1560-11-8

Basic information

• Product Name: 1-Cyclopentenecarboxylic acid
• Synonyms: CYCLOPENT-1-ENECARBOXYLIC ACID;1-CYCLOPENTENECARBOXYLIC ACID;1-CYCLOPENTENE-1-CARBOXYLIC ACID;1-cyclopentenylcarboxylicacid;cb1684;Isoaleprolic acid;1-CYCLOPENTENE-1-CARBOXYLIC ACID / 1-CYCLOPENTENECARBOXYLIC ACID;1-CYCLOPENTENECARBOXYLIC ACID 97+%
• CAS NO: 1560-11-8
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13
• Product Categories: blocks;Carboxes;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Cycloalkanes;C6;Carbonyl Compounds;Carboxylic Acids
• Mol File: 1560-11-8.mol
• Article Data: 22

Chemical Properties

• Melting Point: 121-124 °C(lit.)
• Boiling Point: 210°C
• Flash Point: 210°C
• Appearance: White to pale yellow powder
• Density: 1.0795 (rough estimate)
• Vapor Pressure: 0.0783mmHg at 25°C
• Refractive Index: 1.4570 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 5.00±0.20(Predicted)
• BRN: 1446347
• CAS DataBase Reference: 1-Cyclopentenecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopentenecarboxylic acid(1560-11-8)
• EPA Substance Registry System: 1-Cyclopentenecarboxylic acid(1560-11-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• RIDADR: 3261
• WGK Germany: 3
• RTECS: GY5976100
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1560-11-8(Hazardous Substances Data)

Usage

Chemical Properties

White to pale yellow powder

Uses

Different sources of media describe the Uses of 1560-11-8 differently. You can refer to the following data:
1. 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.
2. 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.

General Description

1-Cyclopentenecarboxylic acid was evaluated as a new effective anticonvulsant during Anticonvulsant Screening Program (ASP) of Antiepileptic Drug Development Program.

InChI:InChI=1/C6H8O2/c7-6(8)5-3-1-2-4-5/h3H,1-2,4H2,(H,7,8)/p-1

Upstream product

• 6140-65-4 1-cyclopentene-1-carboxaldehyde 
• 857832-35-0 1-(1,2,3,4-tetrahydro-carbazol-9-yl)-cyclopentanecarboxylic acid 
• 81887-89-0 2-hydroxycyclopentyl-1-carboxylic acid 
• 111-50-2 Adipic acid dichloride 
• 5117-85-1 1-hydroxycyclopentanecarbonitrile 
• 81902-29-6 2-Diazo-3-hydroxy-1-cyclohexanone 
• 124-38-9 carbon dioxide 
• 1192-04-7 1-bromocyclopentene 
• 108-88-3 toluene 
• 16841-19-3 1-hydroxy-cyclopentanecarboxylic acid 
• 71-43-2 benzene 
• 10034-85-2 hydrogen iodide 
• 7664-93-9 sulfuric acid 
• 7732-18-5 water 

Downstream Products

• 3400-45-1 cyclopentanecarboxylic acid 
• 59253-90-6 cyclopent-1-enecarbonyl chloride 
• 84257-29-4 cyclopentene-1-(N-phenyl)carboxamide 
• 91495-75-9 trans-3-phenylcyclopentanecarboxylic acid 
• 7015-25-0 (+/-)-cis-2-phenyl-cyclopentane-carboxylic acid-⁽¹⁾ 
• 57043-01-3 (+/-)-trans-2-amino-cyclopentane carboxylic acid 
• 4630-80-2 methyl cyclopentane carboxylate 
• 700-88-9 cyclopentylbenzene 
• 5387-19-9 3,4-Benzobicyclo<3.2.1>octen-2-on 
• 936620-87-0 1-benzyl-2-(cyclopent-1-enecarbonyl)-5,5-dimethyl-pyrazolidin-3-one 
• 757998-11-1 N-benzyl-N-(prop-2-ynyl)-1-cyclopentene-1-carboxamide 
• 104190-32-1 cis/trans-2-<<(4-methoxyphenyl)methyl>thio>-cyclopentanecarboxylic acid 
• 1574407-90-1 C₂₄H₂₀O₃ 

Relevant articles and documents

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Macrolactam Synthesis via Ring-Closing Alkene-Alkene Cross-Coupling Reactions

Reported herein is a practical method for macrolactam synthesis via a Rh(III)-catalyzed ring closing alkene-alkene cross-coupling reaction. The reaction proceeded via a Rh-catalyzed alkenyl sp2 C-H activation process, which allows access to macrocyclic molecules of different ring sizes. Macrolactams containing a conjugated diene framework could be easily prepared in high chemoselectivities and Z,E stereoselectivities.

Macrolide Synthesis through Intramolecular Oxidative Cross-Coupling of Alkenes

A RhIII-catalyzed intramolecular oxidative cross-coupling between double bonds for the synthesis of macrolides is described. Under the optimized reaction conditions, macrocycles containing a diene moiety can be formed in reasonable yields and with excellent chemo- and stereoselectivity. This method provides an efficient approach to synthesize macrocyclic compounds containing a 1,3-conjugated diene structure.