(1S,2R)-2-hydroxycyclohexane-1-carboxylic acid

Base Information

• Chemical Name: (1S,2R)-2-hydroxycyclohexane-1-carboxylic acid
• CAS No.: 609-69-8
• Molecular Formula: C7H12O3
• Molecular Weight: 144.17
• Hs Code.: 2918199090
• European Community (EC) Number: 636-425-9
• Nikkaji Number: J237.993G
• Mol file: 609-69-8.mol

Synonyms:(1S,2R)-2-hydroxycyclohexane-1-carboxylic acid;1655-01-2;SCHEMBL14521507;2-hydroxy-cyclohexanecarboxylic acid;28131-61-5;AKOS006377025;EN300-97465;EN300-6486641;rac-(1R,2S)-2-hydroxycyclohexane-1-carboxylic acid

Chemical Property of (1S,2R)-2-hydroxycyclohexane-1-carboxylic acid

Chemical Property:

• Vapor Pressure: 6.47E-05mmHg at 25°C
• Melting Point: 67.0 to 71.0 °C
• Refractive Index: 1.523
• Boiling Point: 307.9 °C at 760 mmHg
• PKA: 4.95±0.28(Predicted)
• Flash Point: 154.2 °C
• PSA: 57.53000
• Density: 1.246 g/cm³
• LogP: 0.62210
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 144.078644241
• Heavy Atom Count: 10
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxycyclohexanecarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (1S,2R)-2-hydroxycyclohexane-1-carboxylic acid

There total 37 articles about (1S,2R)-2-hydroxycyclohexane-1-carboxylic acid 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: 85.0%

cis-2-hydroxycyclohexanecarbonitrile (70367-35-0,125291-55-6) → (+/-)-(1R,2S)-cis-2-hydroxy-1-cyclohexanecarboxylic acid (609-69-8,1123-72-4,1654-66-6,1654-67-7,1655-00-1,1655-01-2,3749-17-5,17502-32-8,28131-61-5)

Guidance literature:

With phosphate buffer; for 72h; immobilized nitrilase from Rhodococcus sp.;

DOI:10.1016/S0040-4039(00)92623-6

Reference yield: 60.0%

trans-2-cyanocyclohexanol (63301-31-5,125291-55-6) → trans-2-hydroxycyclohexanecarboxylic acid (609-69-8,1123-72-4,1654-66-6,1654-67-7,1655-00-1,1655-01-2,3749-17-5,17502-32-8,28131-61-5)

Guidance literature:

With potassium hydroxide; In ethanol; Heating;

DOI:10.1016/S0040-4020(01)89818-5

Reference yield: 40.0%

[bis(acetoxy)iodo]benzene (3240-34-4) + ethyl cyclohexanecarboxylate (3289-28-9) → Salicylic acid (609-69-8)

Guidance literature:

With potassium hydroxide; In water; benzene;

DOI:10.1016/S0040-4039(01)90541-6

upstream raw materials:

trans-2-amino-1-cyclohexylcarboxylic acid

ethyl 2-oxocyclohexane carboxylate

cyclohexanone-2-carboxylic acid

salicylic acid

Downstream raw materials:

(1R,2S)-ethyl 2-hydroxycyclohexanecarboxylate

cis-ethyl 2-hydroxy-cyclohexanoate

(+-)-trans-2-hydroxy-cyclohexanecarboxylic acid ethyl ester

(1S,2R)-2-hydroxycyclohexanecarboxylic acid

Refernces

• 1、 Drzewicz, Przemyslaw,Afzal, Atefeh,El-Din, Mohamed Gamal,Martin, Jonathan W.. "Degradation of a model naphthenic acid, cyclohexanoic acid, by vacuum UV (172 nm) and UV (254 nm)/H2O2". experimental part. p. 12067 - 12074. Retrieved 2011/02/27.
• 2、 Raadt, Anna de,Klempier, Norbert,Faber, Kurt,Griengl, Herfried. "Chemoselective Enzymatic Hydrolysis of Aliphatic and Alicyclic Nitriles". . p. 137 - 140. Retrieved 2007/10/02.