5157-89-1

Basic information

• Product Name: (1S)-(+)-MENTHYL ACETATE
• Synonyms: (+)-(1S)-MENTHYL ACETATE;(1S)-(+)-MENTHYL ACETATE;(+)-(1S)-MENTHYL ACETATE, TERPENE STANDA RD;(1S)-(+)-Menthyl acetate 99%;(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl acetate
• CAS NO: 5157-89-1
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.3
• Product Categories: EstersAlphabetic;MEA - MESChromatography;Natural CompoundsChemical Class;Natural Terpene Standards;Analytical Standards;Chemical Class;Life Sciences Standards;M;Natural Compounds;Chiral Building Blocks;Esters;Organic Building Blocks
• Mol File: 5157-89-1.mol
• Article Data: 81

Chemical Properties

• Melting Point: <25 °C
• Boiling Point: 228-229 °C(lit.)
• Flash Point: 198 °F
• Appearance: /
• Density: 0.925 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.446(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• BRN: 1909419
• CAS DataBase Reference: (1S)-(+)-MENTHYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-(+)-MENTHYL ACETATE(5157-89-1)
• EPA Substance Registry System: (1S)-(+)-MENTHYL ACETATE(5157-89-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 5157-89-1(Hazardous Substances Data)

Usage

General Description

(1S)-(+)-Menthyl acetate is a chemical compound with a characteristic minty odor. It is commonly used in the fragrance and flavor industries due to its pleasant aroma. It is a naturally occurring compound found in the essential oils of various plant species, including mint and other herbs. In addition to its use as a flavor and fragrance ingredient, (1S)-(+)-Menthyl acetate also has potential applications in pharmaceuticals, cosmetics, and personal care products. Its main function is to add a fresh and cooling sensation to products, making it a popular choice in a variety of consumer goods.

Upstream product

• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 141-78-6 ethyl acetate 
• 89-78-1 [1-α]-5-methyl-2-[1-methylethyl]-cyclohexanol 
• 3623-53-8 neoisomenthol 
• 75-36-5 acetyl chloride 
• 3623-52-7 isomenthol 
• 15356-70-4 menthol 
• 490-99-3 DL-neomenthol 
• 89-78-1 menthol 
• 1181819-05-5 menthol 
• 79-10-7 acrylic acid 
• 10458-14-7 (2R,5S)-menthone 

Downstream Products

• 2216-51-5 (-)-menthol 
• 2623-23-6 L-menthyl acetate 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 1421312-44-8 C₁₂H₂₂O₃ 
• 326894-43-3 (-)-(S)-N-(cyclopentylphenylmethyl)acetamide 
• 89495-31-8 (R)-4-[6-((2R,4R,5S,6R)-4,5-Dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-1,5-dihydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl]-3-hydroxy-3-methyl-butyric acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 
• 89495-30-7 (S)-4-[6-((2R,4R,5S,6R)-4,5-Dihydroxy-6-methyl-tetrahydro-pyran-2-yl)-1,5-dihydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-yl]-3-hydroxy-3-methyl-butyric acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 
• 94160-54-0 epi-vineomycinone B₂ d-menthyl ester 
• 94160-53-9 ent-vineomycinone B₂ d-menthyl ester 
• 89-78-1 menthol 
• 64-19-7 acetic acid 
• 491-07-6 (+/-)-menthone 
• 36567-70-1 (3R)-3-phenyl-3-hydroxybutanoic acid 

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.

Synthesis, Characterisation, and Determination of Physical Properties of New Two-Protonic Acid Ionic Liquid and its Catalytic Application in the Esterification

A new ionic liquid was synthesised, and its chemical structure was elucidated by FT-IR, 1D NMR, 2D NMR, and mass analyses. Some physical properties, thermal behaviour, and thermal stability of this ionic liquid were investigated. The formation of a two-protonic acid salt namely 4,4′-trimethylene-N,N′-dipiperidinium sulfate instead of 4,4′-trimethylene-N,N′-dipiperidinium hydrogensulfate was evidenced by NMR analyses. The catalytic activity of this ionic liquid was demonstrated in the esterification reaction of n-butanol and glacial acetic acid under different conditions. The desired acetate was obtained in 62-88 % yield without using a Dean-Stark apparatus under optimal conditions of 10 mol-% of the ionic liquid, an alcohol to glacial acetic acid mole ratio of 1.3: 1.0, a temperature of 75-100°C, and a reaction time of 4 h. α-Tocopherol (α-TCP), a highly efficient form of vitamin E, was also treated with glacial acetic acid in the presence of the ionic liquid, and O-acetyl-α-tocopherol (Ac-TCP) was obtained in 88.4 % yield. The separation of esters was conducted during workup without the utilisation of high-cost column chromatography. The residue and ionic liquid were used in subsequent runs after the extraction of desired products. The ionic liquid exhibited high catalytic activity even after five runs with no significant change in its chemical structure and catalytic efficiency.

Production of l-menthyl acetate through kinetic resolution by?Candida cylindracea lipase: effects of alkaloids as additives

Abstract: Enzymatic transesterification of dl-menthol with vinyl acetate in tert-Butyl methyl ether (TBME) catalyzed by Candida cylindracea lipase (CCL) was carried out in the presence of cinchona alkaloid as additive. The effects of various reaction parameters, such as lipase nature and loading, acylating agent, molecular sieves, solvents and various additives, on the reactivity as well as on the enantioselectivity were investigated. A significant improvement of CCL reactivity has been recorded after using cinchona alkaloid as additive in TBME. A high enantiomeric ratio (E = 80) was achieved when 30?mol% of quinidine was added, and l-(-)-menthyl acetate was obtained with 93% optical purity and 49% conversion. This process was easily applied to gram-scale quantities, using commercially inexpensive lipase, providing high yield optically active menthol under mild experimental conditions. Graphical abstract: [Figure not available: see fulltext.].