2-Cyclopentene-1-carboxylic acid, 1,2,5-trimethyl-, trans- (9CI)

Base Information

• Chemical Name: 2-Cyclopentene-1-carboxylic acid, 1,2,5-trimethyl-, trans- (9CI)
• CAS No.: 88907-86-2
• Molecular Formula: C₉H₁₄O₂
• Molecular Weight: 154.209
• Mol file: 88907-86-2.mol

Synonyms:2-Cyclopentene-1-carboxylic acid, 1,2,5-trimethyl-, trans- (9CI)

Chemical Property of 2-Cyclopentene-1-carboxylic acid, 1,2,5-trimethyl-, trans- (9CI)

Chemical Property:

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Cyclopentene-1-carboxylic acid, 1,2,5-trimethyl-, trans- (9CI)

There total 5 articles about 2-Cyclopentene-1-carboxylic acid, 1,2,5-trimethyl-, trans- (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: 12.0%

2,5,5-trimethyl-1-cyclopentene-1-carbonitrile (85545-03-5) → 2,5,5-trimethylcyclopent-2-ene-1-carboxylic acid (88907-87-3) + 2,5,5-trimethylcyclopent-1-ene-1-carboxylic acid (27593-18-6) + (1RS,5SR)-1,2,5-trimethylcylopent-2-ene-1-carboxylic acid (88907-86-2,108573-17-7)

Guidance literature:

With potassium hydroxide; In various solvent(s); at 200 ℃; for 20h;

DOI:10.1016/S0040-4039(00)88292-1

Reference yield:

(1R,2S)-1,2-Dimethyl-5-oxo-cyclopentanecarboxylic acid methyl ester → (1RS,5SR)-1,2,5-trimethylcylopent-2-ene-1-carboxylic acid (88907-86-2,108573-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / Ambient temperature

2: 1.) KOH, 2.) HCl / 1.) diethyleneglycol, 200 deg C, 72 h, 2.) 0 deg C

With hydrogenchloride; potassium hydroxide; In tetrahydrofuran;

DOI:10.1002/hlca.19860690525

Reference yield:

methyl (1RS,2SR)-1,2-dimethyl-5-methylidenecyclopentane-1-carboxylate → (1RS,5SR)-1,2,5-trimethylcylopent-2-ene-1-carboxylic acid (88907-86-2,108573-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: RhCl₃*H₂O / aq. ethanol / 17 h / Heating

2: 1.) NaOH, 2.) HCl / 1.) MeOH, water, 40-50 deg C, 13 h

With hydrogenchloride; sodium hydroxide; rhodium(III) chloride; In ethanol;

DOI:10.1002/hlca.19860690525

upstream raw materials:

2,5,5-trimethyl-1-cyclopentene-1-carbonitrile

Downstream raw materials:

C₂₁H₂₈O₂S

Refernces

• 1、 Huguet, Joan,Karpf, Martin,Dreiding, Andre S.. "SYNTHESIS OF A STEREOISOMER OF PTYCHANOLIDE". . p. 4177 - 4180. Retrieved 2007/10/02.