3-Butenoic acid

Base Information

• Chemical Name: 3-Butenoic acid
• CAS No.: 625-38-7
• Molecular Formula: C4H6O2
• Molecular Weight: 86.0904
• Hs Code.: 29161900
• European Community (EC) Number: 210-892-5
• NSC Number: 44546,43973
• DSSTox Substance ID: DTXSID60211539
• Nikkaji Number: J102.015C
• Wikidata: Q223058
• Metabolomics Workbench ID: 439
• Mol file: 625-38-7.mol

Synonyms:3-butenoic acid;vinylacetic acid

Chemical Property of 3-Butenoic acid

Chemical Property:

• Appearance/Colour: clear colourless to yellow liquid
• Vapor Pressure: 0.714mmHg at 25°C
• Melting Point: -39 °C(lit.)
• Refractive Index: n20/D 1.423(lit.)
• Boiling Point: 170.6 °C at 760 mmHg
• PKA: 4.34(at 25℃)
• Flash Point: 68.2 °C
• PSA: 37.30000
• Density: 1.021 g/cm³
• LogP: 0.64710
• Storage Temp.: 2-8°C
• Solubility.: Fully miscible.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 86.036779430
• Heavy Atom Count: 6
• Complexity: 65.9

Purity/Quality:

99.5% ^*data from raw suppliers

3-Butenoic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-34-68-43-40
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C=CCC(=O)O
• Uses: 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. 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.

Technology Process of 3-Butenoic acid

There total 74 articles about 3-Butenoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

but-3-enenitrile (109-75-1) → but-3-enoic acid (625-38-7)

Guidance literature:

enzyme from Synechocystis sp. PCC 6803; In phosphate buffer; at 30 ℃; for 12h; pH=7.2;

DOI:10.1002/ejoc.200600699

Reference yield: 92.0%

3-butynoic acid (2345-51-9) → but-3-enoic acid (625-38-7)

Guidance literature:

With hydrogen; In ethanol; at 20 ℃; for 3h; under 760.051 Torr;

DOI:10.1021/acscatal.5b02518

Reference yield: 87.0%

allyl phenyl thioether (5296-64-0) + carbon dioxide (124-38-9,18923-20-1) → but-3-enoic acid (625-38-7)

Guidance literature:

allyl phenyl thioether; With lithium; In diethyl ether; at 3 - 6 ℃; for 2h;

carbon dioxide;

DOI:10.1016/j.tetlet.2005.04.080

upstream raw materials:

2-pyrrolidinon

tetrachloromethane

(E)-but-2-enoic acid

N-nitroso-dihydro-2(3H)-pyrrolidinone

Downstream raw materials:

methyl but-3-enoate

2-butenoic acid

8-allyltheophylline

ethyl 3-butenoate

Refernces

• 1、 Jiang, Jianwei,Padmanaban, Sudakar,Yoon, Sungho. "Revisiting the Palladium-Catalyzed Carbonylation of Allyl Alcohol: Mechanistic Insight and Improved Catalytic Efficiency". . p. 1881 - 1886. Retrieved 2020/06/10.
• 2、 Wu, La-Xia,Zhao, Ying-Guo,Guan, Ye-Bin,Wang, Hui,Lan, Yang-Chun,Wang, Huan,Lu, Jia-Xing. "Silver encapsulated copper salen complex: Efficient catalyst for electrocarboxylation of cinnamyl chloride with CO2". . p. 32628 - 32633. Retrieved 2019/10/28.