27608-07-7

Basic information

• Product Name: 3-cyclohexylbutanal
• CAS NO: 27608-07-7
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.2493
• Mol File: 27608-07-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 223.3°C at 760 mmHg
• Flash Point: 85.7°C
• Density: 0.894g/cm³
• Vapor Pressure: 0.097mmHg at 25°C
• Refractive Index: 1.45
• CAS DataBase Reference: 3-cyclohexylbutanal(CAS DataBase Reference)
• NIST Chemistry Reference: 3-cyclohexylbutanal(27608-07-7)
• EPA Substance Registry System: 3-cyclohexylbutanal(27608-07-7)

Safety Data

• Hazardous Substances Data: 27608-07-7(Hazardous Substances Data)

Upstream product

• 91055-75-3 (E)-3-cyclohexylbut-2-enal 
• 123-73-9 trans-Crotonaldehyde 
• 1088-01-3 tricyclohexylborane 
• 110-83-8 cyclohexene 
• 93303-76-5 (2S,3R,4S,5R)-3,4-Dimethyl-5-phenyl-2-((E)-propenyl)-oxazolidine 
• 76019-91-5 3-cyclohexylbutanol 
• 16251-77-7 3-Phenylbutyraldehyde 
• 2722-36-3 3-phenyl-1-butanol 
• 825-16-1 2-cyclohexylbut-3-yn-2-ol 
• 823-76-7 Cyclohexyl methyl ketone 
• 131719-67-0 (E)-3-cyclohexylbut-2-en-1-ol 
• 131719-40-9 (Z)-3-cyclohexylbut-2-en-1-ol 
• 811804-97-4 (Z)-3-cyclohexyl-2-buten-1-ol 

Downstream Products

• 1283096-11-6 (R)-2-((S)-1-cyclohexylethyl)-4,4-bis(phenylsulfonyl)butanal 
• 1283096-08-1 (S)-2-((S)-1-cyclohexylethyl)-4,4-bis(phenylsulfonyl)butanal 

Relevant articles and documents

Exploring Site Selectivity of Iridium Hydride Insertion into Allylic Alcohols: Serendipitous Discovery and Comparative Study of Organic and Organometallic Catalysts for the Vinylogous Peterson Elimination

The vinylogous Peterson elimination of a broad range of primary, secondary, and tertiary silylated allylic alcohols by two distinct and complementary catalytic systems - a cationic iridium complex and a Br?nsted acid - is reported. These results are unexpected. Nonsilylated substrates are typically isomerized into aldehydes and silylated allylic alcohols into homoallylic alcohols with structurally related iridium complexes. Although several organic acids and bases are known to promote the vinylogous Peterson elimination, the practicality, mildness, functional group tolerance, and generality of both catalysts are simply unprecedented. Highly substituted C=C bonds, stereochemically complex scaffolds, and vicinal tertiary and quaternary (stereo)centers are also compatible with the two methods. Both systems are stereospecific and enantiospecific. After optimization, a vast number of dienes with substitution patterns that would be difficult to generate by established strategies are readily accessible. Importantly, control experiments secured that traces of acid that may be generated upon decomposition of the in situ generated iridium hydride are not responsible for the activity observed with the organometallic species. Upon inspection of the reaction scope and on the basis of preliminary investigations, a mechanism involving iridium-hydride and iridium-allyl intermediates is proposed to account for the elimination reaction. Overall, this study confirms that site selectivity for [Ir-H] insertion across the C=C bond of allylic alcohols is a key parameter for the reaction outcome.

Access to high levels of molecular complexity by one-pot iridium/enamine asymmetric catalysis

(Chemical Equation Presented) Independent workers with team spirit: A catalytic sequence that exploits the compatibility of (chiral) cationic iridium catalysts for the isomerization of primary allylic alcohols to aldehydes with organo-catalysts has been d

Iridium-catalyzed isomerization of primary allylic alcohols

A readily accessible iridium hydrogenation catalyst displays high reactivity for the isomerization of primary allylic alcohols under mild reaction conditions. Key to the efficiency of the catalytic system is to deviate from the conventional hydrogenation route in favor of the desired isomerization pathway by adequately tuning the reaction conditions as indicated by preliminary mechanistic investigations. Schweizerische Chemische Gesellschaft.