Alpha-Terpineol

Base Information

• Chemical Name: Alpha-Terpineol
• CAS No.: 98-55-5
• Deprecated CAS: 22347-88-2,2438-12-2,11103-96-1,37195-01-0,8031-32-1,2438-12-2
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• Hs Code.: 29061400
• European Community (EC) Number: 202-680-6,272-306-4,233-986-8
• NSC Number: 403665,21449
• UNII: 21334LVV8W
• DSSTox Substance ID: DTXSID5026625
• Nikkaji Number: J76.425F,J3.984E
• Wikidata: Q27109437
• NCI Thesaurus Code: C77448
• RXCUI: 1371307
• Metabolomics Workbench ID: 134780
• ChEMBL ID: CHEMBL449810
• Mol file: 98-55-5.mol

Synonyms:1-alpha-terpineol;alpha-terpineol;alpha-terpineol, sodium salt;D-alpha-terpineol;DL-alpha-terpineol;p-menth-1-en-8-ol

Chemical Property of Alpha-Terpineol

Chemical Property:

• Appearance/Colour: colorless to pale yellow crystal
• Vapor Pressure: 0.0283mmHg at 25°C
• Melting Point: 31-34 °C
• Refractive Index: 1.482-1.485
• Boiling Point: 217.5 °C at 760 mmHg
• PKA: 15.09±0.29(Predicted)
• Flash Point: 89.4 °C
• PSA: 20.23000
• Density: 0.934 g/cm³
• LogP: 2.50370
• Storage Temp.: 2-8°C
• Solubility.: 0.71g/l
• Water Solubility.: negligible
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

α-Terpineol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-38-36/37/38
• Safety Statements: 16-37-26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Wood Dusts & Extracts
• Canonical SMILES: CC1=CCC(CC1)C(C)(C)O
• Description: (-)-alpha terpineol is the alpha form of terpineol, a naturally monoterpene alcohol that can be isolated from various kinds of sources such as cajuput oil, pine oil, and petitgrain oil. The alpha form is the major constituent of terpineol. It is a common component in perfumes, cosmetic and flavors. It is also a kind of solvent used for extracting natural spices and as a kind of solvent of acetate fibers. Moreover, it exhibited strong and broad antimicrobial activity against fungi, bacteria and virus. Study has demonstrated that is antibacterial (bactericidal) effect originated from its destroying effect on the cell wall and cell membrane of bacteria. It also has certain anticonvulsant activity.
• Uses: A naturally-occuring monoterpene alcohol.Alpha-terpineol is used as an antioxidant, antiseptic, antihypernociception and anti-inflammatory. It is also used as a solvent. It is an important ingredient of pine oil disinfectants. Further, it is used as a fragrance in perfumes, fat denaturant for soap production and synthetic flavoring agent. Shows antioxidant effects. Antiseptic. is present in many extracted oils of various plant species, acts as an antihypernociception and anti-inflammatory.

Technology Process of Alpha-Terpineol

There total 175 articles about Alpha-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: 48.0%

2,2,6-trimethyl-1-oxa-spira[2.5]oct-ene (4584-23-0) → Terpinolene (586-62-9,69073-38-7) + p-cymene-8-ol (1197-01-9) + TERPINEN-4-OL (562-74-3) + terpineol (98-55-5,2438-12-2)

Guidance literature:

With sodium; In tetrahydrofuran; at 65 ℃; for 12h;

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

Reference yield: 26.0%

trans-terpin (80-53-5,565-48-0,565-50-4,89923-77-3) → Terpinolene (586-62-9,69073-38-7) + terpineol (98-55-5,2438-12-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3.5h;

DOI:10.1016/j.tet.2012.06.083

Reference yield: 25.0%

trans-terpin (80-53-5,565-48-0,565-50-4,89923-77-3) → Terpinolene (586-62-9,69073-38-7) + terpineol (98-55-5,2438-12-2) + limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 3.5h;

DOI:10.1016/j.tet.2012.06.083

upstream raw materials:

1,4-dioxane

rac-α-pinene

benzenesulfonic acid

methyl magnesium iodide

Downstream raw materials:

Terpinolene

1,4-cineole

1-methyl-4-isopropyl-1,3-cyclohexadiene

limonene.

Refernces

• 1、 Nemat, Suren J.,Tiefenbacher, Konrad. "Thioderivatives of Resorcin[4]arene and Pyrogallol[4]arene: Are Thiols Tolerated in the Self-Assembly Process?". supporting information. p. 6861 - 6865. Retrieved 2021/09/14.
• 2、 Sekerová, Lada,?erná, Hana,Vysko?ilová, Eli?ka,Vrbková, Eva,?erveny, Libor. "Preparation of α-Terpineol from Biomass Resource Catalysed by Acid Treated Montmorillonite K10". . p. 2673 - 2683. Retrieved 2021/01/15.