57576-09-7

Basic information

• Product Name: ISOPULEGOL ACETATE
• Synonyms: P-MENTH-8-EN-3-OL ACETATE;P-MENTH-8-EN-3-YL-ACETATE;1-METHYL-4-ISOPROPENYLCYCLOHEXAN-3-OL ACETATE;FEMA 2965;ISOPULEGYL ACETATE;ISOPULEGOL ACETATE;5-methyl-2-(1-methylethenyl)-,acetate,[1R-(1.alpha.,2.beta.,5.alpha.)]-Cyclohexanol;aceticacid(L)-p-menth-8-en-3-ylester
• CAS NO: 57576-09-7
• Molecular Formula: C₁₂H₂₀O₂
• Molecular Weight: 196.29
• EINECS: 260-820-1
• Mol File: 57576-09-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 85°C
• Boiling Point: 232 °C
• Flash Point: 85.6°C
• Appearance: /
• Density: 0.92
• Vapor Pressure: 0.0248mmHg at 25°C
• Refractive Index: 1.4566 (estimate)
• CAS DataBase Reference: ISOPULEGOL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOPULEGOL ACETATE(57576-09-7)
• EPA Substance Registry System: ISOPULEGOL ACETATE(57576-09-7)

Safety Data

• Hazardous Substances Data: 57576-09-7(Hazardous Substances Data)

Usage

Description

ISOPULEGOL ACETATE is a chemical compound with a sweet, mint-like odor. It is characterized by its woody, berry, green, and camphoraceous taste with a fruity nuance at a concentration of 10 ppm. ISOPULEGOL ACETATE is known to occur naturally in buchu and peppermint oils.

Uses

Used in Flavor and Fragrance Industry:
ISOPULEGOL ACETATE is used as a flavoring agent for its woody, berry, green, and camphoraceous taste with a fruity nuance. Its unique taste profile makes it suitable for enhancing the flavor of various food and beverage products.
ISOPULEGOL ACETATE is also used as a fragrance ingredient for its sweet, mint-like odor. It can be incorporated into perfumes, colognes, and other scented products to provide a refreshing and invigorating scent.
Used in Essential Oils:
ISOPULEGOL ACETATE is used as a component in the formulation of essential oils, particularly those derived from buchu and peppermint plants. Its presence in these oils contributes to their characteristic aroma and potential therapeutic properties.

Preparation

By prolonged heating of citronellal with acetic anhydride (with or without sodium acetate)

InChI:InChI=1/C12H20O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h9,11-12H,1,5-7H2,2-4H3

Upstream product

• 108-05-4 vinyl acetate 
• 89-79-2 Isopulegol 
• 463-51-4 Ketene 
• 7786-67-6 isopulegol 
• 108-24-7 acetic anhydride 
• 89-79-2 isopulegol 
• 72-89-9 acetylcoenzyme A 
• 91739-72-9 Trans-p-Menthane-3,8-diol 
• 91667-08-2 [(1R,2R,5R)-2-(1-hydroxy-1-methyl-ethyl)-5-methylcyclohexyl] acetate 
• 89-79-2 isopulegol 
• 29606-79-9 p-menth-8-en-3-one 
• 106-23-0 3,7-dimethyl-oct-6-enal 
• 89-79-2 (rac)-neo-isopulegol 

Downstream Products

• 38049-01-3 2-((1R,2R,4S)-2-Hydroxy-4-methyl-cyclohexyl)-propenal 
• 38049-01-3 2-((1R,2S,4S)-2-Hydroxy-4-methyl-cyclohexyl)-propenal 
• 38049-01-3 2-<(1S,2R,4R)-2-hydroxy-4-methylcyclohexyl>-2-propenal 
• 13834-14-5 2-<(1S,2R,4R)-2-hydroxy-4-methylcyclohexyl>-2-propen-1-ol 
• 7786-67-6 isopulegol 
• 2623-23-6 L-menthyl acetate 
• 13834-14-5 (+/-)-(1RS,3SR,4SR)-p-menth-8⁽¹⁰⁾-ene-3,9-diol 
• 13834-14-5 (+/-)-(1RS,3SR,4SR)-p-menth-8⁽¹⁰⁾-ene-ane-3,9-diol 

Relevant articles and documents

PREPARATION OF ACETATE COMPOUNDS VIA A KETENE COMPOUND

The present invention relates to a method for preparing acetate compounds using ketene.

Enantioselective monoterpene alcohol acetylation in Origanum, Mentha and Salvia species

Selected plants within the Origanum, Mentha and Salvia genera, that contain significant amounts of chiral volatile alcohols and their related acetates, exhibit remarkable enantioselectivity of alcohol acetyl transferase (AAT) activity and particularly can discriminate between linalool enantiomers. Origanum dayi AAT produced almost enantiomerically pure (R)-linalyl acetate by enzymatic acetylation of racemic linalool, whereas the closely related O. majorana AAT produced a mixture of (R)- and (S)-linalyl acetate with a ratio of 6:4. Vmax of O. dayi acetylation activity was 30-fold higher for (R)-linalool, whereas in O. majorana no such differences were found.

Chiral hydride complexes

Novel chiral boron and aluminum hydride complexes, compositions comprising the chiral hydride complexes, and methods for their synthesis and use are described. The novel chiral hydride complexes are of the formulas: PA1 MBH4-n-a (R*)n (R')a ; PA1 MBH2-b (R**) (R')b ; PA1 MBH(R***); PA1 MBH(R*) (R"); PA1 MAlH4-n-a (R*)n (R')a ; PA1 MAlH2-b (R**)(R')b ; PA1 MAlH(R***); and PA1 MAlH(R*) (R"), PAL wherein PA1 M is Na+, Li+ or K+ ; PA1 each R* is independently a monodentate chiral ligand; PA1 R** is a bidentate chiral ligand; PA1 R*** is a tridentate chiral ligand; PA1 R' is a monodentate achiral ligand; PA1 R" is a bidentate achiral ligand; PA1 n is 1-3; PA1 a is 0-2; and PA1 b is 0-1, PAL with the proviso that n+a3, and with the further proviso that when R** is S-BINOL, M is not Li+.