5362-50-5

Basic information

• Product Name: 4-Methyl-3-pentene-1-one
• Synonyms: 4-Methyl-3-penten-1-al;4-Methyl-3-pentenal;4-Methyl-3-pentene-1-one;Pyroterebaldehyde;3-Pentenal, 4-methyl-
• CAS NO: 5362-50-5
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.14
• Mol File: 5362-50-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: -78°C (estimate)
• Boiling Point: 133.68°C (estimate)
• Flash Point: 17.2°C
• Appearance: /
• Density: 0.8483 (estimate)
• Vapor Pressure: 11.9mmHg at 25°C
• Refractive Index: 1.4276 (estimate)
• CAS DataBase Reference: 4-Methyl-3-pentene-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-3-pentene-1-one(5362-50-5)
• EPA Substance Registry System: 4-Methyl-3-pentene-1-one(5362-50-5)

Safety Data

• Hazardous Substances Data: 5362-50-5(Hazardous Substances Data)

Usage

General Description

4-Methyl-3-pentene-1-one, also known as isobutyl vinyl ketone, is a chemical compound classified as a ketone. It is a clear, colorless liquid with a pungent odor, and it is often used as a flavoring agent in the food industry. Additionally, it is used as a raw material in the production of various chemicals, including pharmaceuticals. 4-Methyl-3-pentene-1-one is also used as a reagent in organic synthesis and is known for its potential health hazards, as it can cause irritation to the eyes, skin, and respiratory system. Due to its flammability and potential health risks, it must be handled with care and protective measures must be taken when working with this chemical.

InChI:InChI=1/C6H10O/c1-6(2)4-3-5-7/h4-5H,3H2,1-2H3

Upstream product

• 5362-49-2 2-(2-phenoxy-cyclopropyl)-propan-2-ol 
• 763-89-3 4-methylpent-3-en-1-ol 
• 18802-96-5 4-Methyl-2-penten-saeurechlorid 
• 1196-00-5 (+)-isopinocampheol 
• 5604-59-1 2-(2-ethoxy-cyclopropyl)-propan-2-ol 
• 103218-27-5 trans-2-(1-hydroxy-1-methylethyl)-1-methoxycyclopropane 
• 16451-46-0 2-(4-Methyl-pent-3-enyloxy)-tetrahydro-pyran 
• 10321-71-8 4-methyl-pent-2-enoic acid 
• 504-85-8 4-methyl-pent-3-enoic acid 
• 1462-10-8 4-methyl-1,4-pentanediol 

Downstream Products

• 19327-72-1 4-methyl-pent-2t-enal-(2,4-dinitro-phenylhydrazone) 
• 5362-52-7 4-methyl-pent-3-enal-(2,4-dinitro-phenylhydrazone) 
• 1119-16-0 isocaproic aldehyde 
• 27644-04-8 (+-)-artemisia alcohol 
• 102070-48-4 7-methyl-1,1,3-tris(phenylthio)octa-1,6-dien-4-ol 
• 108560-39-0 4-Benzylsulfanyl-1-methyl-5-(3-methyl-but-2-enyl)-1H-imidazole 
• 102070-50-8 7-methyl-3-phenylthiooct-6-en-4-olide 
• 1190225-24-1 C₁₄H₁₇NO₃ 
• 1408247-72-2 C₂₉H₂₆N₂O₅ 
• 1455450-29-9 C₂₃H₂₁NO₆ 
• 1455450-13-1 C₂₃H₂₀INO₆ 

Relevant articles and documents

SYNTHESIS OF THE ACETATE OF (+/-)-2,6-DIMETHYLHEPTA-1,5-DIEN-3-OL - THE RACEMIC FORM OF THE SEX PHEROMONE OF Pseudococcus comstocki

4-Methylpent-3-enal has been synthesized by the dehydration of trans-2-(1-hydroxy-1-methylethyl)-1-methoxycyclopropane, and this has been brought into reaction with propen-2-ylmagnesium bromide.Acetylation of the carbinol so formed gave the acetate of (+/-)-2,6-dimethylhepta-1,5-diene-3-ol - the racemic form of the sex pheromone of the Comstock mealybug.

The photochemistry of trans-isohumulone, a bitter flavouring component of beer

Methanolic solutions of trans-isohumulone (2), a major bitter flavouring component in beer, were irradiated with UV light of 313 nm wavelength and yielded four primary products containing an enolized cyclic β-triketone moiety: cis-isohumulone (3), humulone (1), dehydro-isohumulone (7), and dehydro-humulinic acid (5). The last of these products results from loss of the 4-methyl-3-pentenoyl side chain of trans-isohumulone. Nine volatile products derived from this side chain were identified and quantitated. The identifications of all photoproducts were confirmed by independent preparation of authentic samples. No evidence of either intramolecular or intermolecular 2+2 cyclo-addition was observed. This work clarifies previous contradictory reports of the products of isohumulone photolysis and provides an example of unexpected photochemistry of an alkenyl-substituted enolized cyclic β-triketone.

(E)-2-(4′-Methyl-3′-pentenylidene)-4-butanolide, Named β-Acariolide: A New Monoterpene Lactone from the Mold Mite, Tyrophagus putrescentiae (Acarina: Acaridae)

Reinvestigation of the opisthonotal gland secretion of the mold mite, Tyrophagus putrescentiae, resulted in the isolation of a new monoterpene lactone, whose chemical structure was elucidated as (E)-2-(4′-methyl-3′-pentenylidene)-4-butanolide (3), to which we gave the trivial name β-acariolide in relation to β-acaridial {1, (E)-2-(4-methyl-3-pentenylidene)-butanedial}. The compound was synthesized by LiAlH3 (OEt) reduction of 1 and subsequent oxidation involving simultaneous cyclization by using Ag2CO3 on Celite. Both the E- and Z-isomers of β-acariolide (3 and 4) were also prepared by the reaction of α-ethoxaly-γ-butyrolactone (6) and 4-methyl-3-pentenal under basic conditions. Their NMR spectra were compared with each other, and the geometry of the pentenylidene double bond of the isolated compound was concluded as being E.