504-85-8

Basic information

• Product Name: 4-METHYL-3-PENTENOIC ACID
• Synonyms: 4-methyl-3-pentenoicaci;RARECHEM AL BO 1803;4-METHYL-3-PENTENOIC ACID;3-Pentenoic acid, 4-methyl-;4-METHYLPENT-3-ENOICACID;Pyroterebic acid;4,4-Dimethyl-3-butenoic acid;4-Methyl-3-penten-1-oic acid
• CAS NO: 504-85-8
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• Mol File: 504-85-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 98 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 208℃
• Flash Point: 105℃
• Appearance: /
• Density: 0.987
• Vapor Pressure: 0.0906mmHg at 25°C
• Refractive Index: 1.454
• PKA: pK1:4.60 (25°C)
• CAS DataBase Reference: 4-METHYL-3-PENTENOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYL-3-PENTENOIC ACID(504-85-8)
• EPA Substance Registry System: 4-METHYL-3-PENTENOIC ACID(504-85-8)

Safety Data

• Hazardous Substances Data: 504-85-8(Hazardous Substances Data)

Usage

General Description

4-Methyl-3-pentenoic acid is a chemical compound with the molecular formula C6H10O2. It is an organic compound that belongs to the class of carboxylic acids. 4-Methyl-3-Pentenoic Acid has a molecular weight of 114.14 g/mol and is commonly used in the production of various industrial chemicals. Specifically, it is often used as a precursor in the synthesis of pharmaceuticals and agrochemicals. Its chemical structure consists of a five-carbon chain with a methyl group and a carboxylic acid functional group. 4-Methyl-3-pentenoic acid is a colorless liquid at room temperature and is flammable. It is important to handle this compound with care and adhere to proper safety precautions when working with it in a laboratory or industrial setting.

InChI:InChI=1/C6H10O2/c1-5(2)3-4-6(7)8/h3H,4H2,1-2H3,(H,7,8)

Upstream product

• 79-91-4 terebic acid 
• 94826-14-9 trans-form of/the/ α.α-dimethyl-glutaconic acid 
• 5980-21-2 3-hydroxy-4-methylpentanoic acid 
• 6849-18-9 ethyl 4-methyl-3-pentenoate 
• 141-82-2 malonic acid 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 78-84-2 isobutyraldehyde 
• 15790-86-0 ethyl-4-methyl-2-(E)-penteneoate 
• 79353-05-2 1-diethylamino-1-piperidino-4-methyl-1,3-pentadiene 
• 201230-82-2 carbon monoxide 
• 78-79-5 isoprene 
• 2938-48-9 3,3-dimethyl glutaric acid anhydride 
• 7446-70-0 aluminium trichloride 

Downstream Products

• 6849-18-9 ethyl 4-methyl-3-pentenoate 
• 141-82-2 malonic acid 
• 75-07-0 acetaldehyde 
• 67-64-1 acetone 
• 3123-97-5 dihydro-5,5-dimethyl-2(3H)-furanone 
• 114475-19-3 4-methyl-3-pentenoic acid phenylamide 
• 646-07-1 4-Methylpentanoic acid 
• 57620-99-2 2-acetyllapachol 
• 23203-48-7 4-methyl-4-(p-methoxyphenyl)pentanoic acid 
• 5594-02-5 2-(3-methyl-2-buten-1-yl)-2,5-cyclohexadiene-1,4-dione 
• 3568-90-9 deoxylapachol 
• 141484-12-0 (+)-(1R)-N,4-dimethyl-N-(4-methyl-3-cyclohexenyl)-3-pentenamide 
• 141484-04-0 (-)-(1S)-N,4-dimethyl-N-(4-methyl-3-cyclohexenyl)-3-pentenamide 
• 132280-00-3 dihydro-4-acetoxy-5,5-dimethyl-2(3H)-furanone 

Relevant articles and documents

Palladium-Catalyzed Low Pressure Carbonylation of Allylic Alcohols by Catalytic Anhydride Activation

A direct carbonylation of allylic alcohols has been realized for the first time with high catalyst activity at low pressure of CO (10 bar). The procedure is described in detail for the carbonylation of E-nerolidol, an important step in a new BASF-route to (?)-ambrox. Key to high activities in the allylic alcohol carbonylation is the finding that catalytic amounts of carboxylic anhydride activate the substrate and are constantly regenerated with carbon monoxide under the reaction conditions. The identified reaction conditions are transferrable to other substrates as well.

Oxidation of isohumulones induces the formation of carboxylic acids by hydrolytic cleavage

The degradation of isohumulones in mechanistic experiments was investigated. Incubation of trans-isohumulone in the presence of l-proline led to the formation of carboxylic acids and their corresponding proline amides. In the context of isohumulones unknown amides were verified first in model incubations and then in beer for the first time by comparison with authentic reference standards via LC-MS analyses. Carboxylic acids and amides were formed preferably under oxidative conditions and increasing pH. Stable isotope experiments excluded the incorporation of molecular oxygen into carboxylic acids, strongly indicating a hydrolytic mechanism via β-dicarbonyl cleavage. The proposed mechanism includes oxidation and thereby incorporation of molecular oxygen to the isohumulone ring structure followed by hydrolytic cleavage leading to acids and amides.

SiO2 catalysed expedient synthesis of [E]-3-alkenoic acids in dry media

Aliphatic aldehydes with α-hydrogens and malonic acid undergo decarboxylative condensation on the surface of SiO2 when subjected to microwave irradiation generating βγ-unsaturated acids in high yields.