2beta-Hydroxycyclohexanone

Base Information

• Chemical Name: 2beta-Hydroxycyclohexanone
• CAS No.: 53439-93-3
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• DSSTox Substance ID: DTXSID201309819
• Nikkaji Number: J804.438D
• Mol file: 53439-93-3.mol

Synonyms:2beta-Hydroxycyclohexanone;(s)-2-hydroxycyclohexanone;(2S)-2-Hydroxycyclohexanone;53439-93-3;SCHEMBL788181;DTXSID201309819

Chemical Property of 2beta-Hydroxycyclohexanone

Chemical Property:

• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 98.7

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(=O)C(C1)O
• Isomeric SMILES: C1CCC(=O)[C@H](C1)O

Technology Process of 2beta-Hydroxycyclohexanone

There total 58 articles about 2beta-Hydroxycyclohexanone 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: 93.0%

(R)-2-(N-phenyl-aminooxy)-cyclohexanone (684276-56-0) → (R)-α-hydroxycyclohexanone (533-60-8,53439-93-3,114818-70-1,149880-81-9)

Guidance literature:

With methanol; copper(II) sulfate; In tetrahydrofuran; at 0 ℃; for 12h;

DOI:10.1021/ja0298702

Reference yield: 54.0%

(R)-2-(2-tolylaminooxy)cyclohexanone (1161819-40-4) → (R)-α-hydroxycyclohexanone (533-60-8,53439-93-3,114818-70-1,149880-81-9)

Guidance literature:

With 2-nitrosotoluene; In dichloromethane; at 0 ℃; for 5h; Inert atmosphere;

Reference yield: 50.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + (7β,11β)-3,3-dimethyl-7,11-diphenyl-2,4-dioxaspiro[5.5]undecane-1,5,9-trione (627106-80-3) → (R)-α-hydroxycyclohexanone (533-60-8,53439-93-3,114818-70-1,149880-81-9) + (R)-2-(N-phenyl-aminooxy)-cyclohexanone (684276-56-0) + (2R,6R)-2,6-bis(N-phenylaminooxy)cyclohexanone (685544-23-4)

Guidance literature:

With Nitrosobenzene; 5-[(2S)-pyrrolidine-2-yl]-1H-tetrazole; In dimethyl sulfoxide; at 25 ℃; for 1h;

DOI:10.1021/ol050246e

upstream raw materials:

trans-1,2-cyclohexandiol

cis-1,2-cyclohexane

(1R,2R)-trans-1,2-cyclohexanediol

2-methylenecyclohexanol

Downstream raw materials:

cis-1,2-cyclohexane

(1R,2R)-trans-1,2-cyclohexanediol

(1S,2S)-trans-1,2-Cyclohexanediol