(1R,2S)-2-Hydroxycyclohexanecarbonitrile

Base Information

• Chemical Name: (1R,2S)-2-Hydroxycyclohexanecarbonitrile
• CAS No.: 63301-31-5
• Molecular Formula: C7H11 N O
• Molecular Weight: 125.17
• Hs Code.: 2926909090
• European Community (EC) Number: 817-119-6
• Nikkaji Number: J450.997H
• Mol file: 63301-31-5.mol

Synonyms:(1R,2S)-2-HYDROXYCYCLOHEXANECARBONITRILE;63301-31-5;SCHEMBL5511095;AKOS022182665;(1R,2S)-2-hydroxy-cyclohexanecarbonitrile;(1alpha)-2beta-Hydroxycyclohexanecarbonitrile;CS-0242159;J-500317;Rac-(1r,2s)-2-hydroxycyclohexane-1-carbonitrile, trans

Chemical Property of (1R,2S)-2-Hydroxycyclohexanecarbonitrile

Chemical Property:

• Vapor Pressure: 0.000926mmHg at 25°C
• Melting Point: 46-49 °C
• Refractive Index: 1.4693 (estimate)
• Boiling Point: 87-92 °C (4 mmHg)
• PKA: 14.09±0.40(Predicted)
• Flash Point: 117.1°C
• PSA: 44.02000
• Density: 1.05g/cm³
• LogP: 1.06108
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 125.084063974
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

rel-(1R,2S)-2-hydroxycyclohexane-1-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)C#N)O
• Isomeric SMILES: C1CC[C@@H]([C@H](C1)C#N)O

Technology Process of (1R,2S)-2-Hydroxycyclohexanecarbonitrile

There total 18 articles about (1R,2S)-2-Hydroxycyclohexanecarbonitrile 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: 100.0%

cyclohexane-1,2-epoxide (286-20-4) → trans-2-cyanocyclohexanol (63301-31-5,125291-55-6)

Guidance literature:

With sodium cyanide; zirconium tetrakis(dodecyl sulfate); In water; at 20 ℃; for 6h;

DOI:10.1002/hlca.200900239

Reference yield: 97.0%

sodium cyanide (773837-37-9) + cyclohexane-1,2-epoxide (286-20-4) → trans-2-cyanocyclohexanol (63301-31-5,125291-55-6)

Guidance literature:

With silica-bound 3-{2-[poly(ethylene glycol)]ethyl}-substituted 1-methyl-1H-imidazol-3-ium bromide; In water; at 90 ℃; for 0.75h; regioselective reaction;

DOI:10.1002/hlca.201200192

Reference yield: 96.0%

potassium cyanide (151-50-8) + cyclohexane-1,2-epoxide (286-20-4) → trans-2-cyanocyclohexanol (63301-31-5,125291-55-6)

Guidance literature:

lithium perchlorate; In acetonitrile; at 70 ℃; for 24h;

DOI:10.1016/S0040-4039(00)92305-0

upstream raw materials:

trans-2-chlorocyclohexanol

potassium cyanide

cyclohexane-1,2-epoxide

trimethylsilyl cyanide

Downstream raw materials:

(+/-)-cis-2-chloro-cyclohexanecarbonitrile

trans-2-hydroxycyclohexanecarboxylic acid

cyclohex-1-enecarbonitrile

trans-2-butanoyloxycyclohexanecarbonitrile

Refernces

• 1、 Liardo, Elisa,Ríos-Lombardía, Nicolás,Morís, Francisco,González-Sabín, Javier,Rebolledo, Francisca. "Developing a Biocascade Process: Concurrent Ketone Reduction-Nitrile Hydrolysis of 2-Oxocycloalkanecarbonitriles". supporting information. p. 3366 - 3369. Retrieved 2016/07/26.
• 2、 Kiasat, Ali Reza,Nazari, Simin,Davarpanah, Jamal. "Facile synthesis of an organic-inorganic nanocomposite, PEG-silica, by sol-gel method; Its characterization and application as an efficient catalyst in regioselective nucleophilic ring opening of epoxides: Preparation of β-azido alcohols and β-cyanohydrin". . p. 124 - 130. Retrieved 2014/03/21.