Cyclohexaneacetonitrile, 2-hydroxy-

Base Information

• Chemical Name: Cyclohexaneacetonitrile, 2-hydroxy-
• CAS No.: 90242-33-4
• Molecular Formula: C8H13NO
• Molecular Weight: 139.197
• DSSTox Substance ID: DTXSID80442641
• Nikkaji Number: J2.235.966E
• Mol file: 90242-33-4.mol

Synonyms:2-(2-hydroxycyclohexyl)acetonitrile;90242-33-4;Cyclohexaneacetonitrile, 2-hydroxy-;2-hydroxycyclohexaneacetonitrile;SCHEMBL2932097;DTXSID80442641;EN300-295865

Chemical Property of Cyclohexaneacetonitrile, 2-hydroxy-

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 139.099714038
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)CC#N)O

Technology Process of Cyclohexaneacetonitrile, 2-hydroxy-

There total 17 articles about Cyclohexaneacetonitrile, 2-hydroxy- 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: 93.4%

2-(cyanomethyl)cyclohexanone (42185-27-3) → (1R*,2S*)-2-hydroxycyclohexane acetonitrile (74708-24-0,74708-25-1,90242-33-4,101976-91-4,74629-88-2)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 5 ℃; for 1.5h;

DOI:10.1021/jo01309a008

Reference yield: 89.0%

(E)-8-Oxo-oct-2-enenitrile → 2-(2-hydroxycyclohexyl)acetonitrile (90242-33-4)

Guidance literature:

With tetrabutylammomium bromide; malonic acid dimethyl ester; In acetonitrile; Electrochemical reaction;

DOI:10.1021/ol006301v

Reference yield: 89.0%

cyclohexane-1,2-epoxide (286-20-4) + acetonitrile (75-05-8,26809-02-9) → 2-(2-hydroxycyclohexyl)acetonitrile (90242-33-4)

Guidance literature:

acetonitrile; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

cyclohexane-1,2-epoxide; In tetrahydrofuran; hexane; at 20 ℃; for 18h;

DOI:10.1055/s-0029-1219340

upstream raw materials:

2-(cyanomethyl)cyclohexanone

cyclohexane-1,2-epoxide

(+/-)-(E)-(2-Hydroxycyclohexylidene)ethanenitrile

(E)-8-oxooct-2-enenitrile

Downstream raw materials:

(1R,2S,R)-trans-2-(Cyanomethyl)cyclohexyl N-<1-(1-Naphthyl)-ethyl>carbamate

(1S,2R,R)-trans-2-(Cyanomethyl)cyclohexyl N-<1-(1-Naphthyl)-ethyl>carbamate

trans-hexahydro-2(3H)-benzofuranone

2-(1-cyclohexenyl)ethylamine