1575-74-2

Basic information

• Product Name: 2-METHYL-4-PENTENOIC ACID
• Synonyms: 2-METHYLPENT-4-ENOIC ACID;2-METHYL-4-PENTENOIC ACID;FEMA 3511;FEMA NUMBER 3511;2-methyl-4-pentenoicaci;2-methylpent-4-en-1-oic acid;2-METHYL-4-PENTENOIC ACID 98+%;4-Pentenoic acid, 2-methyl-
• CAS NO: 1575-74-2
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• EINECS: 216-404-7
• Product Categories: Pharmaceutical Raw Materials;Alphabetical Listings;Flavors and Fragrances;M-N
• Mol File: 1575-74-2.mol
• Article Data: 30

Chemical Properties

• Melting Point: 17.3°C (estimate)
• Boiling Point: 195 °C(lit.)
• Flash Point: 210 °F
• Appearance: /
• Density: 0.949 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.237mmHg at 25°C
• Refractive Index: n20/D 1.43(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 4.67±0.10(Predicted)
• Water Solubility: Slightly soluble in water
• BRN: 1720987
• CAS DataBase Reference: 2-METHYL-4-PENTENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-4-PENTENOIC ACID(1575-74-2)
• EPA Substance Registry System: 2-METHYL-4-PENTENOIC ACID(1575-74-2)

Safety Data

• Hazard Codes: C
• Statements: 22-34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1575-74-2(Hazardous Substances Data)

Usage

Description

2-METHYL-4-PENTENOIC ACID, also known as 2-methyl-4-pentenoate, is a clear colorless to light yellow liquid with a distinct cheese-like odor. It is an organic compound that is commonly utilized in the flavor and fragrance industry due to its unique properties.

Uses

Used in Flavor Industry:
2-METHYL-4-PENTENOIC ACID is used as a raw material for fruit flavor, particularly enhancing the fruity fragrances in various products. Its natural, cheese-like odor adds a unique and appealing scent to the final product, making it a valuable component in the creation of diverse flavor profiles.
Used in Fragrance Industry:
In the fragrance industry, 2-METHYL-4-PENTENOIC ACID is used as an enhancer of fruity fragrances, contributing to the development of complex and long-lasting scents. Its ability to add depth and character to fragrances makes it a sought-after ingredient in the formulation of perfumes, colognes, and other scented products.

Synthesis Reference(s)

Chemistry Letters, 9, p. 571, 1980Tetrahedron Letters, 21, p. 2181, 1980 DOI: 10.1016/S0040-4039(00)78992-1

InChI:InChI=1/C6H10O2/c1-3-4-5(2)6(7)8/h3,5H,1,4H2,2H3,(H,7,8)/p-1/t5-/m1/s1

Upstream product

• 74-83-9 methyl bromide 
• 2049-80-1 (2-propenyl)propanedioic acid diethyl ester 
• 98-89-5 Cyclohexanecarboxylic acid 
• 2408-20-0 prop-2-enyl propanoate 
• 42201-43-4 2-allyl-1,3-propanediol 
• 35466-83-2 allyl methyl carbonate 
• 802294-64-0 propionic acid 
• 53399-81-8 ethyl 2-methyl-4-pentenoate 
• 24850-33-7 allyltributylstanane 
• 1823-54-7 α-methyl-β-propiolactone 
• 609-08-5 Diethyl methylmalonate 
• 107-18-6 allyl alcohol 
• 115-80-0 Triethyl orthopropionate 
• 106-95-6 allyl bromide 

Downstream Products

• 26118-97-8 2-allyl-3-pentanone 
• 145051-45-2 3-benzoyl-1-diazo-3-methyl-2-oxo-5-hexene 
• 792921-52-9 2-methyl-pent-4-enoic acid (2,4,5-trimethoxy-3-tridec-12-enyl-phenyl)-amide 
• 53399-81-8 ethyl 2-methyl-4-pentenoate 
• 112238-67-2 3-methyl-5-((phenylselanyl)methyl)dihydrofuran-2(3H)-one 
• 107971-37-9 (tetrahydro-4-methyl-5-oxofuran-2-yl)methyl 4-methylbenzenesulfonate 
• 88708-25-2 C₁₃H₁₆Cl₂O₃Te 

Relevant articles and documents

Synthesis of S-(+)-4-methyl-3-heptanone, the principal alarm pheromone of Atta texana, and its enantiomer

The principal alarm pheromone of Atta texana S-(+)-4-methyl-3-heptanone, and its enantiomer have been prepared synthetically in high optical purity.

Synthesis of 5-[(Pentafluorosulfanyl)methyl]-γ-butyrolactones via a Silver-Promoted Intramolecular Cyclization Reaction

The synthesis of 5-[(pentafluorosulfanyl)methyl]-γ-butyrolactones bearing different substituents at position 3 or 4 is reported. A silver-promoted intramolecular cyclization of substituted 4-chloro-5-(pentafluorosulfanyl)pentanoic acids allows the preparation of the substituted SF5-containing γ-butyrolactones in up to 96 % yield.

Synthesis of Enantiomerically Enriched 2-Hydroxymethylalkanoic Acids by Oxidative Desymmetrisation of Achiral 1,3-Diols Mediated by Acetobacter aceti

The stereoselective desymmetrisation of achiral 2-alkyl-1,3-diols is performed by oxidation of one of the two enantiotopic primary alcohol moieties by means of Acetobacter aceti MIM 2000/28 to afford the corresponding chiral 2-hydroxymethyl alkanoic acids (up to 94 % ee). The procedure, carried out in aqueous medium under mild conditions of pH, temperature and pressure, contributes to enlarge the portfolio of enzymatic oxidations available to organic chemists for the development of sustainable manufacturing processes.