trans-Sobrerol

Base Information

• Chemical Name: trans-Sobrerol
• CAS No.: 71697-84-2
• Molecular Formula: C10H18O2
• Molecular Weight: 170.252
• Hs Code.: 2906199090
• Mol file: 71697-84-2.mol

Synonyms:6,8-dihydroxy1-p-menthene;trans-sobrerol;p-Menth-6-en-2,8-diol;sobrerol;

Chemical Property of trans-Sobrerol

Chemical Property:

• Boiling Point: 270.5°Cat760mmHg
• Flash Point: 120.9°C
• PSA: 40.46000
• Density: 1.051g/cm³
• LogP: 1.47450

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-Sobrerol

There total 52 articles about trans-Sobrerol 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: 94.0%

α-pinene epoxide (1686-14-2,25488-94-2) → sobrerol (498-71-5,454-77-3,772-36-1,32226-54-3,38235-58-4,42370-41-2,54164-89-5,60687-00-5,71697-84-2)

Guidance literature:

ruthenium trichloride; In water; for 0.0833333h;

DOI:10.1016/S0040-4020(97)10319-2

Reference yield:

Pinene (80-56-8,177698-18-9,25766-18-1) → verbenone (80-57-9) + Verbenol (1820-09-3,1845-30-3,5416-53-5,13040-03-4,18881-04-4,19890-02-9,22339-08-8,80795-83-1,473-67-6) + pinocarveol (547-61-5,1674-08-4,2158-49-8,3917-59-7,5947-36-4,6712-79-4,19889-99-7,19894-98-5) + sobrerol (498-71-5,454-77-3,772-36-1,32226-54-3,38235-58-4,42370-41-2,54164-89-5,60687-00-5,71697-84-2)

Guidance literature:

With Acetobacter methanolicus MB 58; microbielle oxydation;

Reference yield:

(+)-α-pinene (7785-70-8,25766-18-1) → (-)-trans-sobrerol (71697-84-2) + trans-sobrerol (38235-58-4) + (4R,6R)-carveol (99-48-9,1197-06-4,1197-07-5,2102-58-1,2102-59-2,5157-78-8,5503-11-7,7632-16-8,18383-51-2,22567-18-6,20307-86-2) + (1R,4R)-2,6,6-trimethyl-7-oxabicyclo[3.2.1]oct-2-ene (55822-06-5)

Guidance literature:

With perchloric acid; In tetrahydrofuran; water; at 25 ℃; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; anodic electrooxidation;

upstream raw materials:

(+)-α-pinene

sobrerol

(1S)-(-)-cis-pinane

(-)-(S)-α-terpineol

Downstream raw materials:

trans-sobrerol

O-ethyl hydrogen dithiocarbonate

5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-enol

(1SR,5RS)-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-enol

Refernces

• 1、 He, Huiting,Huang, Geng,Kirk, Steven Robert,Li, Hui,Liu, Jian,Liu, Qiang,Liu, Xianxiang,Mao, Liqiu,Su, Shengpei,Xu, Qiong,Yin, Dulin. "Biomimetic conversion of α-pinene with H2O2 to sobrerol over V2O5: Dihydroxylation by a peroxo vanadium peracid vectoring gentle synergistic oxidation". . . Retrieved 2020/05/18.
• 2、 Hachiya, Houjin,Kon, Yoshihiro,Ono, Yutaka,Takumi, Kiyoshi,Sasagawa, Naoki,Ezaki, Yoichiro,Sato, Kazuhiko. "Unique salt effect on highly selective synthesis of acid-labile terpene and styrene oxides with a tungsten/Hcatalytic system under acidic aqueous conditions". experimental part. p. 1672 - 1678. Retrieved 2012/07/16.