10032-15-2

Basic information

• Product Name: Hexyl 2-methylbutyrate
• Synonyms: 2-Methylbutanoic acid, n-hexyl ester;2-methylbutanoicacid,n-hexylester;2-methyl-butanoicacihexylester;2-methyl-butyricacihexylester;Butanoicacid,2-methyl-,hexylester;Butyric acid, 2-methyl-, hexyl ester;n-Hexyl 2-methyl butyrate;n-Hexyl 2-methylbutanoate
• CAS NO: 10032-15-2
• Molecular Formula: C₁₁H₂₂O₂
• Molecular Weight: 186.29
• EINECS: 233-106-2
• Product Categories: Alphabetical Listings;Flavors and Fragrances;G-H
• Mol File: 10032-15-2.mol

Chemical Properties

• Melting Point: -63.1°C (estimate)
• Boiling Point: 217-219 °C(lit.)
• Flash Point: 183 °F
• Appearance: /
• Density: 0.857 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000815mmHg at 25°C
• Refractive Index: n20/D 1.4185(lit.)
• CAS DataBase Reference: Hexyl 2-methylbutyrate(CAS DataBase Reference)
• NIST Chemistry Reference: Hexyl 2-methylbutyrate(10032-15-2)
• EPA Substance Registry System: Hexyl 2-methylbutyrate(10032-15-2)

Safety Data

• Hazard Codes: N
• Statements: 51/53
• Safety Statements: 61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• RTECS: ET5675000
• Hazardous Substances Data: 10032-15-2(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
Hexyl 2-methylbutyrate is used as a flavoring agent for its sweet, fruity taste, which is reminiscent of unripe strawberry. It is also used as a fragrance ingredient for its strong, green, fruity odor.
Used in the Food Industry:
Hexyl 2-methylbutyrate is used as an additive in the food industry to impart a green, waxy, unripe fruity, apple, and banana flavor with a fresh, fleshy nuance to various products.
Used in the Beverage Industry:
In the beverage industry, Hexyl 2-methylbutyrate is used to add a unique fruity aroma and taste to products like soft drinks, fruit juices, and alcoholic beverages, particularly white wine.
Used in the Cosmetic Industry:
Hexyl 2-methylbutyrate is used as a fragrance component in the cosmetic industry, providing a pleasant, fruity scent to products such as perfumes, lotions, and other personal care items.
Used in the Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, due to its natural occurrence and pleasant aroma, Hexyl 2-methylbutyrate could potentially be used in the pharmaceutical industry for the development of products with improved olfactory and taste properties, such as medications with masked or enhanced flavors.

Preparation

By esterification of n-hexanol with 2-methylbutanoic acid

InChI:InChI=1/C11H22O2/c1-4-6-7-8-9-11(3,5-2)10(12)13/h4-9H2,1-3H3,(H,12,13)/p-1

Synthetic route

2-Methylbutanoic acid (116-53-0, 600-07-7) + hexan-1-ol (111-27-3) → 2-methylbutanoic acid hexyl ester (10032-15-2)

Conditions	Yield
With acid

Upstream product

• 116-53-0 2-Methylbutanoic acid 
• 111-27-3 hexan-1-ol 

Relevant articles and documents

Biosynthesis of 2-Methylbutyl, 2-Methyl-2-butenyl, and 2-Methylbutanoate Esters in Red Delicious and Granny Smith Apples Using Deuterium-Labeled Substrates

2-Methylbutanoate esters, especially ethyl 2-methylbutanoate, are key contributors to fruit aroma. The biosynthetic origins and interconversions of 2-methylbutyl and 2-methylbutanoate esters in Red Delicious and Granny Smith apples were determined by feeding deuterium-labeled substrates with GC-MS identification of the deuterated aroma volatiles produced. Deuterium-labeled isoleucine was fed to apple peel, and 2-methylbutanoic-d3 acid, 2-methylbutanol-d3, and ethyl 2-methylbutanoate-d3 were fed as vapor to whole apples. An array of labeled 2-methylbutyl and 2-methylbutanoate esters was produced from each substrate with significant differences in products and product distributions between the two apple cultivars. Novel 2-methyl-(2E)-butenyl esters were identified as biosynthetic products in the aroma of Red Delicious but not Granny Smith apples.