66972-67-6

Basic information

• Product Name: 2-(3-oxocyclopentyl)acetaldehyde
• Synonyms: 2-(3-oxocyclopentyl)acetaldehyde
• CAS NO: 66972-67-6
• Molecular Formula: C7H10O2
• Molecular Weight: 126.1531
• Mol File: 66972-67-6.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(3-oxocyclopentyl)acetaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-oxocyclopentyl)acetaldehyde(66972-67-6)
• EPA Substance Registry System: 2-(3-oxocyclopentyl)acetaldehyde(66972-67-6)

Safety Data

• Hazardous Substances Data: 66972-67-6(Hazardous Substances Data)

Usage

Aldehyde group

A carbonyl group (C=O) bonded to a hydrogen atom and an alkyl group. The presence of the aldehyde group gives this compound its characteristic odor and taste properties.

Cyclopentyl ring

A five-carbon ring structure in the molecule. The presence of the cyclopentyl ring contributes to the compound's chemical properties and reactivity.

Keto group

A carbonyl group (C=O) bonded to two alkyl or aryl groups. The presence of the keto group makes the compound more reactive and contributes to its chemical properties.

Flavoring agent

2-(3-oxocyclopentyl)acetaldehyde is used as a flavoring agent in food and beverages due to its pleasant odor and taste properties.

Industrial and laboratory use

The compound is used in the production of other organic compounds and can be found in various industrial and laboratory processes.

Hazardous

This chemical can be harmful if ingested, inhaled, or absorbed through the skin. It is important to handle this compound with caution and take appropriate safety precautions.

Upstream product

• 66972-66-5 3-Ketocyclopentylacetylchlorid 
• 67-56-1 methanol 
• 194608-68-9 1,2-norbornadiol 
• 73057-67-7 3-(2'-propenyl)cyclopentanone 
• 930-30-3 cyclopent-2-enone 
• 3128-05-0 (3-oxo-cyclopentyl)-acetic acid 

Downstream Products

• 84621-34-1 (R)-(+)-methyl 3-oxocyclopentylacetate 
• 2630-38-8 (S)-(-)-methyl 3-oxocyclopentylacetate 

Relevant articles and documents

Asymmetric Michael Addition Reactions of Chiral Prop-2-enyl- and But-2-enylphosphonate Anions with Cyclic Enones

Reactions of anions derived from chiral allyl- and crotylphosphonates with α,β-unsaturated cyclic ketones took place at the γ-position of the reagents and led to diastereomerically enriched products of conjugate addition, suggesting efficient enantiotopic face discrimination caused by remote asymmetric induction.Using mixtures of crotylphosphonates with different E/Z ratios, we found that the E/Z stereochemistry of the reagent was highly translated into the products.A tandem vicinal dialkylation based on Michael addition - enolate methylation was carried out to give the trans α,β-dialkylated product with high selectivity.Oxidative cleavage of the Michael adducts resulted in the formation of the optically active δ-keto aldehyde corresponding to the formal conjugate addition of an acetaldehyde or a propionaldehyde anion equivalent to α,β-unsaturated carbonyl compounds.

Synthesis of homochiral 3-substituted cyclopentanones from 2-norbornanones

The cleavage of the C1-C2 bond in norbornate derivatives is accomplished by base-promoted hydrolysis of α-nitroketones, periodate oxidation or Beckmann fragmentation of suitable precursors prepared from the 2-norbornanones 1. These reactions are the basis for the synthesis of the 3-substituted homochiral cyclopentanones 6, 10 or 15.