1-Cyclopentenecarboxylic acid

Base Information

• Chemical Name: 1-Cyclopentenecarboxylic acid
• CAS No.: 1560-11-8
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 29162090
• European Community (EC) Number: 626-080-2
• NSC Number: 44968
• DSSTox Substance ID: DTXSID90166023
• Nikkaji Number: J80.230A
• Wikidata: Q72460374
• ChEMBL ID: CHEMBL115179
• Mol file: 1560-11-8.mol

Synonyms:1-Cyclopentenecarboxylic acid;1560-11-8;1-Cyclopentene-1-carboxylic acid;Isoaleprolic acid;cyclopentene-1-carboxylic acid;Cyclopent-1-enecarboxylic acid;cyclopent-1-ene-1-carboxylic acid;Cyclopentenecarboxylic acid;cyclopentenoic acid;1-Cyclopentenylcarboxylic acid;CB 1684;BRN 1446347;MFCD00001396;4-09-00-00109 (Beilstein Handbook Reference);1-Cyclopentenecarboxylicacid;lic acid;CYCLOPENTENECARBOXY;cyclopentaencarboxylic acid;ghl.PD_Mitscher_leg0.28;SCHEMBL502595;1-cyclopentene carboxylic acid;CHEMBL115179;DTXSID90166023;NSC44968;STR05004;1-Cyclopentenecarboxylic acid, 98%;NSC 44968;NSC-44968;(1-cyclopenten-1-yl)-carboxylic acid;AKOS005259110;CS-W005540;BP-10251;LS-58294;SY027520;AM20080408;C1702;FT-0607681;EN300-98600;A809709;J-009268;Z1205493596

Chemical Property of 1-Cyclopentenecarboxylic acid

Chemical Property:

• Appearance/Colour: White to pale yellow powder
• Vapor Pressure: 0.0783mmHg at 25°C
• Melting Point: 121-124 °C(lit.)
• Refractive Index: 1.4570 (estimate)
• Boiling Point: 210 °C at 760 mmHg
• PKA: 5.00±0.20(Predicted)
• Flash Point: 101.3 °C
• PSA: 37.30000
• Density: 1.215 g/cm³
• LogP: 1.18130
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 136

Purity/Quality:

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

1-Cyclopentenecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC=C(C1)C(=O)O
• Uses: 1-Cyclopentenecarboxylic Acid can be used for enantioselective 1,3-dipolar cycloadditions of diazoacetates and solid-phase synthesis of substituted indolines. It can also be used to develop antagonists for A1- and A2-adenosine receptors. 1-Cyclopentenecarboxylic acid was used in synthesis of cis-8-hexahydroindanecarboxylic acid via Diels-Alder reaction with butadiene. It was also used in synthesis of isoxazole derivatives.

Technology Process of 1-Cyclopentenecarboxylic acid

There total 64 articles about 1-Cyclopentenecarboxylic 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: 96.0%

ethyl cyclopent-1-enecarboxylate (10267-94-4) → cyclopent-1-enecarboxylic acid (1560-11-8)

Guidance literature:

With potassium hydroxide; In methanol; for 2h; Heating;

DOI:10.1021/jm00017a024

Reference yield: 87.0%

Bromoform (75-25-2) + cyclopentanone (120-92-3) → cyclopent-1-enecarboxylic acid (1560-11-8)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; water; lithium hydroxide; In tert-butyl alcohol; at 20 - 50 ℃; for 37h;

DOI:10.2298/JSC111104016V

Reference yield: 87.0%

1-cyclopentene-1-carboxaldehyde (6140-65-4) → cyclopent-1-enecarboxylic acid (1560-11-8)

Guidance literature:

With sodium hydroxide; silver nitrate; In water; for 0.333333h; Ambient temperature;

upstream raw materials:

ethyl cyclopent-1-enecarboxylate

1-hydroxy-cyclopentanecarboxylic acid

1-methyl-4-nitrosobenzene

2-cyclopenten-1-carbonitrile

Downstream raw materials:

cyclopentanecarboxylic acid

cyclopent-1-enecarbonyl chloride

cyclopentene-1-(N-phenyl)carboxamide

trans-3-phenylcyclopentanecarboxylic acid

Refernces

• 1、 Bernath,Gera. "". . p. 1615. Retrieved 1976.
• 2、 Wang, Zhen,Hu, Liang,Chekshin, Nikita,Zhuang, Zhe,Qian, Shaoqun,Qiao, Jennifer X.,Yu, Jin-Quan. "Ligand-controlled divergent dehydrogenative reactions of carboxylic acids via C–H activation". . p. 1281 - 1285. Retrieved 2021/12/10.
• 3、 Shimomaki, Katsuya,Nakajima, Tomoya,Caner, Joaquim,Toriumi, Naoyuki,Iwasawa, Nobuharu. "Palladium-Catalyzed Visible-Light-Driven Carboxylation of Aryl and Alkenyl Triflates by Using Photoredox Catalysts". supporting information. p. 4486 - 4489. Retrieved 2019/06/24.