2-Hydroxycyclopent-2-en-1-one

CAS No. 10493-98-8
Cat. No. CS-W019237
Purity≥95%
MDL No.MFCD16251523

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2-Hydroxycyclopent-2-en-1-one|CS-W019237

Structure of 10493-98-8

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Description

2-Hydroxycyclopent-2-en-1-one is a reactive enol tautomer featuring a conjugated carbonyl and hydroxyl group within a strained five-membered ring. This structural motif enables direct participation in electrophilic additions and facilitates rapid cyclization under mild conditions. The compound's inherent instability drives dynamic reactivity, making it valuable for constructing complex heterocycles and natural product intermediates in synthetic organic chemistry workflows.

Application

2-Hydroxycyclopent-2-en-1-one serves as a versatile synthon in organic synthesis, enabling efficient access to substituted cyclopentane derivatives through facile Michael additions and aldol-type condensations. Its enolizable carbonyl and conjugated alkene functionality facilitate diverse transformations under mild conditions, with demonstrated utility in constructing biologically relevant heterocyclic scaffolds. Bench-stable and amenable to straightforward purification, it functions reliably in multi-step sequences requiring functional group tolerance and predictable reactivity.

General Information

CAS No. 10493-98-8
Cat. No. CS-W019237
Purity ≥95%
MDL No. MFCD16251523
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆O₂
Molecular Weight 98.10
Synonym(s) None
SMILES O=C1C(O)=CCC1

Computational Chemistry Data

TPSA 37.3
LogP 0.7912
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Fatty ring compounds Cyclopentane compounds

Key Words

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2-Hydroxycyclopent-2-en-1-one

CAS No. 10493-98-8

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