1,2-Cyclohexanediol, 1-methyl-4-(1-methylethenyl)-, (1S,2R,4R)-

Base Information

• Chemical Name: 1,2-Cyclohexanediol, 1-methyl-4-(1-methylethenyl)-, (1S,2R,4R)-
• CAS No.: 59121-74-3
• Molecular Formula: C10H18O2
• Molecular Weight: 170.252
• Mol file: 59121-74-3.mol

Synonyms:(1S)-1r-Methyl-4t-isopropenyl-cyclohexandiol-(1.2t);(1S,2R,4R)-p-Menth-8-en-1,2-diol;(1S,2R,4R)-4-Isopropenyl-1-methyl-cyclohexane-1,2-diol;(1S:2R:4R)-p-Menthen-(8)-diol-(1.2);trans-Δ8(9)-p-Menthen-diol-(1,2);

Chemical Property of 1,2-Cyclohexanediol, 1-methyl-4-(1-methylethenyl)-, (1S,2R,4R)-

Chemical Property:

• PSA: 40.46000
• LogP: 1.47450

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-Cyclohexanediol, 1-methyl-4-(1-methylethenyl)-, (1S,2R,4R)-

There total 76 articles about 1,2-Cyclohexanediol, 1-methyl-4-(1-methylethenyl)-, (1S,2R,4R)- 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: 90.0%

Limonene oxide (1195-92-2) → (1R,2R,4R)-1-methyl-4-(prop-1-en-2-yl)cyclohexane-1,2-diol (39904-09-1) + (1S,2S,4R)-limonene-1,2-diol (1946-00-5,13833-08-4,38630-75-0,39067-95-3,39903-99-6,39904-01-3,39904-04-6,39904-09-1,39904-12-6,57457-97-3,59121-74-3,59121-75-4,59121-76-5,59121-77-6,59121-82-3,76740-41-5) + (1RS,2SR,4R)-limonene-1,2-epoxide (203719-54-4)

Guidance literature:

Limonene oxide; With tris-buffer; mercury dichloride; at 20 ℃; for 2h;

With sodium tetrahydroborate; Further stages.;

DOI:10.1055/s-2007-966033

Reference yield: 60.0%

cis-(R)-limonene oxide (4680-24-4) → 2-methyl-5-(prop-1-en-2-yl)cyclohexanone (3792-53-8,4584-09-2,5524-05-0,5948-04-9,6909-25-7,7764-50-3,53796-79-5,69460-46-4,116499-64-0,619-02-3,619-01-2) + (1S,2S,4R)-limonene-1,2-diol (1946-00-5,13833-08-4,38630-75-0,39067-95-3,39903-99-6,39904-01-3,39904-04-6,39904-09-1,39904-12-6,57457-97-3,59121-74-3,59121-75-4,59121-76-5,59121-77-6,59121-82-3,76740-41-5)

Guidance literature:

With deuteroperchloric acid; sodium sulfate; for 0.0833333h; Kinetics;

DOI:10.1021/acs.jpca.7b09427

Reference yield: 60.0%

(1S,2R,4R)-limonene-1,2-epoxide (6909-30-4) → 2-methyl-5-(prop-1-en-2-yl)cyclohexanone (3792-53-8,4584-09-2,5524-05-0,5948-04-9,6909-25-7,7764-50-3,53796-79-5,69460-46-4,116499-64-0,619-02-3,619-01-2) + (1S,2S,4R)-limonene-1,2-diol (1946-00-5,13833-08-4,38630-75-0,39067-95-3,39903-99-6,39904-01-3,39904-04-6,39904-09-1,39904-12-6,57457-97-3,59121-74-3,59121-75-4,59121-76-5,59121-77-6,59121-82-3,76740-41-5)

Guidance literature:

With deuteroperchloric acid; sodium sulfate; for 0.0833333h; Kinetics;

DOI:10.1021/acs.jpca.7b09427

upstream raw materials:

D-limonene

cis-(R)-limonene oxide

(4R)-limonene 1,2-epoxide

(1RS,2SR,4R)-limonene-1,2-epoxide

Downstream raw materials:

p-menth-3-en-2-one

(1S,2S,4R)-4-isopropyl-1-methylcyclohexane-1,2-diol

(1S,2S,4R)-p-menthane-1,2,8-triol

(1S,2R,4R)-4-isopropyl-1-methylcyclohexane-1,2-diol