cis-Cyclopentane-1,2-dicarboxylic acid

Base Information

• Chemical Name: cis-Cyclopentane-1,2-dicarboxylic acid
• CAS No.: 1461-96-7
• Molecular Formula: C7H10O4
• Molecular Weight: 158.154
• Hs Code.: 2917209090
• European Community (EC) Number: 664-400-2
• Nikkaji Number: J80.119D
• Mol file: 1461-96-7.mol

Synonyms:cis-Cyclopentane-1,2-dicarboxylic acid;1461-96-7;cis-1,2-cyclopentanedicarboxylic acid;MFCD01311172;(1S,2R)-cyclopentane-1,2-dicarboxylic acid;cis-1,2-cyclopentanedicarbo xylic acid;(1r,2s)-cyclopentane-1,2-dicarboxylic acid;(+/-)-cis-Cyclopentane-1,2-dicarboxylic acid;1,2-Cyclopentanedicarboxylic acid, (1R,2S)-rel-;SCHEMBL419838;ASJCSAKCMTWGAH-SYDPRGILSA-N;BAA46196;AKOS006278148;cis-1, 2-cyclopentanedicarboxylic acid;CS-W010898;(cis)-cyclopentane-1,2-dicarboxylic acid;AS-30035;(1R,2S)-rel-1,2-Cyclopentanedicarboxylic Acid;A849796;(+/-)-cis-Cyclopentane-1,2-dicarboxylic acid, >=97.0% (GC)

Chemical Property of cis-Cyclopentane-1,2-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 8.88E-07mmHg at 25°C
• Melting Point: 132-136℃
• Refractive Index: 1.535
• Boiling Point: 378.6 °C at 760 mmHg
• PKA: pK1:4.43;pK2:6.67 (25°C)
• Flash Point: 196.9 °C
• PSA: 74.60000
• Density: 1.396 g/cm³
• LogP: 0.57190
• Solubility.: Chloroform, Methanol, Moderately Solubility in Water
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 158.05790880
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

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

(1R,2S)-rel-1,2-CyclopentanedicarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C1)C(=O)O)C(=O)O
• Isomeric SMILES: C1C[C@H]([C@H](C1)C(=O)O)C(=O)O
• Uses: Possible inhibitor of prolidase. (1R,2S)-rel-1,2-Cyclopentanedicarboxylic Acid is a Possible inhibitor of prolidase.

Technology Process of cis-Cyclopentane-1,2-dicarboxylic acid

There total 23 articles about cis-Cyclopentane-1,2-dicarboxylic acid 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: 74.0%

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → cis-1,2-cyclopentanedicarboxylic acid (1461-96-7)

Guidance literature:

ethyl 2-oxocyclohexane carboxylate; In chloroform; at 0 - 20 ℃;

With potassium hydroxide; In water; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2006.11.122

Reference yield: 73.0%

ethyl 3-bromo-2-oxocyclohexanecarboxylate (30132-23-1) → cis-1,2-cyclopentanedicarboxylic acid (1461-96-7)

Guidance literature:

With potassium hydroxide;

DOI:10.1002/chem.200903158

Reference yield: 54.0%

2,4-dimethoxybicyclo<3.2.1>octane (79692-84-5) → cis-1,2-cyclopentanedicarboxylic acid (1461-96-7)

Guidance literature:

DOI:10.1016/0040-4020(80)87007-4

upstream raw materials:

cyclopent-1-ene-1,2-dicarboxylic acid

trans-1,2-cyclopentanedicarboxylic acid

cis-1,2-divinylcyclopentane

exo-cis-6,7-Dihydroxy-cis-bicyclo<3,2,0>heptan

Downstream raw materials:

2,4,5,6,3a,6a-hexahydro-2-oxapentalen-1,3-dione

cis-cyclopentane-1,2-dicarboxylic acid-anhydride

cis-1,2-bis(hydroxymethyl)cyclopentane

Cyclopentan-1.2-trans-diamin

Refernces

• 1、 R?me, Daniel,Johansson, Martin,Sterner, Olov. "Enantioselective formal synthesis of tridemethylisovelleral". . p. 635 - 638. Retrieved 2007.
• 2、 Wender,Lechleiter. "". . p. 267. Retrieved 1977.
• 3、 De La Fuente, Veronica,Waugh, Mark,Eastham, Graham R.,Iggo, Jonathan A.,Castillon, Sergio,Claver, Carmen. "Phosphine ligands in the Palladium-catalysed methoxycarbonylation of ethene: Insights into the catalytic cycle through an HP NMR spectroscopic Study". scheme or table. p. 6919 - 6932. Retrieved 2010/08/07.