6-Methyl-2,4-heptadienoic acid ethyl ester

Base Information

• Chemical Name: 6-Methyl-2,4-heptadienoic acid ethyl ester
• CAS No.: 10236-06-3
• Molecular Formula: C10H16O2
• Molecular Weight: 168.23300
• Mol file: 10236-06-3.mol

Synonyms:2,4-Heptadienoic acid,6-methyl-,ethyl ester,(2E,4E);

Chemical Property of 6-Methyl-2,4-heptadienoic acid ethyl ester

Chemical Property:

• Boiling Point: 220.7±9.0 °C(Predicted)
• PSA: 26.30000
• Density: 0.910±0.06 g/cm3(Predicted)
• LogP: 2.31790

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Methyl-2,4-heptadienoic acid ethyl ester

There total 9 articles about 6-Methyl-2,4-heptadienoic 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: 99.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + (E)-4-methylpent-2-enal (24502-08-7) → (2E,4E)-6-Methylheptadiensaeure-ethylester (112182-00-0,10236-06-3)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at -20 ℃; for 1h;

(E)-4-methylpent-2-enal; In tetrahydrofuran; mineral oil; at -20 ℃;

DOI:10.1002/ejoc.201000280

Reference yield: 82.0%

ethyl (2E)-4-(diethoxyphosphoryl)crotonate (42516-28-9) + isobutyraldehyde (78-84-2) → (2E,4E)-6-Methylheptadiensaeure-ethylester (112182-00-0,10236-06-3)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - -40 ℃; for 2h;

DOI:10.1002/ejoc.200300400

Reference yield: 44.0%

(E)-4-methylpent-2-enal (24502-08-7) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → (2E,4E)-6-Methylheptadiensaeure-ethylester (112182-00-0,10236-06-3)

Guidance literature:

In dichloromethane; for 5h; Heating;

upstream raw materials:

5-Isopropyl-1,1-dioxo-2-phenylsulfanyl-tetrahydro-1λ⁶-thiophene-2-carboxylic acid ethyl ester

ethyl (2E)-4-(diethoxyphosphoryl)crotonate

isobutyraldehyde

(E)-4-methylpent-2-enal

Downstream raw materials:

4-Isopropyl-2-[methyl-(2-methylamino-ethyl)-amino]-cyclohexa-1,5-dienecarboxylic acid ethyl ester

9-Isopropyl-1,4-dimethyl-1,4-diaza-spiro[4.5]dec-6-ene-6-carboxylic acid ethyl ester

2-Hydroxy-4-(1-methylethyl)-1,5-cyclohexadien-1-carbonsaeure-ethylester

4-(1-Methylethyl)-6-oxo-1-cyclohexen-1-carbonsaeure-ethylester

Refernces

• 1、 Armesto, Diego,Ortiz, Maria J.,Agarrabeitia, Antonia R.,El-Boulifi, Noureddin. "Efficient photochemical synthesis of 2-vinylcyclopropanecarbaldehydes, precursors of cyclopropane components present in pyrethroids, by using the oxa-di-π-methane rearrangement". experimental part. p. 8690 - 8697. Retrieved 2011/01/04.
• 2、 Saigo, Kazuhiko,Kudo, Kazuaki,Hashimoto, Yukihiko,Kihara, Nobuhiro,Hasegawa, Masaki. "Stereoselective Synthesis of Ethyl (2E,4E)-Alkadienoates from Ethyl Sulfolane-2-carboxylate". . p. 1203 - 1206. Retrieved 2007/10/02.