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
• Article Data: 4

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

General Description

Gamma-terpineol, also known as terpinen-4-ol, is a natural organic compound found in the essential oils of various plants. It has a pleasant, floral, and citrusy odor, making it a popular ingredient in perfumes and cosmetic products. Gamma-terpineol is also used as a flavoring agent in the food and beverage industry, adding a sweet and fruity taste. Additionally, it is known for its antifungal and antimicrobial properties, making it a common ingredient in household cleaners and disinfectants. Overall, gamma-terpineol is a versatile chemical with uses in various industries due to its pleasant aroma and beneficial properties.

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

Upstream product

• 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 
• 80-56-8 Pinene 
• 80-26-2 terpinyl acetate 
• 917-64-6 methyl magnesium iodide 
• 19620-36-1 4-(propan-2-ylidene)cyclohexan-1-one 
• 58795-48-5 1,4,8-tribromo-p-menthane 

Downstream Products

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

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.

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.