4-Hydroxycyclohexanecarbonitrile

Base Information

• Chemical Name: 4-Hydroxycyclohexanecarbonitrile
• CAS No.: 24056-34-6
• Molecular Formula: C7H11NO
• Molecular Weight: 125.17
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID70504484
• Mol file: 24056-34-6.mol

Synonyms:4-Hydroxycyclohexanecarbonitrile;24056-34-6;4-hydroxycyclohexane-1-carbonitrile;Cyclohexanecarbonitrile, 4-hydroxy-;MFCD13688990;77407-27-3;(1s,4s)-4-Hydroxycyclohexanecarbonitrile;trans-4-cyanocyclohexanol;SCHEMBL1557225;SCHEMBL4469185;SCHEMBL9435893;4-hydroxy-cyclohexanecarbonitrile;SCHEMBL14009944;DTXSID70504484;WXWQWXGBEHIOBL-KNVOCYPGSA-N;WXWQWXGBEHIOBL-LJGSYFOKSA-N;WXWQWXGBEHIOBL-UHFFFAOYSA-N;CS-D1577;cis-4-hydroxy-cyclohexanecarbonitrile;AKOS015856361;GS-4315;77418-19-0;AC-33804;SY031509;trans-4-Hydroxycyclohexane-1-carbonitrile;AM20070474;FT-0758875;(1r,4r)-4-hydroxycyclohexane-1-carbonitrile;EN300-7169460;A878031;J-515520

Chemical Property of 4-Hydroxycyclohexanecarbonitrile

Chemical Property:

• Vapor Pressure: 0.000926mmHg at 25°C
• Boiling Point: 270oC at 760 mmHg
• PKA: 14.69±0.40(Predicted)
• Flash Point: 117.1oC
• PSA: 44.02000
• Density: 1.05g/cm3
• LogP: 1.06108
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 125.084063974
• Heavy Atom Count: 9
• Complexity: 127

Purity/Quality:

98%min ^*data from raw suppliers

4-Hydroxycyclohexanecarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CCC1C#N)O

Technology Process of 4-Hydroxycyclohexanecarbonitrile

There total 4 articles about 4-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%

4-cyanocyclohexanone (34916-10-4) → 4-hydroxycyclohexane-1-carbonitrile (24056-34-6)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

Reference yield:

cyclohexane carbonitrile (766-05-2) → 3-hydroxycyclohexanecarbonitrile (24056-33-5) + cis-(1S,2S)-2-hydroxycyclohexane-1-carbonitrile (196801-10-2,125291-55-6) + 4-hydroxycyclohexane-1-carbonitrile (24056-34-6) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4)

Guidance literature:

With D-Glucose; nicotinamide adenine dinucleotide phosphate; lysozyme; DNase I; In aq. phosphate buffer; at 25 ℃; for 20h; pH=7.4; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/anie.201310892

Reference yield:

4-hydroxycyclohexanone (13482-22-9) + [(p-methylphenyl)sulfonylmethyl]isonitrile (38622-91-2,36635-61-7) → 4-hydroxycyclohexane-1-carbonitrile (24056-34-6)

Guidance literature:

With potassium tert-butylate; Yield given. Multistep reaction; 1.) dimethoxyethane, t-butanol; 2.) 6h, RT;

upstream raw materials:

4-cyanocyclohexanone

4-hydroxycyclohexanone

[(p-methylphenyl)sulfonylmethyl]isonitrile

cyclohexane carbonitrile

Downstream raw materials:

Benzoesaeure-trans-4-cyanocyclohexylester

Benzoesaeure-cis-4-cyanocyclohexylester

4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]cyclohexanecarbonitrile

Refernces

• 1、 -. "TRIAZOLE ACC INHIBITORS AND USES THEREOF". Paragraph 0887-0889. . Retrieved 2017/07/06.
• 2、 Roiban, Gheorghe-Doru,Agudo, Ruben,Reetz, Manfred T.. "Cytochrome P450 catalyzed oxidative hydroxylation of achiral organic compounds with simultaneous creation of two chirality centers in a single C-H activation step". supporting information. p. 8659 - 8663. Retrieved 2014/08/18.