Verbenol

Base Information

• Chemical Name: Verbenol
• CAS No.: 473-67-6
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.236
• Hs Code.: 2915.39
• European Community (EC) Number: 207-470-8
• NSC Number: 408848,74539,44159,6833
• DSSTox Substance ID: DTXSID2042511
• Nikkaji Number: J5.958G
• Wikipedia: Verbenol
• Wikidata: Q2514085
• Metabolomics Workbench ID: 47203
• Mol file: 473-67-6.mol

Synonyms:verbenol;verbenol, (1alpha,2alpha,5alpha)-isomer;verbenol, (1alpha,2beta,5alpha)-isomer;verbenol, (1R-(1alpha,2alpha,5alpha))-isomer;verbenol, (1R-(1alpha,2beta,5alpha))-isomer;verbenol, (1S-(1alpha,2alpha,5alpha))-isomer;verbenol, (1S-(1alpha,2beta,5alpha))-isomer

Chemical Property of Verbenol

Chemical Property:

• Appearance/Colour: white crystals
• Melting Point: 24oC
• Boiling Point: 227.5°Cat760mmHg
• PKA: 14.56±0.60(Predicted)
• Flash Point: 85°C
• PSA: 20.23000
• Density: 0.992g/cm³
• LogP: 1.96950
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 152.120115130
• Heavy Atom Count: 11
• Complexity: 215

Purity/Quality:

99%, ^*data from raw suppliers

VERBENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): not regulated
• Hazard Codes: not regulated

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(C2CC1C2(C)C)O

Technology Process of Verbenol

There total 83 articles about Verbenol 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: 54.0%

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)

Guidance literature:

With oxygen; Enzymatic reaction;

DOI:10.1016/j.molcatb.2015.02.006

Reference yield: 29.0%

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) + pinocarveyl hydroperoxide (22321-84-2) + verbenyl-hydroperoxide (94268-68-5) + 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

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;

upstream raw materials:

Pinene

rac-α-pinene

dihydrogen peroxide

acetone

Downstream raw materials:

verbenone

4-methylisopropylbenzene

pinan-4-ol

6,6-dimethyl4-methylidenebicyclo[3.1.1]hept-2-ene

Refernces

• 1、 Aberkouks, Abderrazak,Mekkaoui, Ayoub Abdelkader,Ait Ali, Mustapha,El Firdoussi, Larbi,El Houssame, Soufiane. "Selective Allylic Oxidation of Terpenic Olefins Using Co-Ag Supported on SiO2 as a Novel, Efficient, and Recyclable Catalyst". . . Retrieved 2020/02/15.
• 2、 Karman, Marta,Romanowski, Grzegorz. "Cis-dioxidomolybdenum(VI) complexes with chiral tetradentate Schiff bases: Synthesis, spectroscopic characterization and catalytic activity in sulfoxidation and epoxidation". . . Retrieved 2020/07/02.