cis-Verbenol

Base Information

• Chemical Name: cis-Verbenol
• CAS No.: 13040-03-4
• Deprecated CAS: 32388-14-0,80795-83-1
• Molecular Formula: C10H16 O
• Molecular Weight: 152.236
• Hs Code.: 2906199090
• European Community (EC) Number: 235-908-8,217-335-5
• UNII: T0QZZ8E09C
• DSSTox Substance ID: DTXSID0058273,DTXSID50156506
• Nikkaji Number: J317.773D
• Wikidata: Q27289517
• Mol file: 13040-03-4.mol

Synonyms:cis-Verbenol;(+)-cis-verbenol;13040-03-4;(R)-cis-Verbenol;Verbenol, (R)-cis-;(1R,4R,5R)-cis-Verbenol;(1R)-cis-Verbenol;(1R,2R,5R)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol;Verbenol, (+)-cis-;(1S)-(+)-Cis-verbenol;(R)-(+)-cis-Verbenol;UNII-T0QZZ8E09C;T0QZZ8E09C;EINECS 235-908-8;(1R-(1alpha,2beta,5alpha))-4,6,6-Trimethylbicyclo(3.1.1)hept-3-en-2-ol;1820-09-3;2-Pinen-4-ol, cis-;2-Pinen-4-ol, trans-;[1R-(1alpha,2beta,5alpha)]-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol;(1alpha,2alpha,5alpha)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol;VERBENOL, R-CIS-;SCHEMBL596019;DTXSID0058273;DTXSID50156506;Bicyclo[3.1.1]hept-3-en-2-ol, 4,6,6-trimethyl-, (1.alpha.,2.beta.,5.alpha.)-;VERBENOL, (R)-(+)-CIS-;AKOS006282587;LS-4192;AC-30318;(1R, 4R, 5R)-(+)-2-pinen-4-ol;2-PINEN-4-OL, (1R,4R,5R)-(+)-;A936914;Q27289517;(1r,2r)-(-)-cis-4,6,6-trimethyl bicyclo [3.1.1]hept-3-en-2-ol;BICYCLO(3.1.1)HEPT-3-EN-2-OL, 4,6,6-TRIMETHYL-, (1R,2R,5R)-

Chemical Property of cis-Verbenol

Chemical Property:

• Vapor Pressure: 0.0332mmHg at 25°C
• Melting Point: 71～72℃
• Boiling Point: 214.9°Cat760mmHg
• PKA: 14.56±0.60(Predicted)
• Flash Point: 84.5°C
• PSA: 20.23000
• Density: 1.002g/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

(1S)-(+)-CIS-VERBENOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(C2CC1C2(C)C)O
• Isomeric SMILES: CC1=C[C@H]([C@@H]2C[C@H]1C2(C)C)O

Technology Process of cis-Verbenol

There total 99 articles about cis-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