Methyl 5-methylhexa-2,4-dienoate

Base Information

• Chemical Name: Methyl 5-methylhexa-2,4-dienoate
• CAS No.: 52148-91-1
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• DSSTox Substance ID: DTXSID40708396
• Mol file: 52148-91-1.mol

Synonyms:Methyl 5-methylhexa-2,4-dienoate;52148-91-1;SCHEMBL8144492;DTXSID40708396

Chemical Property of Methyl 5-methylhexa-2,4-dienoate

Chemical Property:

• PSA: 26.30000
• LogP: 1.68180
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=CC=CC(=O)OC)C

Technology Process of Methyl 5-methylhexa-2,4-dienoate

There total 1 articles about Methyl 5-methylhexa-2,4-dienoate 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:

methanol (67-56-1) + 3-chloro-3-methylbut-1-yne (1111-97-3) + sodium methyl acetoacetate (34284-28-1) → methyl 2,4,4-trimethyl-5-methylene-4,5-dihydro-3-furoate (113895-25-3) + 5-methoxy-2,4,4,5-tetramethyl-4,5-dihydro-furan-3-carboxylic acid methyl ester (100053-51-8) + methyl 5-methyl-2,4-hexadienoate (52148-91-1) + 2-Methyl-6-(2-methyl-propenyl)-4-oxo-cyclohex-2-enecarboxylic acid methyl ester (64236-30-2)

Guidance literature:

DOI:10.1039/jr9580004417

Reference yield: 95.0%

bromobenzene (108-86-1,52753-63-6) + methyl 5-methyl-2,4-hexadienoate (52148-91-1) → (E)-methyl 5-methyl-2-phenylhexa-2,4-dienoate (74312-50-8)

Guidance literature:

With triethylamine; palladium diacetate; at 100 ℃; for 51h; Further byproducts given. Title compound not separated from byproducts;

DOI:10.1021/jo01306a009

Reference yield: 84.0%

methyl 5-methyl-2,4-hexadienoate (52148-91-1) + N-benzyl-N-(methoxymethyl)-N-[(trimethylsilyl)methyl]amine (93102-05-7) → (3,4-trans)-methyl 1-benzyl-4-(2-methylprop-1-enyl)pyrrolidine-3-carboxylate

Guidance literature:

With trifluoroacetic acid; In dichloromethane; toluene; at 0 - 22 ℃; for 16h; chemoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.12.042

upstream raw materials:

methanol

3-chloro-3-methylbut-1-yne

sodium methyl acetoacetate

Downstream raw materials:

(E)-methyl 5-methyl-2-phenylhexa-2,4-dienoate

4,4-Dimethyl-6-oxo-1-cyclohexen-1-carbonsaeure-methylester

2-Hydroxy-4,4-dimethyl-1,5-cyclohexadien-1-carbonsaeure-methylester

(E)-2-(3-Methyl-2-buten-1-yliden)-3-(2-methyl-1-propen-1-yl)pentadiensaeure-dimethylester