(E)-4-Heptenoic acid methyl ester

Base Information

• Chemical Name: (E)-4-Heptenoic acid methyl ester
• CAS No.: 54004-29-4
• Molecular Formula: C8H14O2
• Molecular Weight: 142.198
• Mol file: 54004-29-4.mol

Synonyms:(E)-4-Heptenoic acid methyl ester

Chemical Property of (E)-4-Heptenoic acid methyl ester

Chemical Property:

• PSA: 26.30000
• LogP: 1.90580

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-4-Heptenoic acid methyl ester

There total 4 articles about (E)-4-Heptenoic 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: 88.0%

Trimethyl orthoacetate (1445-45-0) + 1-Penten-3-ol (616-25-1) + propionic acid (802294-64-0,79-09-4) → methyl trans-hept-4-enoate (54004-29-4)

Guidance literature:

at 120 ℃; for 14h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/anie.201904256

Reference yield:

methanol (67-56-1) + (Z)-3-hexenyl iodide (21676-03-9) + carbon monoxide (201230-82-2) → (Z)-methyl hept-4-enoate (39924-30-6) + methyl trans-hept-4-enoate (54004-29-4)

Guidance literature:

With bis(triphenylphosphine)platinum(II) dichloride; potassium carbonate; In 1,4-dioxane; at 120 ℃; for 9h; under 53200 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00269a017

Reference yield:

methanol (67-56-1) + carbon monoxide (201230-82-2) + (E)-3-hexenyl iodide (119245-02-2) → methyl trans-hept-4-enoate (54004-29-4)

Guidance literature:

With bis(triphenylphosphine)platinum(II) dichloride; potassium carbonate; In 1,4-dioxane; at 120 ℃; for 9h; under 53200 Torr;

DOI:10.1021/jo00269a017

upstream raw materials:

methanol

(Z)-3-hexenyl iodide

carbon monoxide

(E)-3-hexenyl iodide

Downstream raw materials:

4-cis-heptenal

Refernces

• 1、 Vasil'ev, A. A.,Cherkaev, G. V.,Nikitina, M. A.. "COMPOUNDS WITH A HERBAL ODOR VI. THE E ISOMERS OF THE STRUCTURAL ANALOGS OF LEAF ALCOHOL". . p. 870 - 875. Retrieved 2007/10/02.
• 2、 Takeuchi, Ryo,Tsuji, Yasushi,Watanabe, Yoshihisa. "Platinum Complex-catalysed Carbonylations of Organic Iodides having β-Hydrogens attached to sp3-Carbons". . p. 351 - 352. Retrieved 2007/10/02.