METHYL 1-CYCLOPENTENE-1-CARBOXYLATE

Base Information

• Chemical Name: METHYL 1-CYCLOPENTENE-1-CARBOXYLATE
• CAS No.: 25662-28-6
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Hs Code.: 29162090
• Mol file: 25662-28-6.mol

Synonyms:1-(Methoxycarbonyl)cyclopentene;Methyl 1-Cyclopentene-1-carboxylate;Methyl 1-cyclopentenoate;Methylcyclopentene-1-carboxylate;

Chemical Property of METHYL 1-CYCLOPENTENE-1-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 2.28mmHg at 25°C
• Refractive Index: n20/D 1.4660(lit.)
• Boiling Point: 161.3 °C at 760 mmHg
• Flash Point: 50.5 °C
• PSA: 26.30000
• Density: 1.072 g/cm³
• LogP: 1.26970
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

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

1-Cyclopentene-1-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 1-cyclopentene-1-carboxylate may be used as starting material in the synthesis of pinnaic acid and halichlorine. It undergoes asymmetric oxidative Heck reaction with aryl boronic acids to form coupling products in the presence of chiral NHC (N-heterocyclic carbine)-palladium (II) complex.

Technology Process of METHYL 1-CYCLOPENTENE-1-CARBOXYLATE

There total 1 articles about METHYL 1-CYCLOPENTENE-1-CARBOXYLATE 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: 46.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + cyclopentene (142-29-0) → 1-(carboxymethoxy)cyclopentadiene (25662-28-6) + methyl cyclopentane carboxylate (4630-80-2) + cyclopentanone (120-92-3)

Guidance literature:

With methanesulfonic acid; oxygen; ammonium chloride; palladium diacetate; NPMoV; at 50 ℃; for 1h; under 760.051 Torr;

DOI:10.1021/jo0255779

Reference yield: 96.0%

1-(carboxymethoxy)cyclopentadiene (25662-28-6) + 2-iodophenylamine (615-43-0) → C12H12INO (1240239-85-3)

Guidance literature:

2-iodophenylamine; With trimethylaluminum; In toluene; at 0 - 20 ℃; for 0.416667h; Inert atmosphere;

1-(carboxymethoxy)cyclopentadiene; In toluene; at 20 - 60 ℃; Inert atmosphere;

DOI:10.1021/ol1009703

Reference yield: 89.0%

1-(carboxymethoxy)cyclopentadiene (25662-28-6) + 4-bromo-2,6-difluorophenol (104197-13-9) → methyl 2-(3,5-difluoro-4-hydroxyphenyl)cyclopent-1-enecarboxylate (1224103-77-8)

Guidance literature:

With triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; at 100 ℃; Inert atmosphere;

upstream raw materials:

methanol

carbon monoxide

cyclopentene

Downstream raw materials:

(3aR,3bS,7aS,7bS)-3b-Methyl-7-oxo-decahydro-cyclopenta[3,4]cyclobuta[1,2]benzene-3a-carboxylic acid methyl ester

2-(2-Methyl-6-oxo-cyclohex-1-enyl)-cyclopentanecarboxylic acid methyl ester

2-[4-Benzyloxy-1-(pyrrolidine-1-carbonyl)-butyl]-1-(4-methyl-pent-3-enyl)-cyclopentanecarboxylic acid methyl ester

(1R,2S)-2-[(S)-4-Benzyloxy-1-(pyrrolidine-1-carbonyl)-butyl]-1-(4-methyl-pent-3-enyl)-cyclopentanecarboxylic acid methyl ester

Refernces