beta-Terpineol

Base Information

• Chemical Name: beta-Terpineol
• CAS No.: 138-87-4
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.252
• Hs Code.: 2906199090
• European Community (EC) Number: 205-342-6,844-907-7
• UNII: 55258Z4SCW,S00R85C5ER
• DSSTox Substance ID: DTXSID7041209,DTXSID301316364,DTXSID201317014
• Nikkaji Number: J5.638C,J511.136F,J261.768D
• Wikidata: Q67880219,Q27288363
• NCI Thesaurus Code: C80918
• Metabolomics Workbench ID: 47568
• ChEMBL ID: CHEMBL3184678
• Mol file: 138-87-4.mol

Synonyms:1-methyl-4-(1-methylethenyl)cyclohexanal;1-methyl-4-isopropenylcyclohexan-1-ol;4-isopropenyl-1-methyl-1-cyclohexanol;beta-terpineol;beta-terpinol;p-menth-8-en-1-ol

Chemical Property of beta-Terpineol

Chemical Property:

• Vapor Pressure: 0.0338mmHg at 25°C
• Melting Point: 32.5°C
• Refractive Index: 1.4747
• Boiling Point: 214.6°Cat760mmHg
• PKA: 15.27±0.40(Predicted)
• Flash Point: 87.5°C
• PSA: 20.23000
• Density: 0.921g/cm³
• LogP: 2.50370
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 152

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1CCC(CC1)(C)O

Technology Process of beta-Terpineol

There total 17 articles about beta-Terpineol 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: 72.0%

1,8-Cineole (470-82-6) → δ-terpineol (7299-42-5) + terpineol (98-55-5,2438-12-2) + beta-terpineol (138-87-4,7299-40-3,7299-41-4,148552-65-2)

Guidance literature:

With n-butyllithium; potassium tert-butylate; In hexane; at 60 ℃; for 48h;

DOI:10.1039/b106906c

Reference yield: 70.0%

Limonene oxide (1195-92-2) → 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) + beta-terpineol (138-87-4,7299-40-3,7299-41-4,148552-65-2)

Guidance literature:

With sodium; In tetrahydrofuran; at 65 ℃; for 14h;

DOI:10.1016/S0040-4020(01)91816-2

Reference yield: 23.0%

Limonene oxide (1195-92-2) → beta-terpineol (138-87-4,7299-40-3,7299-41-4,148552-65-2) + (1S,2S)-5-Isopropenyl-2-methyl-cyclohexanol (619-01-2,18675-33-7,18675-34-8,18675-35-9,20549-47-7,20549-48-8,22567-21-1,22567-22-2,36237-64-6,38049-26-2,51773-45-6,53796-77-3,53796-80-8,73804-29-2)

Guidance literature:

With lithium; In ethylenediamine; for 1.5h; Mechanism; other tri- and tetrasubstituted oxiranes, other time;

upstream raw materials:

methyl magnesium iodide

4-isopropenylcyclohexanone

cis-4-hydroxy-α,α,4-trimethyl-cyclohexanemethanol, monohydrate

Limonene oxide

Downstream raw materials:

cis-4-hydroxy-α,α,4-trimethyl-cyclohexanemethanol, monohydrate

4-methylcyclohex-3-enecarboxylic acid

p-menth-1-ene

1,8,9-tribromo-p-menthane

Refernces

• 1、 Hu, Yi-Ming,Huang, Xiao-Rui,Meng, Zhong-Lei,Qin, Rong-Xiu,Wen, Ru-Si,Zhou, Yong-Hong. "Synthesis of Terpineol from Alpha-Pinene Catalyzed by α-Hydroxy Acids". . . Retrieved 2022/02/17.
• 2、 Leiner, Janne,Stolle, Achim,Ondruschka, Bernd,Netscher, Thomas,Bonrath, Werner. "Thermal behavior of pinan-2-ol and linalool". . p. 8358 - 8375. Retrieved 2013/08/23.