1-CYANOCYCLOPENTENE

The 1-Cyclopentene-1-carbonitrile, with the CAS registry number 3047-38-9, has the systematic name of cyclopent-1-ene-1-carbonitrile. It is also called cyclopentene-1-carbonitrile, and belongs to the product categories of Nitro/Nitriles. And the molecular formula of the chemical is C₆H₇N.

The characteristics of 1-Cyclopentene-1-carbonitrile are as followings: (1)ACD/LogP: 1.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.27; (4)ACD/LogD (pH 7.4): 1.27; (5)ACD/BCF (pH 5.5): 5.44; (6)ACD/BCF (pH 7.4): 5.44; (7)ACD/KOC (pH 5.5): 116.94; (8)ACD/KOC (pH 7.4): 116.94; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 23.79 Å²; (13)Index of Refraction: 1.483; (14)Molar Refractivity: 27.4 cm³; (15)Molar Volume: 95.8 cm³; (16)Polarizability: 10.86×10^-24cm³; (17)Surface Tension: 35.5 dyne/cm; (18)Density: 0.97 g/cm³; (19)Flash Point: 56.5 °C; (20)Enthalpy of Vaporization: 40.72 kJ/mol; (21)Boiling Point: 170.8 °C at 760 mmHg; (22)Vapour Pressure: 1.44 mmHg at 25°C.     

Preparation of 1-Cyclopentene-1-carbonitrile: This chemical can be prepared by 1-bromo-cyclopentene and hydrocyanic acid; potassium salt. The reaction time is 8 hours with temperature of 45°C, and the yield is about 70%. 

Uses of 1-Cyclopentene-1-carbonitrile: It can react with 4-iodo-benzoic acid ethyl ester to produce 4-(2-cyano-cyclopent-2-enyl)-benzoic acid ethyl ester. This reaction will need reagent KOAc and n-Bu₄NCl, catalyst Pd(OAc)₂, and the menstruum dimethylformamide. The reaction time is 18 hours with temperature of 80°C, and the yield is about 51%.  

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: N#C/C1=C/CCC1
(2)InChI: InChI=1/C6H7N/c7-5-6-3-1-2-4-6/h3H,1-2,4H2
(3)InChIKey: XBVZRFXCDCYXAX-UHFFFAOYAT