(2E,4Z)-2,4-Hexadienoic acid methyl ester

Base Information

• Chemical Name: (2E,4Z)-2,4-Hexadienoic acid methyl ester
• CAS No.: 1515-80-6
• Molecular Formula: C7H10 O2
• Molecular Weight: 126.155
• Hs Code.: 2916190090
• European Community (EC) Number: 216-160-1
• NSC Number: 33701
• DSSTox Substance ID: DTXSID801304405
• Nikkaji Number: J1.668.832K
• Mol file: 1515-80-6.mol

Synonyms:Methyl 2,4-hexadienoate;1515-80-6;SCHEMBL820912;DTXSID801304405;NSC33701;Methyl (2E,4Z)-2,4-hexadienoate;NSC-33701;(2E,4Z)-2,4-Hexadienoic acid methyl ester;trans,cis-hexa-2,4-dienoic acid methyl ester;30361-31-0

Chemical Property of (2E,4Z)-2,4-Hexadienoic acid methyl ester

Chemical Property:

• Vapor Pressure: 0.915mmHg at 25°C
• Melting Point: 8°C
• Refractive Index: n20/D 1.503(lit.)
• Boiling Point: 180 °C(lit.)
• Flash Point: 63.1°C
• PSA: 26.30000
• Density: 0.935g/cm³
• LogP: 1.29170
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Chloroform (Sparingly), Ethyl Acetate, Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 134

Purity/Quality:

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

Methyl Sorbate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC=CC(=O)OC
• Isomeric SMILES: C/C=C\C=C\C(=O)OC
• Uses: Sorbic Acid Methyl Ester is a volatile flavor compound extracted from soursop (Annona muricata).

Technology Process of (2E,4Z)-2,4-Hexadienoic acid methyl ester

There total 12 articles about (2E,4Z)-2,4-Hexadienoic acid methyl 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: 95.0%

sorbic Acid (110-44-1,91751-55-2) → sorbic acid methyl ester (1515-80-6)

Guidance literature:

sorbic Acid; With thionyl chloride; In methanol; at 0 ℃; for 3h; Reflux; Inert atmosphere;

Inert atmosphere;

DOI:10.1039/c8cc00933c

Reference yield: 85.0%

methanol (67-56-1) + hexa-2,4-dienoic acid (110-44-1,91751-55-2) → sorbic acid methyl ester (1515-80-6)

Guidance literature:

With hydrogenchloride; Inert atmosphere;

DOI:10.1055/s-0028-1083370

Reference yield: 84.0%

trimethyl phosphonoacetate (5927-18-4) + crotonaldehyde (123-73-9,4170-30-3) → sorbic acid methyl ester (1515-80-6)

Guidance literature:

trimethyl phosphonoacetate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

crotonaldehyde; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm9013373

upstream raw materials:

methanol

hexa-2,4-dienoyl chloride

diethyl ether

sodium methylate

Downstream raw materials:

3-methylheptanedioic acid

3-propylpentanedioic acid

methyl (2E,4E)-6-bromo-2,4-hexadienoate

methyl (E)-4-oxo-2-butenoate

Refernces

• 1、 Han, Bing Yuan,Lam, Nelson Y. S.,MacGregor, Callum I.,Goodman, Jonathan M.,Paterson, Ian. "A synthesis-enabled relative stereochemical assignment of the C1-C28 region of hemicalide". . p. 3247 - 3250. Retrieved 2018.
• 2、 Takeda,A.,Tsuboi,S.. "-". . p. 1709 - 1713. Retrieved 1973.
• 3、 Zou, Haixia,Zhou, Liyan,Li, Yuanzhen,Cui, Yi,Zhong, Hanbing,Pan, Zhengying,Yang, Zhen,Quan, Junmin. "Benzo[e]isoindole-1,3-diones as potential inhibitors of glycogen synthase kinase-3 (GSK-3). Synthesis, kinase inhibitory activity, zebrafish phenotype, and modeling of binding mode". supporting information; experimental part. p. 994 - 1003. Retrieved 2010/08/06.