Molecular Formula]
C6H8N2 | [MDL Number]
MFCD00517551 | [Molecular Weight]
108.14 | [MOL File]
2941-23-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
147-148℃ | [Boiling point ]
321.2±42.0 °C(Predicted) | [density ]
1.08±0.1 g/cm3(Predicted) | [RTECS ]
GY5976010 | [storage temp. ]
Amber Vial, -20°C Freezer, Under inert atmosphere | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
6.70±0.20(Predicted) | [color ]
Off-white | [Water Solubility ]
Slightly soluble in water. | [Stability:]
Light Sensitive | [InChI]
InChI=1S/C6H8N2/c7-4-5-2-1-3-6(5)8/h1-3,8H2 | [InChIKey]
NSMYBPIHVACKQG-UHFFFAOYSA-N | [SMILES]
C1(C#N)CCCC=1N | [CAS DataBase Reference]
2941-23-3(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
2-Amino-1-cyclopentene-1-carbonitrile s an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. | [Synthesis]
General procedure for the synthesis of 2-amino-1-cyclopentene-1-carbonitrile from hexanedinitrile: hexanedinitrile (5.40 g, 50 mmol) was mixed with powdered potassium tert-butanolate (t-BuOK, 6.72 g, 60 mmol) and the reaction was stirred at room temperature overnight. Upon completion of the reaction, water was added to the reaction mixture, and the precipitated crystalline solid was collected by filtration and purified by recrystallization with methanol (MeOH) to finally obtain the target product 2-amino-1-cyclopentene-1-carbonitrile (4.26 g, 79% yield). | [References]
[1] Synthetic Communications, 1984, vol. 14, # 10, p. 967 - 972
[2] Tetrahedron Asymmetry, 2011, vol. 22, # 5, p. 506 - 511
[3] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 3, p. 625 - 629
[4] Journal of the American Chemical Society, 1987, vol. 109, p. 1160
[5] Advanced Synthesis and Catalysis, 2015, vol. 357, # 2-3, p. 371 - 376 |
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