1,2-Cyclohexanediol

Base Information

• Chemical Name: 1,2-Cyclohexanediol
• CAS No.: 931-17-9
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 29061990
• European Community (EC) Number: 213-229-8
• NSC Number: 150568,52143,34836,10110
• DSSTox Substance ID: DTXSID50871843
• Nikkaji Number: J39.508K
• Wikipedia: Cyclohexane-1,2-diol
• Wikidata: Q15410906
• Mol file: 931-17-9.mol

Synonyms:1,2-cyclohexanediol;1,2-cyclohexanediol, (cis)-isomer;1,2-cyclohexanediol, (trans)-isomer;cis-1,2-cyclohexanediol;trans-1,2-cyclohexanediol

Chemical Property of 1,2-Cyclohexanediol

Chemical Property:

• Appearance/Colour: beige crystals
• Melting Point: 73-77 °C
• Refractive Index: 1.4270 (estimate)
• Boiling Point: 236.7 °C at 760 mmHg
• PKA: 14.49±0.40(Predicted)
• Flash Point: 114.3 °C
• PSA: 40.46000
• Density: 1.156 g/cm³
• LogP: 0.28220
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Soluble
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 62.9

Purity/Quality:

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

Cyclohexane-1,2-diol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)O)O
• Uses: 1,2-Cyclohexanediol is used as a pharmaceutical intermediate.

Technology Process of 1,2-Cyclohexanediol

There total 364 articles about 1,2-Cyclohexanediol 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: 92.0%

cyclohexane-1,2-epoxide (286-20-4) → 1,2-Cyclohexanediol (931-17-9) + cyclohexanone-2-ol (533-60-8)

Guidance literature:

With poly{CuCa(pyridine-2,5-dicarboxylate)₂}; dihydrogen peroxide; In water; acetonitrile; at 40 ℃; for 12h; Reagent/catalyst; Catalytic behavior;

DOI:10.1021/acs.inorgchem.6b00292

Reference yield: 51.8%

cyclohexene (110-83-8) → 1,2-Cyclohexanediol (931-17-9) + cyclohexane-1,2-diol monoacetate (22241-34-5) + cyclohexane-1,2-epoxide (286-20-4) + cyclohexanone-2-ol (533-60-8)

Guidance literature:

With dihydrogen peroxide; acetic acid; at 40 ℃; for 24h;

DOI:10.1134/S1070427211020121

Reference yield: 31.6%

2-(2-methoxyphenoxy)-1-phenylethan-1-ol → cyclohexane (110-82-7,25012-93-5) + ethyl-cyclohexane (1678-91-7) + ethylbenzene (100-41-4,27536-89-6) + 1,2-Cyclohexanediol (931-17-9) + cyclohexanol (108-93-0)

Guidance literature:

With isopropyl alcohol; at 160 ℃; for 12h; Sealed tube;

DOI:10.1002/cssc.202000978

upstream raw materials:

1-acetoxy-2-iodocyclohexane

1-chloro-2-iodocyclohexane

trans-1,2-cyclohexandiol

(S)-α-hydroxycyclohexanone

Downstream raw materials:

1,2-bis-chloromethoxy-cyclohexane

1-hydroxy-cyclopentanecarboxylic acid

trans-cyclohexane-1,2-diyl dibenzoate

6-chloro-1,2,3,4-tetrahydrocarbazole

Refernces

• 1、 Adam, Mohamed Shaker S.,Abdel-Rahman, Laila H.,Ahmed, Hanan El-Sayed,Makhlouf,Alhasani, Mona,El-Metwaly, Nashwa M.. "Enhanced catalytic (ep)oxidation of olefins by VO(II), ZrO(II) and Zn(II)-imine complexes; extensive characterization supported by DFT studies". . . Retrieved 2021.
• 2、 Erdik, Ender,Kahya, Didem. "Kinetic role of tert-amines in the osmium tetroxide catalyzed trimethylamine N-oxide dihydroxylation of cyclohexene". . p. 359 - 366. Retrieved 1997.
• 3、 Cousin, Tony,Chatel, Gregory,Andrioletti, Bruno,Draye, Micheline. "Oxidative cleavage of cycloalkenes using hydrogen peroxide and a tungsten-based catalyst: Towards a complete mechanistic investigation". . p. 235 - 242. Retrieved 2021/01/11.
• 4、 Liu, Jia,Yang, Guoqiang,Liu, Ying,Zhou, Zheng,Zhang, Zhibing,Hu, Xingbang. "Selective Oxidation of Cyclohexene with H2O2 Catalyzed by Resin Supported Peroxo Phosphotungstic Acid Under Mild Conditions". . p. 147 - 152. Retrieved 2020/06/20.