1617-31-8

Basic information

• Product Name: 3-Butenoic acid, 3-Methyl-
• Synonyms: 3-Butenoic acid, 3-Methyl-
• CAS NO: 1617-31-8
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.11582
• Mol File: 1617-31-8.mol
• Article Data: 37

Chemical Properties

• Melting Point: 21°C
• Boiling Point: 194.4°C (estimate)
• Appearance: /
• Density: 0.9776 (rough estimate)
• Refractive Index: 1.4191 (estimate)
• PKA: 4.39±0.10(Predicted)
• CAS DataBase Reference: 3-Butenoic acid, 3-Methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Butenoic acid, 3-Methyl-(1617-31-8)
• EPA Substance Registry System: 3-Butenoic acid, 3-Methyl-(1617-31-8)

Safety Data

• Hazardous Substances Data: 1617-31-8(Hazardous Substances Data)

Usage

Description

3-Butenoic acid, 3-Methyl-, also known as isoprene acrylic acid, is a colorless liquid chemical compound with the molecular formula C5H8O2. It possesses a pungent odor and is widely used in the production of flavoring agents, fragrances, and various organic compounds. This versatile compound is also known for its antimicrobial properties and is utilized in the synthesis of polymers and other compounds across different industries, including food, pharmaceuticals, and cosmetics.

Uses

Used in Flavor and Fragrance Industry:
3-Butenoic acid, 3-Methylis used as a flavoring agent and fragrance ingredient for its unique aromatic properties, enhancing the sensory experience of various products.
Used in Pharmaceutical Industry:
3-Butenoic acid, 3-Methylis used as a precursor in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs and therapeutic agents.
Used in Cosmetics Industry:
3-Butenoic acid, 3-Methylis used as a key component in the formulation of cosmetics, providing unique properties and enhancing the performance of various cosmetic products.
Used in Polymer Synthesis:
3-Butenoic acid, 3-Methylis used as a monomer in the production of various polymers, contributing to the development of new materials with unique properties and applications.
Used in Antimicrobial Applications:
3-Butenoic acid, 3-Methylis used as an antimicrobial agent, providing protection against various microorganisms and contributing to the development of products with enhanced hygiene and safety features.
Used in Food Industry:
3-Butenoic acid, 3-Methylis used in the food industry as a flavor enhancer, improving the taste and aroma of various food products.

Upstream product

• 763-32-6 2-methyl-1-buten-4-ol 
• 556-82-1 3-methyl-2-buten-1-ol 
• 6683-51-8 2-methyl-4-phenyl-1-butene 
• 124-38-9 carbon dioxide 
• 5674-01-1 2-methylallylmagnesium chloride 
• 61777-16-0 2-methylallyllithium 
• 1265530-91-3 (η1-CO2C4H7)B(OCMe2CMe2O) 
• 1458-98-6 2-methyl-3-bromo-1-propene 
• 541-47-9 3-Methylbutenoic acid 
• 591-51-5 phenyllithium 
• 594-19-4 tert.-butyl lithium 
• 109-72-8 n-butyllithium 
• 4786-19-0 3-methyl-3-butene nitrile 
• 201230-82-2 carbon monoxide 

Downstream Products

• 763-32-6 2-methyl-1-buten-4-ol 
• 50-00-0 formaldehyd 
• 541-47-9 3-Methylbutenoic acid 
• 125880-11-7 1-(3'-Methyl-3'-butenoyl)-ε-thiocaprolactam 
• 37526-86-6 benzyl 3-methylbut-3-enoate 
• 1630067-59-2 (R,E)-6-(benzyloxy)-1-(methoxymethoxy)hex-3-en-2-yl 3-methylbut-3-enoate 
• 1608997-27-8 (R)-lavandulyl 3-methyl-3-butenoate 
• 2387-23-7 1,3-Dicyclohexylurea 
• 1415610-44-4 (S)-3-methyl-4-(4-methylcarboxyphenyl)butanoic acid phenyl amide 
• 1415610-43-3 (S)-4-(3-methoxyphenyl)-3-methylbutanoic acid phenyl amide 
• 1415610-56-8 (R)-4-hydroxy-3-methylbutanoic acid phenyl amide 
• 1415610-29-5 (S)-3-methyl-4-(4,4,6-trimethyl-1,3,2-dioxaborato)butanoic acid phenyl amide 
• 1415610-63-7 C₁₇H₂₆BNO₃ 
• 1009091-28-4 (S)-methyl 2-(3-methylbut-3-enamido)-3-phenylpropanoate 

Relevant articles and documents

Metabolic coupling of dehydration and decarboxylation in the curacin A pathway: Functional identification of a mechanistically diverse enzyme pair

This study describes the functional identification of a pair of mechanistically diverse enzymes that catalyze the successive dehydration (CurE ECH1) and decarboxylation (CurF ECH2) of (S)-HMG-ACP to generate a 3-methylcrotonyl-ACP intermediate, the presumed precursor of the cyclopropyl ring in curacin A. The reactions catalyzed by ECH1 and ECH2 are found in a broad cross-section of microbial natural product gene clusters and participate in the introduction of carbon chain branch points and functional group diversity as key steps in the HMG-CoA synthase mediated addition of C-2 from acetate to the β-carbonyl group of polyketide chains. Copyright

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Ether cleavage by activated metals II.* Cleavage of allyl and benzyl ethers by activated magnesium

Activated magnesium (prepared by reduction of magnesium halides with potassium) reacts with allyl and benzyl ethers to give the corresponding allyl or benzyl magnesium compounds.

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The allyl ethers of α- and β-naphthol are readily cleaved by metallic magnesium in absolute tetrahydrofuran forming allylmagnesium naphtholates in excellent yields. The cleavage of 2-methylallyl β-naphthyl ether, on the other hand, proceeds slowly giving

Synthesis of the sex pheromone of the citrus mealybug, Pseudococcus cryptus

The sex pheromone of the citrus mealybug (Pseudococcus cryptus), [(1R,3R)-3-isopropenyl-2,2-dimethylcyclobutyl]methyl 3-methyl-3-butenoate, was synthesized from (+)-α-pinene in five operational steps in a 43% overall yield. The synthetic pheromone was identical with the natural pheromone in 1H-NMR and mass spectroscopic properties, and showed almost the same pheromonal activity as the natural pheromone.

Nickel-catalyzed electrocarboxylation of allylic halides with CO2

Nickel-catalyzed regioselective electrocarboxylation of allylic halides with CO2at atmospheric pressure has been developed by adjusting reaction parameters, including catalyst, solvent, temperature and additive. β,γ-Unsaturated carboxylic acids were obtained in moderate to good yields and with high chain selectivity. This reaction shows tolerance to functional groups. In addition, cyclic voltammetry was performed to provide the possible mechanism of nickel-catalyzed CO2allylation.