89-48-5

Basic information

• Product Name: Menthyl acetate
• Synonyms: 5-methyl-2-(1-methylethyl)-,acetate,(1.alpha.,2.beta.,5.alpha.)-Cyclohexanol;5-methyl-2-(1-methylethyl)-,acetate,(1alpha,2beta,5alpha)-cyclohexano;Cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, (1alpha,2beta,5alpha)-;Menthol, acetate, cis-1,3,trans-1,4-;MENTHYL ACETATE 97;MENTHYL ACETATE 97%;Cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, (1R,2S,5R)-rel-;DL-MENTHOLACETATE
• CAS NO: 89-48-5
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.3
• EINECS: 201-911-8
• Product Categories: C12 to C63;Carbonyl Compounds;Esters
• Mol File: 89-48-5.mol
• Article Data: 53

Chemical Properties

• Melting Point: 25°C
• Boiling Point: 228-229 °C(lit.)
• Flash Point: 198 °F
• Appearance: /
• Density: 0.922 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0707mmHg at 25°C
• Refractive Index: n20/D 1.447(lit.)
• Storage Temp.: ?20°C
• Water Solubility: 17mg/L at 25℃
• Merck: 13,5863
• CAS DataBase Reference: Menthyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Menthyl acetate(89-48-5)
• EPA Substance Registry System: Menthyl acetate(89-48-5)

Safety Data

• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61
• RIDADR: UN3082 - class 9 - PG 3 - DOT NA1993 - Environmentally hazardous
• WGK Germany: 3
• Hazardous Substances Data: 89-48-5(Hazardous Substances Data)

Usage

Description

Menthyl acetate has a fresh odor similar to mint and rose (on dilution). It has a characteristic, fresh, pungent flavor, different from menthol (being much milder). It has a cool mouthfeel with only a trace of mint flavor. May be prepared by reacting acetic anhydride with menthol in the presence of anhydrous sodium acetate.

Uses

Different sources of media describe the Uses of 89-48-5 differently. You can refer to the following data:
1. Menthyl acetate may be used in the preparation of 3-amino-2-hydroxyalkanoates via lithium amide-supported Mannich-type reaction of its lithium enolate with PMP-arylaldimines (PMP=p-methoxyphenyl) followed by in situ oxidation with oxaziridine.
2. Menthyl acetate is in perfumery; emphasizes floral notes, especially that of rose, used in toilet waters having a lavender odor. Has been suggested for flavoring extracts having caraway or mint flavors.

General Description

Menthyl acetate (MA), a monoterpene is one of the main constituent of the peppermint essential oil obtained from the leaves of Mentha piperita. It has been reported to show ambulation-promoting effect in mice. Its fumigant and repellent activity has been evaluated on first-instar nymphs of the bloodsucking bug Rhodnius prolixus. The decomposition of MA in an atmospheric flow reactor and a low-pressure flat flame has been investigated by molecular-beam mass spectrometry (MBMS).

InChI:InChI=1/C12H22O2/c1-8(2)11-6-5-9(3)7-12(11)14-10(4)13/h8-9,11-12H,5-7H2,1-4H3/t9-,11+,12-/m0/s1

Upstream product

• 108-05-4 vinyl acetate 
• 89-78-1 [1-α]-5-methyl-2-[1-methylethyl]-cyclohexanol 
• 23283-97-8 (+)-(1S,2R,5R)-isomenthol 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 3623-53-8 neoisomenthol 
• 75-36-5 acetyl chloride 
• 3623-52-7 isomenthol 
• 15356-70-4 menthol 
• 490-99-3 DL-neomenthol 
• 2216-51-5 (-)-menthol 
• 2216-52-6 Neomenthol 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 89-78-1 menthol 

Downstream Products

• 89-78-1 menthol 
• 2216-51-5 (-)-menthol 
• 5157-89-1 D-menthyl acetate 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 2623-23-6 L-menthyl acetate 
• 491-07-6 (+/-)-menthone 
• 99-82-1 Menthane 
• 663218-93-7 3ξ-bromo-1r-methyl-4t-isopropyl-cyclohexane 
• 64240-81-9 3-iodo-p-menthane 

Relevant articles and documents

A Method For Preparing (Meth)Acrylic Acid Ester Based Compound

The invention relates to a method for preparing a (meth)acrylic acid ester-based compound, and according to the preparation method, a (meth)acrylic acid ester-based compound can be prepared with high purity and high yield, by easily introducing an acrylic structure into alcohol using a diamine-based compound and acid anhydride.

Continuous-Flow Chemo and Enzymatic Synthesis of Monoterpenic Esters with Integrated Purification

Monoterpenic esters are very important flavor and fragrance compounds due to their organoleptic properties. Despite their importance, many drawbacks are found for the production of monoterpenic esters. Here in we report two different approach's (chemo and enzymatic) for the continuous production of monoterpenic esters with integrated purification arriving on the desired molecules with high yields (>95%) and short reaction times.

Proton-gradient-transfer acid complexes and their catalytic performance for the synthesis of geranyl acetate

Special proton-gradient-transfer acid complexes (PGTACs) in which the bonded protons are not equivalent and have gradients in transfer ability, acidity, and reactivity were reported. The acidity gradient of the protons gave the PGTACs excellent catalytic activity and selectivity in the esterification of terpenols. These PGTACs are “reaction-induced self-separation catalysts” and can be easily reused. The kinetics with PGTACs as catalyst in the esterification of geraniol were also studied for use in engineering design.