586-81-2

Basic information

• Product Name: gamma-Terpineol
• Synonyms: 1-methyl-4-(1-methylethylidene)cyclohexan-1-ol;GAMMA-TERPINEOL;1-methyl-4-propan-2-ylidene-cyclohexan-1-ol;1-methyl-4-propan-2-ylidenecyclohexan-1-ol;4-isopropylidene-1-methyl-cyclohexanol
• CAS NO: 586-81-2
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.24932
• EINECS: 209-584-3
• Mol File: 586-81-2.mol

Chemical Properties

• Melting Point: 69 °C
• Boiling Point: 218.2 °C at 760 mmHg
• Flash Point: 88.6 °C
• Appearance: /
• Density: 0.941g/cm³
• Vapor Pressure: 0.027mmHg at 25°C
• Refractive Index: 1.49
• PKA: 15.20±0.20(Predicted)
• CAS DataBase Reference: gamma-Terpineol(CAS DataBase Reference)
• NIST Chemistry Reference: gamma-Terpineol(586-81-2)
• EPA Substance Registry System: gamma-Terpineol(586-81-2)

Safety Data

• Hazardous Substances Data: 586-81-2(Hazardous Substances Data)

Usage

Uses

Used in Perfume and Cosmetic Industry:
Gamma-Terpineol is used as a fragrance ingredient for its pleasant, floral, and citrusy scent, enhancing the aroma of perfumes and cosmetic products.
Used in Food and Beverage Industry:
Gamma-Terpineol is used as a flavoring agent for adding a sweet and fruity taste to various food and beverage products.
Used in Household Cleaners and Disinfectants:
Gamma-Terpineol is used as an active ingredient in household cleaners and disinfectants due to its antifungal and antimicrobial properties, helping to maintain cleanliness and hygiene.

InChI:InChI=1/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h11H,4-7H2,1-3H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 19620-36-1 4-(propan-2-ylidene)cyclohexan-1-one 
• 2451-01-6 cis-4-hydroxy-α,α,4-trimethyl-cyclohexanemethanol, monohydrate 
• 64-17-5 ethanol 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 27621-71-2 1,4-dichloro-p-menthane 
• 565-48-0 cis-1,8-terpine 
• 7664-93-9 sulfuric acid 
• 10235-63-9 1-methyl-4-(1-methylethylidene)cyclohexanol acetate 
• 58795-48-5 1,4,8-tribromo-p-menthane 
• 80-26-2 terpinyl acetate 
• 80-56-8 Pinene 

Downstream Products

• 586-62-9 Terpinolene 
• 565-48-0 cis-1,8-terpine 
• 80-53-5 terpin hydrate 
• 25570-95-0 1,4-dichloro-trans-p-menthane 
• 4497-96-5 1-Chloro-4-(1-chloro-1-methyl-ethyl)-1-methyl-cyclohexane 
• 1127-33-9 1,8-dibromo-p-menthane 
• 80-53-5 trans-terpin 
• 17429-02-6 4-hydroxy-4-methylcyclohexanone 
• 27621-71-2 1,4-dichloro-p-menthane 
• 25580-62-5 1,8-dichloro-trans-p-menthane 
• 58795-48-5 1,4,8-tribromo-p-menthane 
• 10235-63-9 1-methyl-4-(1-methylethylidene)cyclohexanol acetate 
• 66338-37-2 3-(4-hydroxy-4-methylcyclohexyl)butanal 

Relevant articles and documents

Synthesis of Terpineol from Alpha-Pinene Catalyzed by α-Hydroxy Acids

We report the use of five alpha-hydroxy acids (citric, tartaric, mandelic, lactic and glycolic acids) as catalysts in the synthesis of terpineol from alpha-pinene. The study found that the hydration rate of pinene was slow when only catalyzed by alpha-hydroxyl acids. Ternary composite catalysts, composed of AHAs, phosphoric acid, and acetic acid, had a good catalytic performance. The reaction step was hydrolysis of the intermediate terpinyl acetate, which yielded terpineol. The optimal reaction conditions were as follows: alpha-pinene, acetic acid, water, citric acid, and phosphoric acid, at a mass ratio of 1:2.5:1:(0.1–0.05):0.05, a reaction temperature of 70? C, and a reaction time of 12–15 h. The conversion of alpha-pinene was 96%, the content of alpha-terpineol was 46.9%, and the selectivity of alpha-terpineol was 48.1%. In addition, the catalytic performance of monolayer graphene oxide and its composite catalyst with citric acid was studied, with acetic acid used as an additive.

Large Pore Bifunctional Titanium-Aluminosilicates: the Inorganic Non-enzymatic Version of the Epoxidase Conversion of Linalool to Cyclic Ethers

Bifunctional aluminosilicate catalysts containing framework Ti are prepared, with two different topologies and pore sizes; these samples contain both acid and oxidizing catalytic sites and are highly selective for carrying out multistep reactions with selectivities close to those obtained with epoxidases, this is shown to occur for the oxidation of linalool to cyclic hydroxy ethers.

σ-Assistance of the C4-C7 bond in the solvolysis of 1-norbornyl triflates

The solvolysis of 4,7,7-trimethyl-1-norbornyl triflate (5) proceeds under σ-participation of the C4-C7 bond, with formation of the σ bridged cation 22 as intermediate.

Biotransformation of 1-Acetoxy-p-menth-4(8)-ene with a Suspension of Cultured Cells of Nicotiana tabacum

The biotransformation of 1-acetoxy-p-menth-4(8)-ene with a suspension of cultured cells of Nicotiana tabacum was investigated.It was found that the cultured cells had the ability to hydroxylate stereoselectively the exocyclic double bond from the side opposite to the acetoxy group and regioselectively the allylic position of the exocyclic double bond.