68776-86-3

Basic information

• Product Name: Methyl 2-pentylacetoacetate
• Synonyms: METHYL 2-PENTYLACETOACETATE;2-Acetylheptanoic acid methyl ester;Methyl 2-acetylheptanoate;2-Acetylenanthic acid methyl ester;2-Pentyl-3-oxobutyric acid methyl ester;2-Pentylacetoacetic acid methyl ester
• CAS NO: 68776-86-3
• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25
• Mol File: 68776-86-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 227 °C
• Flash Point: 89 °C
• Appearance: /
• Density: 0.957
• Vapor Pressure: 0.08mmHg at 25°C
• Refractive Index: 1.429
• PKA: 12.06±0.46(Predicted)
• CAS DataBase Reference: Methyl 2-pentylacetoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-pentylacetoacetate(68776-86-3)
• EPA Substance Registry System: Methyl 2-pentylacetoacetate(68776-86-3)

Safety Data

• Hazardous Substances Data: 68776-86-3(Hazardous Substances Data)

Usage

General Description

Methyl 2-pentylacetoacetate is an organic compound with the chemical formula C10H18O3. It is a colorless liquid with a fruity odor, commonly used as a flavoring agent in the food industry. It is also used in the production of perfumes, cosmetics, and various other consumer products. Methyl 2-pentylacetoacetate is synthesized through the reaction of acetoacetic ester with pentanol under acidic conditions. It is considered generally recognized as safe (GRAS) by the U.S. Food and Drug Administration and is widely used in the food industry as an artificial flavoring agent. However, it is important to handle this chemical with care as prolonged exposure or high concentrations can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C10H18O3/c1-4-5-6-7-9(8(2)11)10(12)13-3/h9H,4-7H2,1-3H3

Upstream product

• 543-59-9 1-Chloropentane 
• 105-45-3 acetoacetic acid methyl ester 
• 628-17-1 amyl iodide 
• 110-53-2 1-Bromopentane 

Downstream Products

• 1373511-35-3 methyl 2-acetyl-3-butyl-1-tosylaziridine-2-carboxylate 
• 111-13-7 hexyl-methyl-ketone 
• 96520-41-1 5-methyl-4-pentyl-3-isoxazolol 

Relevant articles and documents

Copper(II) triflate catalyzed amination and aziridination of 2-Alkyl substituted 1,3-dicarbonyl compounds

A method to prepare α-acyl-β-amino acid and 2,2-diacyl aziridine derivatives efficiently from Cu(OTf)2 + 1,10-phenanthroline (1,10-phen)-catalyzed amination and aziridination of 2-alkyl substituted 1,3-dicarbonyl compounds with PhI=NTs is described. By taking advantage of the orthogonal modes of reactivity of the substrate through slight modification of the reaction conditions, a divergence in product selectivity was observed. In the presence of 1.2 equiv of the iminoiodane, amination of the allylic C-H bond of the enolic form of the substrate, formed in situ through coordination to the Lewis acidic metal catalyst, was found to selectively occur and give the β-aminated adduct. On the other hand, increasing the amount of the nitrogen source from 1.2 to 2-3 equiv was discovered to result in preferential formal aziridination of the C-C bond of the 2-alkyl substituent of the starting material and formation of the aziridine product.

Beta-ketoester compounds

The beta-ketoesters of formula I are useful as precursors for organoleptic compounds, especially for flavors, fragrances and masking agents and antimicrobial compounds.

3-Arylcyclohex-2-en-1-ones and 2,6-Diarylcyclohex-2-en-1-ones. New Liquid Crystalline Compounds

The cyclohex-2-en-1-one unit flanked by one or more aryl rings is shown to provide a new system which can exhibit liquid crystal properties; these new mesogens contain a chiral centre which is both adjacent to a lateral dipolar carbonyl group and its also located in the central core.