5362-56-1

Basic information

• Product Name: 4-METHYL-2-PENTENAL
• Synonyms: 4-METHYL-2-PENTENAL;4-methyl-2-pentena;4-Methyl-2-pentene-1-al;4-methylpent-2-enal;2-Pentenal, 4-methyl-;4-METHYL-2-PENTENAL NATURAL 10% IN NEOBEE (FATTY ACID);4-Methyl-2-pentenal,95%;4-Methyl-2-pentenal ,94%
• CAS NO: 5362-56-1
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.14
• EINECS: 226-348-5
• Mol File: 5362-56-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: -78°C (estimate)
• Boiling Point: 70 °C (75 mmHg)
• Flash Point: 32 °C
• Appearance: Clear colorless to light yellow/Liquid
• Density: 0.844
• Vapor Pressure: 9.92mmHg at 25°C
• Refractive Index: 1.436-1.444
• Storage Temp.: Refrigerator (+4°C) + Flammables area
• CAS DataBase Reference: 4-METHYL-2-PENTENAL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-2-PENTENAL(5362-56-1)
• EPA Substance Registry System: 4-METHYL-2-PENTENAL(5362-56-1)

Safety Data

• Statements: 10
• Safety Statements: 16
• Hazardous Substances Data: 5362-56-1(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow liquid

Occurrence

Reported found in potato chips, tomatoes, roast chicken and black tea.

Taste threshold values

Taste characteristics at 20 ppm: green, fruity, apple skin, brandy and cider-like

InChI:InChI=1/C6H10O/c1-6(2)4-3-5-7/h3-6H,1-2H3/b4-3+

Upstream product

• 14189-82-3 3-(N-Methylanilino)-2-propenal 
• 920-39-8 isopropylmagnesium bromide 
• 2351-97-5 ethyl 4-methylpent-2-enoate 
• 5362-55-0 4-methylpent-2-en-1-ol 
• 10321-71-8 4-methyl-pent-2-enoic acid 
• 15790-86-0 ethyl-4-methyl-2-(E)-penteneoate 
• 691-37-2 4-Methyl-1-pentene 
• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 78-84-2 isobutyraldehyde 

Downstream Products

• 1158468-55-3 (1S,6R)-ethyl 3-(diethoxyphosphoryl)-6-isopropyl-2-oxocyclohex-3-enecarboxylate 
• 1558879-47-2 S-ethyl (2R,3R)-2-(4-nitrophenyl)-5-oxo-3-isopropylpentanethioate 
• 1259027-53-6 (E)-5,5-bis(4-(dimethylamino)phenyl)-4,4-dimethylpent-2-enal 
• 1279714-61-2 (S,E)-5,5-dimethoxy-3-isopropyl-1-phenylsulfonylpent-1-ene 

Relevant articles and documents

Palladium/Copper-catalyzed Oxidation of Aliphatic Terminal Alkenes to Aldehydes Assisted by p-Benzoquinone

The development of an anti-Markovnikov Wacker-type oxidation for simple aliphatic alkenes is a significant challenge. Herein, a variety of aldehydes can be selectively obtained from various unbiased aliphatic terminal alkenes using PdCl2(MeCN)2/CuCl in the presence of p-benzoquinone (BQ) under mild reaction conditions. Isomerization of the terminal alkene to the internal alkene was suppressed via slow addition of the starting material to the reaction mixture. In addition to the Pd catalyst, CuCl and BQ were essential in order to obtain the anti-Markovnikov product with high selectivity. Terminal alkenes bearing a halogen substituent afforded their corresponding aldehydes with high anti-Markovnikov selectivity. The halogen acts as a directing group in the reaction. DFT calculations indicate that a μ-chloro Pd(II)?Cu(I) bimetallic species with BQ coordinated to Cu is the catalytically active species in the case of a terminal alkene without a directing group.