625-38-7

Basic information

• Product Name: VINYLACETIC ACID
• Synonyms: Acetic acid, ethenyl-;Aceticacid,ethenyl-;beta-Butenoic acid;but-3-enoicacid;CH2=CHCH2COOH;Propene-3-carboxylicacid;Vinylessigsαure;3-BUTENOIC ACID
• CAS NO: 625-38-7
• Molecular Formula: C₄H₆O₂
• Molecular Weight: 86.09
• EINECS: 210-892-5
• Product Categories: omega-Functional Alkanols, Carboxylic Acids, Amines & Halides;omega-Unsaturated Carboxylic Acids;Building Blocks;C1 to C5;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 625-38-7.mol
• Article Data: 51

Chemical Properties

• Melting Point: −39 °C(lit.)
• Boiling Point: 163 °C(lit.)
• Flash Point: 150 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.013 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.714mmHg at 25°C
• Refractive Index: n20/D 1.423(lit.)
• Storage Temp.: 2-8°C
• Solubility: Fully miscible.
• PKA: 4.34(at 25℃)
• BRN: 1699159
• CAS DataBase Reference: VINYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: VINYLACETIC ACID(625-38-7)
• EPA Substance Registry System: VINYLACETIC ACID(625-38-7)

Safety Data

• Hazard Codes: C
• Statements: 22-34-68-43-40
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2922 8/PG 2
• WGK Germany: 2
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 625-38-7(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless to yellow liquid

Uses

Different sources of media describe the Uses of 625-38-7 differently. You can refer to the following data:
1. Vinylacetic acid used in the preparation of strained nitroso Diels-Aldrer adducts which undergo a domino ROC metathesis in the presence of Ru-carbene catalysts and olefins. It is used in the synthesis of polyethylene glycolated boltorn coatings. It was used to study the inhibition of the enzyme-catalyzed conversion of D-tyrosyl- phenylalanyl-glycine to D-tyrosyl-phenylaline amide by non-peptide carboxylic acids.
2. 3-Butenoic acid was used in the synthesis of polyethylene glycolated boltorn coatings. It was used to study the inhibition of the enzyme-catalysed conversion of D-tyrosyl- phenylalanyl-glycine to D-tyrosyl-phenylaline amide by non-peptide carboxylic acids. It was used in preparation of strained nitroso Diels-Aldrer adducts which undergo a domino ROC metathesis in the presence of Ru-carbene catalysts and olefins.

Definition

ChEBI: That isomer of butenoic acid having the double bond at position C-3.

InChI:InChI=1/C4H6O2/c1-2-3-4(5)6/h2H,1,3H2,(H,5,6)/p-1

Upstream product

• 187737-37-7 propene 
• 107-93-7 (E)-but-2-enoic acid 
• 15719-64-9 methylammonium carbonate 
• 106-95-6 allyl bromide 
• 109-75-1 but-3-enenitrile 
• 1730-25-2 allylmagnesium bromide 
• 1470-91-3 but-3-enoyl chloride 
• 674-82-8 4-methyleneoxetan-2-one 
• 503-64-0 (Z)-but-2-enoic acid 
• 95461-34-0 3,12-Bisacrylyl-3,12-diaza-6,9-diazoniadispiro<5,2,5,2>hexadecane dichloride 
• 124-38-9 carbon dioxide 
• 201230-82-2 carbon monoxide 
• 625-68-3 3-chlorobutyric acid 
• 4170-24-5 2-chlorobutanoic acid 

Downstream Products

• 3724-55-8 methyl but-3-enoate 
• 3724-65-0 2-butenoic acid 
• 41033-15-2 4-(1-hydroxy-cyclohexyl)-crotonic acid 
• 6249-80-5 1-phenylbut-3-en-1-one 
• 34108-21-9 methyl cyclopropylacetate 
• 79313-54-5 4-Isopropylmercapto-buttersaeure 
• 125880-06-0 1-(3'-Butenoyl)pyrrolidine-2-thione 
• 4509-09-5 Methyl (+/-)-3,4-epoxybutanoate 
• 109751-81-7 4-trimethylsilyl-2-butenoate trimethylsilyl ester 
• 5239-82-7 cyclopropylacetic acid 
• 19405-98-2 (S)-β-acetoxy-γ-butyrolactone 
• 119702-51-1 (E)-5-styryltetrahydrofuran-2(3H)-one 
• 141248-79-5 4-<(4-methoxyphenyl)thio>tetrahydrofuran-2-one 
• 111017-50-6 2-<<(4-methoxyphenyl)thio>methyl>-2,3-dihydrobenzofuran 

Relevant articles and documents

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.

Revisiting the Palladium-Catalyzed Carbonylation of Allyl Alcohol: Mechanistic Insight and Improved Catalytic Efficiency

Although crotonic acid (CA) is in high demand due to its use in various industrial applications, the preparation of CA currently requires a multi-step process from the petrochemical cracking of ethane with a very low overall yield and poor selectivity. An atom economical, one-step, carbonylation of readily accessible allyl alcohol to CA is one of the attractive approaches. In this study, the direct carbonylative transformation of allyl alcohol to CA was analyzed in detail to detect the reaction intermediates and propose a reaction mechanism. Following the reaction mechanism, the process was optimized to synthesize CA via the direct carbonylation of allyl alcohol with improved efficiency and productivity (TON = 420) under mild reaction conditions using Pd-based catalytic systems.

Silver encapsulated copper salen complex: Efficient catalyst for electrocarboxylation of cinnamyl chloride with CO2

An active catalyst, [Cu]?Ag composite, was synthesized for the first time and used as a cathode for electrocarboxylation of cinnamyl chloride with CO2. β,γ-Unsaturated carboxylic acids were obtained with excellent yield and moderate selectivity. Moreover, reasonable yields and selectivities of carboxylic acids were also achieved with several allylic halides and aryl halides.