13668-61-6

Basic information

• Product Name: 2-CYCLOPENTENE-1-ACETIC ACID
• Synonyms: 2-Cyclopenten-1-ylacetic acid;2-cyclopentene-1-acetic;2-CYCLOPENTENE-1-ACETIC ACID;cyclopent-2-enylacetic acid;2-Cyclopenteneacetic acid.;(2-Cyclopentenyl)acetic acid;2-(2-Cyclopentenyl)acetic acid;Cyclopentene-3-acetic acid
• CAS NO: 13668-61-6
• Molecular Formula: C₇H₁₀O₂
• Molecular Weight: 126.15
• EINECS: 237-146-1
• Product Categories: Miscellaneous;Building Blocks;C7;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Organic Building Blocks
• Mol File: 13668-61-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 19 °C(lit.)
• Boiling Point: 93-94 °C2.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: colourless liquid with an unpleasant smell
• Density: 1.047 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0148mmHg at 25°C
• Refractive Index: n20/D 1.468(lit.)
• PKA: 4.61±0.10(Predicted)
• Stability: Stable. Incompatible with bases, oxidizing agents, reducing agents.
• BRN: 2042172
• CAS DataBase Reference: 2-CYCLOPENTENE-1-ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYCLOPENTENE-1-ACETIC ACID(13668-61-6)
• EPA Substance Registry System: 2-CYCLOPENTENE-1-ACETIC ACID(13668-61-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 13668-61-6(Hazardous Substances Data)

Usage

Chemical Properties

colourless liquid with an unpleasant smell

Synthesis Reference(s)

The Journal of Organic Chemistry, 46, p. 231, 1981 DOI: 10.1021/jo00315a001Tetrahedron Letters, 5, p. 3031, 1964 DOI: 10.1002/lipi.19640660210

InChI:InChI=1/C7H10O2/c8-7(9)5-6-3-1-2-4-6/h1,3,6H,2,4-5H2,(H,8,9)/p-1/t6-/m1/s1

Upstream product

• 197455-87-1 cyclopent-2-enyl-malonic acid 
• 124-38-9 carbon dioxide 
• 13668-60-5 Δ²-Cyclopentenyl-carbinylchlorid 
• 694-98-4 norborn-5-en-2-one 
• 65234-92-6 (3aα,6a,6aα)-hexahydro-6-(phenylseleno)-2H-cyclopentafuran-2-one 
• 75658-56-9 (3aRS,6SR,6aSR)-6-iodohexahydrocyclopenta[b]furan-2-one 
• 75600-37-2 (3aα,6α,6aα)-hexahydro-6-(phenylthio)-2H-cyclopentafuran-2-one 
• 88708-28-5 C₁₄H₁₆Cl₂O₃Te 
• 134682-20-5 7-anti-(trimethylsilyl)bicyclo[2.2.1]heptan-2-one 
• 88444-66-0 propanedioic acid, 2-cyclopenten-1-yl-dimethyl ester 
• 20657-21-0 3-acetoxycyclopent-1-ene 
• 142-29-0 cyclopentene 
• 53608-93-8 diethyl 2-(cyclopenten-1-yl)propane-1,3-dioate 
• 96-40-2 2-cyclopenten-1-yl chloride 

Downstream Products

• 20006-85-3 2-cyclopentene-1-acetic acid methyl ester 
• 15848-49-4 ethyl 2-(cyclopent-2-enyl)acetate 
• 1123-00-8 2-cyclopentylacetic acid 
• 65405-69-8 cyclopent-2-enyl-acetic acid cyclohexyl ester 
• 71393-03-8 6-(phenylselanyl)hexahydro-2H-cyclopenta[b]furan-2-one 
• 65234-92-6 (3aα,6a,6aα)-hexahydro-6-(phenylseleno)-2H-cyclopentafuran-2-one 
• 141248-80-8 8-<(methoxyphenyl)thio>-2-oxabicyclo<3.3.0>octane-3-one 
• 111017-50-6 2-<<(4-methoxyphenyl)thio>methyl>-2,3-dihydrobenzofuran 
• 88708-28-5 C₁₄H₁₆Cl₂O₃Te 
• 163444-21-1 2-(2-cyclopentenyl)-7-phenyl-6-heptynoic acid 
• 5650-67-9 3,3a,4,6a-tetrahydro-2H-cyclopenta[b]furan-2-one 
• 104-15-4 toluene-4-sulfonic acid 
• 38110-76-8 (+-)-cis-3,3a,4,6a-tetrahydro-cyclopenta[b]furan-2-one 
• 26054-46-6 cis-(±)-2-oxabicyclo[3.3.0]oct-6-en-3-one 

Relevant articles and documents

Synthetic studies toward isoschizogamine: Construction of pentacyclic core structure

Development of a concise construction of the pentacyclic core skeleton of isoschizogamine was described. Tetracyclic A,B,D,F-rings structure was assembled by intramolecular aza-Diels–Alder reaction via an ortho-iminoquinone methide intermediate. The C-ring was formed by oxidation of the benzylic position with a combination of Cr(CO)6 and t-BuOOH, followed by the introduction of an aminoethyl side chain, C–H oxidation of the lactam ring with CrO3 and n-Bu4NI, and final cyclization to construct the cyclic aminal moiety.

β-Effects of silicon in directing fragmentation of β- silylcycloalkanone radical cations [12]

-