3-Butenoic acid, ethyl ester

Base Information

• Chemical Name: 3-Butenoic acid, ethyl ester
• CAS No.: 1617-18-1
• Molecular Formula: C6H10 O2
• Molecular Weight: 114.144
• Hs Code.: 2916190090
• European Community (EC) Number: 918-692-6
• NSC Number: 44507
• DSSTox Substance ID: DTXSID9074698
• Nikkaji Number: J126.174F
• Wikidata: Q72473416
• Mol file: 1617-18-1.mol

Synonyms:1617-18-1;Ethyl 3-butenoate;ethyl but-3-enoate;3-BUTENOIC ACID, ETHYL ESTER;BUT-3-ENOIC ACID ETHYL ESTER;AI3-17636;3-Butenoic acid, ethylester;ethyl vinylacetate;ethylbut-3-enoate;SCHEMBL23027;vinyl acetic acid ethyl ester;DTXSID9074698;SCHEMBL12115337;AMY30553;NSC44507;MFCD07779251;NSC 44507;NSC-44507;AKOS024260320;SB34050;FT-0693317;Benzenepropanoic acid, 4-bromo-.beta.-oxo-, ethyl ester;BUT-3-ENOIC ACID ETHYL ESTER (CONTAINS <30PPM MEHQ AS INHIBITOR)

Chemical Property of 3-Butenoic acid, ethyl ester

Chemical Property:

• Vapor Pressure: 17.6mmHg at 25°C
• Melting Point: 37.22°C (estimate)
• Refractive Index: 1.4105
• Boiling Point: 117.2°Cat760mmHg
• Flash Point: 30.7°C
• PSA: 26.30000
• Density: 0.904g/cm³
• LogP: 1.12560
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 86.5

Purity/Quality:

99% ^*data from raw suppliers

But-3-enoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC=C

Technology Process of 3-Butenoic acid, ethyl ester

There total 35 articles about 3-Butenoic acid, ethyl ester 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: 100.0%

ethanol (64-17-5) + trans-chrotonyl chloride (625-35-4,3488-22-0,10487-71-5) → ethyl 3-butenoate (1617-18-1)

Guidance literature:

With triethylamine; In pentane; at 0 - 20 ℃; for 3.33333h; Inert atmosphere;

DOI:10.1021/ol400381q

Reference yield: 90.0%

allyl bromide (106-95-6) + ethyl 2-cyanoacetate (105-56-6) → ethyl 3-butenoate (1617-18-1)

Guidance literature:

With aluminum (III) chloride; zinc; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/ejoc.201402830

Reference yield: 70.0%

ethyl (E)-crotonate (623-70-1) → ethyl 3-butenoate (1617-18-1)

Guidance literature:

With 1,2-dimethyl-1H-imidazole; In diethyl ether; for 144h; Irradiation;

DOI:10.1021/jo00206a030

upstream raw materials:

but-3-enoic acid

ethanol

but-3-enoyl chloride

bromo-ethyl-cadmium

Downstream raw materials:

4-hydroxy-4-(2-propenyl)-hepta-1,6-diene

C₁₃H₁₆O₃

ethyl acetoacetate

2-carbethoxy-1,3-butadiene

Refernces

• 1、 Rathke,M.W.,Sullivan,D.. "-". . p. 4249 - 4252. Retrieved 1972.
• 2、 Barltrop,Wills. "". . p. 4987. Retrieved 1968.
• 3、 Zhao, Huaibo,McMillan, Alastair J.,Constantin, Timothée,Mykura, Rory C.,Juliá, Fabio,Leonori, Daniele. "Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route towardcontra-Thermodynamic Olefins". supporting information. p. 14806 - 14813. Retrieved 2021/09/18.
• 4、 Tian, Yingying,Jürgens, Eva,Kunz, Doris. "Regio- and chemoselective rearrangement of terminal epoxides into methyl alkyl and aryl ketones". supporting information. p. 11340 - 11343. Retrieved 2018/10/31.