1-Cyclopentene-1-carboxylicacid,5-(1-methylethyl)-,methylester(9CI)

Base Information

• Chemical Name: 1-Cyclopentene-1-carboxylicacid,5-(1-methylethyl)-,methylester(9CI)
• CAS No.: 182683-20-1
• Molecular Formula: C10H16O2
• Molecular Weight: 168.23
• Mol file: 182683-20-1.mol

Synonyms:1-Cyclopentene-1-carboxylicacid,5-(1-methylethyl)-,methylester(9CI)

Chemical Property of 1-Cyclopentene-1-carboxylicacid,5-(1-methylethyl)-,methylester(9CI)

Chemical Property:

• PSA: 26.30000
• LogP: 2.15180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Cyclopentene-1-carboxylicacid,5-(1-methylethyl)-,methylester(9CI)

There total 4 articles about 1-Cyclopentene-1-carboxylicacid,5-(1-methylethyl)-,methylester(9CI) 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: 65.0%

isopropylmagnesium chloride (1068-55-9) + 5-acetoxycyclopent-1-enecarboxylic acid methyl ester (438045-06-8) → methyl 5-isopropyl-cyclopentene-1-carboxylate (182683-20-1)

Guidance literature:

5-acetoxycyclopent-1-enecarboxylic acid methyl ester; With copper(l) iodide; In tetrahydrofuran; at -70 ℃; for 0.0833333h;

isopropylmagnesium chloride; In tetrahydrofuran; at -70 ℃; for 3h;

DOI:10.1039/b506339f

Reference yield:

isopropylmagnesium bromide (920-39-8) + 5-(tert-butyl-dimethyl-silanyloxy)-cyclopent-1-enecarboxylic acid ethyl ester (182683-03-0) → methyl 5-isopropyl-cyclopentene-1-carboxylate (182683-20-1) + (1S,2R,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-5-isopropyl-cyclopentanecarboxylic acid methyl ester

Guidance literature:

With copper(l) iodide; Chlormethylsilylen; In tetrahydrofuran; at -35 ℃; for 2h; Title compound not separated from byproducts;

DOI:10.1016/0040-4039(96)01386-X

Reference yield:

isopropylmagnesium chloride (1068-55-9) + 5-(tert-butyl-dimethyl-silanyloxy)-cyclopent-1-enecarboxylic acid ethyl ester (182683-03-0) → methyl 5-isopropyl-cyclopentene-1-carboxylate (182683-20-1) + (1S,2R,5S)-2-(tert-Butyl-dimethyl-silanyloxy)-5-isopropyl-cyclopentanecarboxylic acid methyl ester

Guidance literature:

isopropylmagnesium chloride; 5-(tert-butyl-dimethyl-silanyloxy)-cyclopent-1-enecarboxylic acid ethyl ester; With chloro-trimethyl-silane; Br₂Cu^(1-)*Li⁽¹⁺⁾; In tetrahydrofuran; at -10 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran; water; at -30 ℃; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(01)00044-8

upstream raw materials:

isopropylmagnesium bromide

5-(tert-butyl-dimethyl-silanyloxy)-cyclopent-1-enecarboxylic acid ethyl ester

isopropylmagnesium chloride

5-acetoxycyclopent-1-enecarboxylic acid methyl ester