19248-94-3

Basic information

• Product Name: (E)-2-methyl-2-butenyl acetate
• Synonyms: (E)-2-methyl-2-butenyl acetate;2-methyl-, acetate, (E)-2-Buten-1-ol;Tiglyl acetate;Acetic acid (E)-2-methyl-2-butenyl ester;2-Buten-1-ol, 2-methyl-, 1-acetate, (2E)-;2-Buten-1-ol, 2-methyl-, acetate, (2E)-;Einecs 242-916-5
• CAS NO: 19248-94-3
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.16898
• EINECS: 242-916-5
• Mol File: 19248-94-3.mol

Chemical Properties

• Boiling Point: 149.7°Cat760mmHg
• Flash Point: 58.7°C
• Appearance: /
• Density: 0.909g/cm³
• Vapor Pressure: 3.99mmHg at 25°C
• Refractive Index: 1.426
• CAS DataBase Reference: (E)-2-methyl-2-butenyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-methyl-2-butenyl acetate(19248-94-3)
• EPA Substance Registry System: (E)-2-methyl-2-butenyl acetate(19248-94-3)

Safety Data

• Hazardous Substances Data: 19248-94-3(Hazardous Substances Data)

Usage

Uses

Used in Flavor and Fragrance Industry:
(E)-2-methyl-2-butenyl acetate is used as a flavoring agent in the food and beverage industry for its sweet, fruity aroma. It enhances the taste and smell of various products, contributing to a more enjoyable consumer experience.
Used in Perfumery:
In the perfume industry, (E)-2-methyl-2-butenyl acetate is used as a key ingredient in the production of perfumes and other fragrances. Its pleasant and floral scent adds a unique and appealing quality to these products, making them more attractive to consumers.
Used in Antimicrobial Applications:
(E)-2-methyl-2-butenyl acetate has been studied for its potential antimicrobial properties. It can be used as a natural preservative in the food and beverage industry to inhibit the growth of harmful microorganisms, thus extending the shelf life of products and ensuring their safety for consumption.
Used in Antioxidant Applications:
Additionally, (E)-2-methyl-2-butenyl acetate has shown antioxidant properties, which can be beneficial in various industries. It can be used in the cosmetic and skincare industry to protect products from oxidation, ensuring their stability and efficacy. Furthermore, its antioxidant properties may also contribute to the development of new pharmaceutical products with potential health benefits.

InChI:InChI=1/C7H12O2/c1-4-6(2)5-9-7(3)8/h4H,5H2,1-3H3/b6-4+

Upstream product

• 19150-11-9 3-methylbut-3-en-2-yl acetate 
• 497-02-9 (E)-2-methyl-2-buten-1-ol 
• 108-24-7 acetic anhydride 
• 497-03-0 2-methylbut-2-enal 
• 10473-14-0 3-methyl-3-buten-2-ol 

Downstream Products

• 87938-63-4 2,3-dimethyl-1-phenylbut-3-en-1-ol 
• 87938-63-4 2,3-dimethyl-1-phenylbut-3-en-1-ol 

Relevant articles and documents

Ni- and pd-catalyzed synthesis of substituted and functionalized allylic boronates

Two highly efficient and convenient methods for the synthesis of functionalized and substituted allylic boronates are described. In one procedure, readily available allylic acetates are converted to allylic boronates catalyzed by Ni/PCy3 or Ni/PPh3 complexes with high levels of stereoselectivity and in good yields. Alternatively, the borylation can be accomplished with commercially available Pd catalysts [e.g., Pd 2(dba)3, PdCl2, Pd/C], starting with easily accessed allylic halides.

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.

Die Stereochemie der fragmentierenden Enthalogenierung von 1-Chlor-1-fluor-2-(1-halogenalkylcyclopropanen

A number of a model substrates were submitted to zinc-promoted fragmentation, and the composition of the resulting mixture of isomeric fluorodienes was determined.The exocyclic reaction center, bearing the electrofugal leaving group, was found to undergo almost complete stereochemical randomization in the course of the reaction.On the oher hand, the ring-opening proceeds stereoselectively.The rotation, which brings the substituents of the halogen-free ring position into the plane of the new, fluorine-bearing double-bond, occurs mainly in that sense to move the electrons of the breaking ring linkage into the rear of the departing chlorine atom.