ChemicalBook > Product Catalog >Chemical Reagents >Organic reagents >Olefin (cyclic and acyclic) >2-Cyclopenten-1-one

2-Cyclopenten-1-one

2-Cyclopenten-1-one Structure
CAS No.
930-30-3
Chemical Name:
2-Cyclopenten-1-one
Synonyms
2-CYCLOPENTEN-1-ONE;Cyclopentenone;CYCLOPENT-2-ENONE;2-CYCLOPENTENE-1-ONE;CPEO;2-CycL;NSC 73117;openten-1-one;2-CYCLOPENTENONE;cyclopenten-2-one
CBNumber:
CB3744099
Molecular Formula:
C5H6O
Molecular Weight:
82.1
MOL File:
930-30-3.mol
MSDS File:
SDS
Modify Date:
2024/8/2 9:53:02

2-Cyclopenten-1-one Properties

Boiling point 64-65 °C19 mm Hg(lit.)
Density 0.98 g/mL at 25 °C(lit.)
refractive index n20/D 1.481(lit.)
Flash point 108 °F
storage temp. 2-8°C
solubility soluble in Chloroform, Methanol
form Liquid
color Clear yellow
Specific Gravity 0.980
Water Solubility almost insoluble
BRN 1446054
InChI InChI=1S/C5H6O/c6-5-3-1-2-4-5/h1,3H,2,4H2
InChIKey BZKFMUIJRXWWQK-UHFFFAOYSA-N
SMILES C1(=O)CCC=C1
LogP -0.114 (est)
CAS DataBase Reference 930-30-3(CAS DataBase Reference)
NIST Chemistry Reference 2-Cyclopenten-1-one(930-30-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02,GHS07
Signal word  Warning
Hazard statements  H335-H226
Precautionary statements  P261-P280a-P405-P501a-P210-P233-P240-P241+P242+P243-P280-P303+P361+P353-P370+P378-P403+P235-P501
Hazard Codes  Xi,Xn
Risk Statements  10-37-36/37/38-22
Safety Statements  16-36-36/37/39
RIDADR  UN 1224 3/PG 3
WGK Germany  3
8
Hazard Note  Irritant
HazardClass  3
PackingGroup  III
HS Code  29142990
NFPA 704
2
2 0

2-Cyclopenten-1-one price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) C112909 2-Cyclopenten-1-one 98% 930-30-3 5G ₹4297.53 2022-06-14 Buy
Sigma-Aldrich(India) C112909 2-Cyclopenten-1-one 98% 930-30-3 25G ₹26196.5 2022-06-14 Buy
Sigma-Aldrich(India) C112909 2-Cyclopenten-1-one 98% 930-30-3 100G ₹66833.55 2022-06-14 Buy
TCI Chemicals (India) C0794 2-Cyclopenten-1-one min. 96.0 % 930-30-3 5ML ₹3900 2022-05-26 Buy
TCI Chemicals (India) C0794 2-Cyclopenten-1-one min. 96.0 % 930-30-3 25ML ₹13800 2022-05-26 Buy
Product number Packaging Price Buy
C112909 5G ₹4297.53 Buy
C112909 25G ₹26196.5 Buy
C112909 100G ₹66833.55 Buy
C0794 5ML ₹3900 Buy
C0794 25ML ₹13800 Buy

2-Cyclopenten-1-one Chemical Properties,Uses,Production

Description

2-Cyclopentenone contains two functional groups, a ketone and an alkene. It is a colourless liquid. 2-cyclopenten-1-one selectively induces the expression of the 70-kDa HSP (HSP70) in human cells through cycloheximide-sensitive activation of heat shock transcription factor 1 (HSF1). It is a natural product found in Perilla frutescens[1].

Chemical Properties

clear yellow liquid

Uses

2-Cyclopenten-1-one is a versatile electrophile employed in various addition reactions including conjugate addition of organocopper nucleophiles, Michael reaction with silyl enol ethers and siloxanes. It is also used in Diels-Alder cycloadditions and phosphoniosilylations.

Preparation

2-Cyclopentenones can be synthesized in a number of ways. One of the routes involves elimination of α-bromo-cyclopentanone using lithium carbonate and Claisen condensation-decarboxylation-isomerization cascades of unsaturated diesters as shown below.
Synthesis of 2-Cyclopenten-1-one
The acid-catalyzed dehydration of cyclopentanediols affords cyclopentenone.
As a functional group, the synthesis of 2-cyclopentenones is accomplished in a variety of other ways, including the Nazarov cyclization reaction from divinyl ketones, Saegusa–Ito oxidation from cyclopentanones, ring-closing metathesis from the corresponding dienes, oxidation of the corresponding cyclic allylic alcohols, and the Pauson–Khand reaction from alkenes, alkynes, and carbon monoxide.
en.wikipedia.org

References

[1] A Rossi, M G Santoro, G Elia. “2-Cyclopenten-1-one, a new inducer of heat shock protein 70 with antiviral activity.” The Journal of Biological Chemistry 271 50 (1996): 32192–6.

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2-CYCLOPENTENONE CPEO 2_cyclopenten-1-0ne 2-cyclopenten-1-0ne 2-Cyclopentenone-1 3-Cyclopenten-2-one Cyclopenten-3-one cyclopenten-2-one 2-Cyclopentenone, pure, 98% Cyclopent-2-en-1-one 97% 1-Cyclopenten-3-one 2-Cyclopentenone, 98%, pure Cyclopent-2-en-3-one 2-Cyclopenten-1-one ,96% 1-Oxocyclopent-2-ene, Cyclopent-1-en-3-one 2-Cyclopentenone, pure, 98% 25GR 2-Cyclopentenone, pure, 98% 5GR 2-Cyclopenten-1-one, 97+% 3-Oxocyclopent-1-ene, Cyclopent-1-en-3-one Cyclopent-2-en-1-one 98+% 2-CycL openten-1-one 2-Cyclopenten-1-one > 2-Cyclopenten-1-one, 96%, for synthesis 2-Cyclopenten-1-One,>98% 1-CYCLOPENTEN-5-ONE NSC 73117 2-CYCLOPENTEN-1-ONE 2-CYCLOPENTENE-1-ONE CYCLOPENT-2-ENONE Cyclopentenone 2-Cyclopenten-1-one (6CI, 7CI, 8CI, 9CI, ACI) 930-30-3 C5H6O Building Blocks Carbonyl Compounds C3 to C6 Organic Building Blocks Ketones Ring Systems C3 to C6 Carbonyl Compounds Ketones Pyridines