1-Cyclohexene-1-acetonitrile

Base Information

• Chemical Name: 1-Cyclohexene-1-acetonitrile
• CAS No.: 6975-71-9
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 29269090
• European Community (EC) Number: 230-235-6
• NSC Number: 21642
• UNII: F7P4K7ULM7
• DSSTox Substance ID: DTXSID1064536
• Nikkaji Number: J81.312E
• Wikidata: Q72459774
• Mol file: 6975-71-9.mol

Synonyms:6975-71-9;1-Cyclohexenylacetonitrile;1-Cyclohexene-1-acetonitrile;2-(cyclohex-1-en-1-yl)acetonitrile;Cyclohexenylacetonitrile;2-(cyclohexen-1-yl)acetonitrile;cyclohex-1-enyl-acetonitrile;1-Cyclohexen-1-ylacetonitrile;F7P4K7ULM7;EINECS 230-235-6;NSC 21642;NSC-21642;AI3-04979;1-Cyclohexeneacetonitrile;NSC21642;1-cyclohexenacetonitrile;2-Cyclohexenylacetonitrile;UNII-F7P4K7ULM7;Cyclohex-1-ene-1-acetonitrile;SCHEMBL1003717;Cyclohex-1-en-1-ylacetonitrile;DTXSID1064536;2-(1-cyclohexenyl)-acetonitrile;1-Cyclohexenylacetonitrile, 92%;MFCD00001566;AKOS004115243;AB00143;CS-0204899;FT-0636324;EN300-72661;N11908;W-104593;Z1150307002

Chemical Property of 1-Cyclohexene-1-acetonitrile

Chemical Property:

• Appearance/Colour: Clear yellow to orange liquid
• Vapor Pressure: 0.147mmHg at 25°C
• Refractive Index: n20/D 1.478(lit.)
• Boiling Point: 215.6 °C at 760 mmHg
• Flash Point: 83.9 °C
• PSA: 23.79000
• Density: 0.941 g/cm³
• LogP: 2.40048
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 121.089149355
• Heavy Atom Count: 9
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

1-Cyclohexenylacetonitrile 92% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-27-36/37/39-36/37-60-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(=CC1)CC#N
• Uses: 1-Cyclohexenylacetonitrile is used as a reagent for the cost-effective synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide.

Technology Process of 1-Cyclohexene-1-acetonitrile

There total 14 articles about 1-Cyclohexene-1-acetonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2-(1-cyclohexenyl)ethylamine (3399-73-3) → 1-cyclohexenylacetonitrile (6975-71-9)

Guidance literature:

With nickel(II) sulphate; sodium hydroxide; dipotassium peroxodisulfate; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1246/bcsj.63.301

Reference yield: 85.0%

(+/-)-2-(7-oxabicyclo[4.1.0]heptyl)ethanenitrile (29625-35-2) → 1-cyclohexenylacetonitrile (6975-71-9)

Guidance literature:

With sodium iodide; tin(ll) chloride; In ethanol; for 0.05h; Reflux; Green chemistry;

DOI:10.1055/s-0034-1378821

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + cyanoacetic acid (372-09-8) → 1-cyclohexenylacetonitrile (6975-71-9)

Guidance literature:

With piperidine; at 105 ℃;

upstream raw materials:

2-cyclohexylideneacetonitrile

sodium ethanolate

ethyl 2-cyano-2-cyclohexylideneacetate

2-cyano-2-cyclohexylideneacetic acid

Downstream raw materials:

1-cyclohexenylacetone

2-cyclohexylideneacetonitrile

(3-Pyridin-4-yl-cyclohex-1-enyl)-acetonitrile

(6-Pyridin-4-yl-cyclohex-1-enyl)-acetonitrile

Refernces

• 1、 Li, Na,Man, Yunquan,Tang, Bo,Wang, Hongyu,Wang, Kaiye,Xiang, Yanan. "Regioselective intramolecular Markovnikov and anti-Markovnikov hydrofunctionalization of alkenes: Via photoredox catalysis". supporting information. p. 11426 - 11429. Retrieved 2019/09/30.
• 2、 Jagadeesh, Rajenahally V.,Junge, Henrik,Beller, Matthias. ""Nanorust"-catalyzed benign oxidation of amines for selective synthesis of nitriles". . p. 92 - 96. Retrieved 2015/02/19.