Cyclohexane-1,3-diol

Base Information

• Chemical Name: Cyclohexane-1,3-diol
• CAS No.: 823-18-7
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 2906190090
• Mol file: 823-18-7.mol

Synonyms:cis-1,3-cyclohexandiol;(1R)-1β,3β-Dihydroxycyclohexane;(1R)-Cyclohexane-1β,3β-diol;(1R,3S)-1,3-Cyclohexanediol;

Chemical Property of Cyclohexane-1,3-diol

Chemical Property:

• Melting Point: 81.0 to 85.0 °C
• Refractive Index: 1.4340 (estimate)
• Boiling Point: 246.5 °C at 760 mmHg
• Flash Point: 123.9 °C
• PSA: 40.46000
• Density: 1.156 g/cm³
• LogP: 0.28220

Purity/Quality:

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

cis-1,3-Cyclohexanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexane-1,3-diol

There total 34 articles about Cyclohexane-1,3-diol 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: 91.0%

(1RS,3SR)-cyclohexane-1,3-diyl dibenzoate (20134-00-3) → cis-1,3-cyclohexanediol (823-18-7)

Guidance literature:

With lithium hydroxide; In methanol; at 20 ℃;

DOI:10.1021/jo060002n

Reference yield: 82.0%

(3S,5S)-5-benzyloxy-1-cyclohexen-3-ol (130256-46-1) → cis-1,3-cyclohexanediol (823-18-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/S0957-4166(00)80209-8

Reference yield: 80.0%

trans-1,3-cyclohexanediol (5515-64-0) → cis-1,3-cyclohexanediol (823-18-7)

Guidance literature:

trans-1,3-cyclohexanediol; With dihydroxy-methyl-borane; tetrabutylphosphonium decatungstate; diphenyldisulfane; In acetonitrile; for 12h; Cooling with ice; UV-irradiation; Inert atmosphere; Sealed tube;

With pinanediol; potassium carbonate; In acetonitrile; for 4h; diastereoselective reaction;

DOI:10.1021/jacs.1c11552

upstream raw materials:

cis-4,8-dioxa-tricyclo[5.1.0.0^3,5]octane

Cyclohex-2-enol

2,4-dioxabicyclo<3.3.1>nonane

(3S,5S)-5-benzyloxy-1-cyclohexen-3-ol

Downstream raw materials:

cis-1,3-bis-phosphonooxy-cyclohexane

cyclohexenone

(1R^*,3S^*)-1,3-cyclohexanediol diacetate

succinic acid

Refernces

• 1、 Mandai, Hiroki,Hironaka, Tsubasa,Mitsudo, Koichi,Suga, Seiji. "Acylative desymmetrization of cyclic meso-1,3-diols by chiral DMAP derivatives". supporting information. p. 471 - 474. Retrieved 2021/03/15.
• 2、 Sole, Cristina,Tatla, Amolak,Mata, Jose A.,Whiting, Andrew,Gulyas, Henrik,Fernandez, Elena. "Catalytic 1,3-difunctionalisation of organic backbones through a highly stereoselective, one-pot, boron conjugate-addition/reduction/oxidation process". supporting information; experimental part. p. 14248 - 14257. Retrieved 2012/01/19.