Carbonic acid, (2E)-3,7-dimethyl-2,6-octadienyl methyl ester

Base Information

• Chemical Name: Carbonic acid, (2E)-3,7-dimethyl-2,6-octadienyl methyl ester
• CAS No.: 85217-72-7
• Molecular Formula: C12H20O3
• Molecular Weight: 212.289
• Mol file: 85217-72-7.mol

Synonyms:(E)-3,7-dimethylocta-2,6-dien-1-yl methyl carbonate;geranyl carbonate;Carbonic acid,(2Z)-3,7-dimethyl-2,6-octadienyl methyl ester;geranyl methyl carbonate;Carbonic acid,(2E)-3,7-dimethyl-2,6-octadienyl methyl ester;

Chemical Property of Carbonic acid, (2E)-3,7-dimethyl-2,6-octadienyl methyl ester

Chemical Property:

• PSA: 35.53000
• LogP: 3.46210

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbonic acid, (2E)-3,7-dimethyl-2,6-octadienyl methyl ester

There total 9 articles about Carbonic acid, (2E)-3,7-dimethyl-2,6-octadienyl 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: 98.0%

Geraniol (106-24-1) + methyl chloroformate (79-22-1) → geranyl methyl carbonate (85217-72-7)

Guidance literature:

Geraniol; With pyridine; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

methyl chloroformate; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c03806

Reference yield: 97.0%

Geraniol (106-24-1) + carbonic acid dimethyl ester (616-38-6) → geranyl methyl carbonate (85217-72-7)

Guidance literature:

With heterogeneous zinc/imidazole catalyst; at 110 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201600229

Reference yield: 59.0%

→ 3,7-dimethylocta-2,6-dien-1-yl methyl carbonate (85217-72-7,85217-73-8,91362-68-4)

Guidance literature:

With pyridine; dmap; In toluene; at 10 - 20 ℃; for 20.25h;

upstream raw materials:

methyl chloroformate

geraniol

Geraniol

carbonic acid dimethyl ester

Downstream raw materials:

geranyl phenyl sulfide

pseudo-ionone

2-methylglutaric acid

dihydromyrcene

Refernces

• 1、 Chen, Yi,Gao, Lu,Song, Xuanyi,Song, Zhenlei. "Intramolecular Sakurai Allylation of Geminal Bis(silyl) Enamide with Indolenine. A Diastereoselective Cyclization to Form Functionalized Hexahydropyrido[3,4- b]Indole". supporting information. p. 124 - 128. Retrieved 2021/01/13.
• 2、 Braga, Felipe C.,Gallou, Fabrice,Lee, Nicholas R.,Lippincott, Daniel J.,Lipshutz, Bruce H.,Moghadam, Farbod A.,Zhu, Bingchun. "Sustainable Palladium-Catalyzed Tsuji-Trost Reactions Enabled by Aqueous Micellar Catalysis". supporting information. . Retrieved 2020/07/15.