Ethyl 2-methyl-4-pentenoate

Base Information

• Chemical Name: Ethyl 2-methyl-4-pentenoate
• CAS No.: 53399-81-8
• Deprecated CAS: 105999-68-6
• Molecular Formula: C8H14 O2
• Molecular Weight: 142.198
• Hs Code.: 2916190090
• European Community (EC) Number: 258-520-0
• UNII: F7GX41R904
• DSSTox Substance ID: DTXSID00866320
• Nikkaji Number: J267.347I
• Wikidata: Q27277765
• Metabolomics Workbench ID: 44048
• Mol file: 53399-81-8.mol

Synonyms:Ethyl 2-methyl-4-pentenoate;53399-81-8;Ethyl 2-methylpent-4-enoate;2-Methyl-4-pentenoic Acid Ethyl Ester;4-Pentenoic acid, 2-methyl-, ethyl ester;Ethyl 2-methylpent-4-en-1-oate;Ethyl 2-methyl 4-pentenoate;FEMA No. 3489;Ethyl 2-methyl-4-pentanoate;UNII-F7GX41R904;F7GX41R904;EINECS 258-520-0;pineapple pentenoate;SCHEMBL356446;FEMA 3489;DTXSID00866320;CHEBI:180289;AMY40441;ETHYL-2-METHYL-4-PENTENOATE;Ethyl 2-methyl-4-pentenoate, 98%;LMFA07010859;MFCD00010235;AKOS015915881;Ethyl (+/-)-2-methyl-4-pentenoate;2-methyl-pent-4-enoic acid ethyl ester;AS-77425;CS-0197267;E0717;ETHYL 2-METHYL-4-PENTENOATE [FHFI];Ethyl 2-methyl-4-pentenoate, >=98%, FG;FT-0740122;D90556;ethyl 2 - methylpent - 4 - en - 1 - oate;Q27277765

Chemical Property of Ethyl 2-methyl-4-pentenoate

Chemical Property:

• Vapor Pressure: 3.25mmHg at 25°C
• Melting Point: -65.52°C (estimate)
• Refractive Index: n20/D 1.417(lit.)
• Boiling Point: 153-155 ºC(lit.)
• Flash Point: 41 ºC
• PSA: 26.30000
• Density: 0.873
• LogP: 1.76170
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 142.099379685
• Heavy Atom Count: 10
• Complexity: 118

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2-methyl-4-pentenoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:
• Hazard Codes: Xi
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(C)CC=C

Technology Process of Ethyl 2-methyl-4-pentenoate

There total 9 articles about Ethyl 2-methyl-4-pentenoate 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%

2-(ethoxycarbonyl)-2-methyl-4-pentenoic acid → ethyl 2-methyl-4-pentenoate (53399-81-8)

Guidance literature:

With 1H-imidazole; In neat (no solvent); at 92 ℃; for 0.0666667h; Microwave irradiation;

DOI:10.1016/j.tet.2015.09.012

Reference yield: 90.0%

allyl alcohol (107-18-6) + Triethyl orthopropionate (115-80-0) → ethyl 2-methyl-4-pentenoate (53399-81-8)

Guidance literature:

propionic acid; Heating;

DOI:10.1016/S0040-4039(01)93707-4

Reference yield: 85.0%

diethyl allylmethylmalonate (53651-72-2) → ethyl 2-methyl-4-pentenoate (53399-81-8)

Guidance literature:

With lithium chloride; In water; dimethyl sulfoxide; for 6h; Heating;

upstream raw materials:

ethanol

(+-)-2-methyl-pent-4-enoic acid

diethyl allylmethylmalonate

allyltributylstanane

Downstream raw materials:

ethyl 2-fluoroacetate

2-Fluoro-6-methyl-heptanedioic acid diethyl ester

(Z)-1,4-diphenylbut-2-ene

(+-)-2-methyl-pent-4-enoic acid

Refernces

• 1、 Golden et al.. "". . p. 4235,4236. Retrieved 1974.
• 2、 Gruenanger, Christian U.,Breit, Bernhard. "Remote control of regio- and diastereoselectivity in the hydroformylation of bishomoallylic alcohols with catalytic amounts of a reversibly bound directing group". supporting information; experimental part. p. 967 - 970. Retrieved 2010/05/02.