51756-10-6

Basic information

• Product Name: 2-ACETYL-3-METHYL-BUTYRIC ACID METHYL ESTER
• Synonyms: 2-ACETYL-3-METHYL-BUTYRIC ACID METHYL ESTER;2-ISOPROPYL-3-OXO-BUTYRIC ACID METHYL ESTER;2-Acetyl-3-methylbutanoic acid methyl ester;Butanoic acid, 2-acetyl-3-methyl-, methyl ester;methyl 2-acetyl-3-methylbutanoate;methyl 2-acetyl-3-methyl-butanoate;methyl 2-ethanoyl-3-methyl-butanoate
• CAS NO: 51756-10-6
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.19
• Mol File: 51756-10-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 192.9°C at 760 mmHg
• Flash Point: 71.8°C
• Appearance: /
• Density: 0.976g/cm³
• Vapor Pressure: 0.477mmHg at 25°C
• Refractive Index: 1.418
• CAS DataBase Reference: 2-ACETYL-3-METHYL-BUTYRIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ACETYL-3-METHYL-BUTYRIC ACID METHYL ESTER(51756-10-6)
• EPA Substance Registry System: 2-ACETYL-3-METHYL-BUTYRIC ACID METHYL ESTER(51756-10-6)

Safety Data

• Hazardous Substances Data: 51756-10-6(Hazardous Substances Data)

Usage

Structure

Butyric acid derivative with an acetyl (CH3CO) and methyl (CH3) group attached

Common Uses

Fragrance and Flavor Industry: Known for its sweet, fruity aroma, used in perfumes, soaps, and cosmetic products
Food Industry: Used as a flavoring agent in various food products

Industrial Applications

Wide range of industrial uses

Distinctive Features

Pleasant scent

InChI:InChI=1/C8H14O3/c1-5(2)7(6(3)9)8(10)11-4/h5,7H,1-4H3

Upstream product

• 75-30-9 2-iodo-propane 
• 105-45-3 acetoacetic acid methyl ester 
• 69367-52-8 methyl 2-bromo-3-methylbutanoic ester 
• 75-36-5 acetyl chloride 
• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 1522-46-9 ethyl 2-isopropylacetoacetate 

Downstream Products

• 87650-00-8 2-Isopropyl-3-(thiobenzoyl-hydrazono)-butyric acid methyl ester 
• 89-81-6 piperitone 
• 24826-71-9 3-Methyl-4-isopropyl-2-cyclohexen-1-one 
• 78871-90-6 1-Isopropyl-4-methyl-2-oxo-cyclohex-3-enecarboxylic acid methyl ester 
• 78871-98-4 1-Isopropyl-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester 
• 893055-14-6 3-amino-2-isopropyl-but-2-enoic acid methyl ester 

Relevant articles and documents

A General and Robust Method for the Preparation of (E)- and (Z)-Stereodefined Fully Substituted Enol Tosylates: Promising Cross-Coupling Partners

A robust method for preparing (E)- and (Z)-stereodefined fully substituted enol tosylates is described. α-Substituted β-keto esters undergo (E)-selective enol tosylations using TsCl-Me2N(CH2)6NMe2 as the reagent (method A, 13 examples; 63-96%) and (Z)-selective enol tosylations using TsCl-TMEDA-LiCl as the reagent (method B, 13 examples; 62-99%). A plausible mechanism for the (E)- and (Z)-enol tosylation selectivity is proposed. A 1H NMR monitoring experiment revealed that TsCl coupled with TMEDA formed a simple N-sulfonylammonium intermediate.

Palladium-catalyzed cross-coupling of α-diazocarbonyl compounds with arylboronic acids

Pd(PPh3)4-catalyzed reaction between α-diazocarbonyl compounds and arylboronic acids leads to the formation of cross-coupling products in good yields. Copyright

Cerium-catalyzed α-hydroxylation reactions of α-cyclopropyl β-dicarbonyl compounds with molecular oxygen

Three α-cyclopropyl β-dicarbonyl compounds have been used as probes for α-radicals as electrophilic reaction intermediates in a cerium-catalyzed α-hydroxylation reaction with molecular oxygen. Since the cyclopropyl group did not ring-open to products with a butenyl moiety, but was retained in the products, a localized unpaired electron at the α position can be excluded during the course of the reaction. The α-cyclopropyl- substituted substrates were prepared by aldol or Claisen reactions. Other substrates with α-methyl, α-isopropyl, and α-tert-butyl substituents were prepared and converted under the α-hydroxylation conditions in order to estimate steric influences on the yield of the reaction. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.