550-45-8

Basic information

• Product Name: (1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde
• Synonyms: C09785;Iridodial;(+)-iridodial lactol;(1S,2S,5R,8S)-Iridodial;2-Acetyl-5-methylcyclopentanecarbaldehyde;(1R,αS)-2β-Formyl-α,3β-dimethylcyclopentaneacetaldehyde;Cyclopentaneacetaldehyde, 2-formyl-α,3-dimethyl-, (αS,1R,2S,3S)-;(1S)-2β-Methyl-5α-[(S)-1-formylethyl]cyclopentane-1β-carbaldehyde
• CAS NO: 550-45-8
• Molecular Formula: C₁₀H₁₆O₂
• Molecular Weight: 168.2328
• Mol File: 550-45-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 250.9°C at 760 mmHg
• Flash Point: 92.2°C
• Density: 1.021g/cm³
• Vapor Pressure: 0.0211mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: (1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde(550-45-8)
• EPA Substance Registry System: (1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde(550-45-8)

Safety Data

• Hazardous Substances Data: 550-45-8(Hazardous Substances Data)

Usage

Description

(1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde, also known as iridodial, is a chemical compound belonging to the class of iridoids. It is characterized by the presence of a cyclopentanecarbaldehyde core with a methyl group at position 2 (2S-stereoisomer) and a 1-oxopropan-2-yl group at position 5. (1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde exhibits unique structural features and properties, making it a potential candidate for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
(1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde is used as a pharmaceutical compound for its potential therapeutic applications. (1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde's unique structure and properties may allow it to interact with specific biological targets, making it a promising candidate for the development of new drugs.
Used in Flavor and Fragrance Industry:
(1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde is used as a key component in the synthesis of various fragrances and flavors. Its unique chemical structure may contribute to the creation of novel and distinct scents, enhancing the sensory experience of consumer products.
Used in Chemical Research:
(1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde serves as an important research tool in the field of organic chemistry. Its unique structure and properties make it an interesting subject for studying various chemical reactions and mechanisms, potentially leading to the discovery of new synthetic pathways and applications.
Used in Material Science:
(1R,2S,5R)-2-methyl-5-[(2R)-1-oxopropan-2-yl]cyclopentanecarbaldehyde may be utilized in the development of novel materials with specific properties. Its unique chemical structure could be exploited to create new materials with enhanced performance characteristics, such as improved stability, reactivity, or selectivity.

Upstream product

• 17257-15-7 (4aS,7S,7aS)-nepetalactone 
• 1127-66-8 dolichodial 
• 67978-93-2 (S)-10-oxocitronellal 
• 63573-61-5 iridodial glucoside 
• 49776-64-9 geniposide penta-acetate 
• 20586-16-7 tetraacetyl-6,10-bis(deoxy)aucubin-4-carboxylic acid methyl ester 
• 69252-85-3 11-hydroxyiridodial glucoside pentaacetate 
• 54621-23-7 10-dehydrogeniposide tetraacetate 
• 54621-24-8 (1S,4aS,7aS)-7-Hydroxymethyl-1-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid methyl ester 
• 84906-09-2 7,8-dehydro-11-hydroxyiridodial glucoside pentaacetate 
• 73528-65-1 ixoside monomethyl ester tetraacetate 
• 69252-94-4 iridodial glucoside tetraacetate 
• 24512-66-1 7-deoxyloganin tetracetate 
• 63808-11-7 dl-dehydroiridodial 

Downstream Products

• 21651-62-7 nepetalactone 
• 27934-98-1 ipolamiide 
• 27856-54-8 lamiide 

Relevant articles and documents

Iridodials: Enantiospecific synthesis and stereochemical assignment of the pheromone for the golden-eyed lacewing, Chrysopa oculata

1R,2S,5R,8R; 1R,2S,5R,8S; 1S,2S,5R,8R; and 1S,2S,5R,8S-Iridodials have been prepared in five steps from 4aS,7S,7aR and 4aS,7S,7aS-nepetalactones, major components of catnip oil. 1R,2S,5R,8R-Iridodial has been identified as a male-produced male-aggregation pheromone for Chrysopa oculata, the first pheromone of any kind identified for lacewings.

Studies on monoterpene glucosides and related natural products. XLVII. Synthesis of H- and 2H-labeled iridodial derivatives for studies on the biosynthesis of iridoid glucosides

-