Cyclopentanecarboxylic acid, 3-methylene-, methyl ester (9CI)

Base Information

• Chemical Name: Cyclopentanecarboxylic acid, 3-methylene-, methyl ester (9CI)
• CAS No.: 37575-80-7
• Molecular Formula: C8H12 O2
• Molecular Weight: 140.182
• Hs Code.: 2916209090
• Mol file: 37575-80-7.mol

Synonyms:Cyclopentanecarboxylic acid, 3-methylene-, methyl ester (9CI)

Chemical Property of Cyclopentanecarboxylic acid, 3-methylene-, methyl ester (9CI)

Chemical Property:

• PSA: 26.30000
• LogP: 1.51570

Purity/Quality:

3-METHYLENECYCLOPENTANECARBOXYLIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopentanecarboxylic acid, 3-methylene-, methyl ester (9CI)

There total 4 articles about Cyclopentanecarboxylic acid, 3-methylene-, methyl ester (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: 92.0%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + methylene cyclopropane (6142-73-0) → 5-methylenespiro<2.4>heptane (37745-07-6) + methyl 3-methylenecyclopentane-1-carboxylate (37575-80-7) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + isobutene (115-11-7,15220-85-6)

Guidance literature:

bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; Yields of byproduct given; 1) r.t. to 70 deg C, 3 h, 2) 70 deg C to 25 deg C, 2 h;

Reference yield: 0.6%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) + methylene cyclopropane (6142-73-0) → 5-methylenespiro<2.4>heptane (37745-07-6) + 3-Methyl-cyclopent-2-enecarboxylic acid methyl ester (64187-84-4) + methyl 3-methylenecyclopentane-1-carboxylate (37575-80-7) + (+)-4-Carbomethoxy-1-methylcyclopenten (80137-82-2,52148-78-4)

Guidance literature:

With tris(1-methylethyl)phosphine; allyl(cyclopentadiene)palladium(II); In toluene; at 130 ℃; for 2.5h; Product distribution; in dependence on catalyst, time, temperature;

Reference yield:

cellulose (9004-34-6) → furfural (98-01-1) + 5-Methylfurfural (620-02-0) + 3-methyl-furan-2,4-dione (1192-51-4,69841-77-6) + 2-(diethoxymethyl)furan (13529-27-6) + n-butyl lactate (138-22-7) + acetic acid butyl ester (123-86-4) + levulinic acid methyl ester (624-45-3) + methyl 3-hydroxyhexanoate (21188-58-9) + methyl 3-methylenecyclopentane-1-carboxylate (37575-80-7) + levulinic acid (123-76-2)

Guidance literature:

With 1-methyl-3-(4-sulfobutyl)-1H-imidazol-3-ium hydrogensulfate; 1-butyl-3-methylimidazolium chloride; In methanol; hexane; at 19.84 - 199.84 ℃; pH=0.09; Reagent/catalyst; Temperature; pH-value; chemoselective reaction; Mechanism; Autoclave; Inert atmosphere;

DOI:10.1039/c1gc15597k

upstream raw materials:

acrylic acid methyl ester

methylene cyclopropane

cellulose

Downstream raw materials:

(3-Methylenecyclopentyl)methanol

methyl 3-oxocyclopentane-1-carboxylate