DL-SOBREROL

Base Information

• Chemical Name: DL-SOBREROL
• CAS No.: 32226-54-3
• Molecular Formula: C10H17O2
• Molecular Weight: 170.252
• European Community (EC) Number: 250-966-4
• DSSTox Substance ID: DTXSID60185983
• Wikidata: Q3963210
• Mol file: 32226-54-3.mol

Synonyms:(+-)-p-menth-6-ene-8-diol;3-Cyclohexene-1-methanol, 5-hydroxy-alpha,alpha,4-trimethyl-, trans-(±3-Cyclohexene-1-methanol, 5-hydroxy-alpha,alpha,4-trimethyl-, trans-(.+/-.)-;5-(1-Hydroxy-1-methylethyl)-2-methyl-2-cyclohexen-1-ol;6,8-Carvomenthenediol, dl-(Z)-;alpha,4-trimethyl-5-hydroxy-alphtrans-(+-)-3-cyclohexene-1-methano;d,l-trans-Sobrerol;dl-(z)-8-carvomenthenediol

Chemical Property of DL-SOBREROL

Chemical Property:

• Melting Point: 131°C
• Refractive Index: 1.4494 (estimate)
• Boiling Point: 270.5°C (estimate)
• PSA: 40.46000
• Density: 0.9409 (rough estimate)
• LogP: 1.47450
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(CC1O)C(C)(C)O
• Isomeric SMILES: CC1=CCC(C[C@@H]1O)C(C)(C)O

Technology Process of DL-SOBREROL

There total 51 articles about DL-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:

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) + verbenyl-hydroperoxide (94268-68-5) + trans-sobrerol (32226-54-3) + α-pinene epoxide (1686-14-2,25488-94-2)

Guidance literature:

With oxygen; at 89.84 ℃; under 750.075 Torr;

DOI:10.1002/cssc.200900228

upstream raw materials:

p-menthane-1,2,8-triol

rac-α-pinene

1,6-dichloro-p-menthane-2,8-diol

Pinene

Downstream raw materials:

trans-sobrerol

(-)-(1S,5R)-sobrerol

5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-cyclohex-2-enone

(-)-trans-sobrerol