122571-30-6

Basic information

• Product Name: Cyclohexanecarboxaldehyde, 2-methyl-4-oxo-, trans- (9CI)
• Synonyms: Cyclohexanecarboxaldehyde, 2-methyl-4-oxo-, trans- (9CI)
• CAS NO: 122571-30-6
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.17968
• Product Categories: ALDEHYDE
• Mol File: 122571-30-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Cyclohexanecarboxaldehyde, 2-methyl-4-oxo-, trans- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanecarboxaldehyde, 2-methyl-4-oxo-, trans- (9CI)(122571-30-6)
• EPA Substance Registry System: Cyclohexanecarboxaldehyde, 2-methyl-4-oxo-, trans- (9CI)(122571-30-6)

Safety Data

• Hazardous Substances Data: 122571-30-6(Hazardous Substances Data)

Upstream product

• 123-73-9 trans-Crotonaldehyde 
• 38053-91-7 2-trimethylsilyloxy-1,3-butadiene 
• 81658-42-6 2-(trimethylsilyloxy)-1,3-pentadiene 
• 107-02-8 acrolein 

Relevant articles and documents

CHEMISTRY OF ENOL ETHERS. LXXXVI. DIENE CONDENSATION OF 2-TRIMETHYLSILYLOXY-1,3-DIENES WITH α,β-UNSATURATED ALDEHYDES. 1-FORMYL-4-TRIMETHYLSILYLOXY-3-CYCLOHEXENES AND 1-FORMYL-4-OXOCYCLOHEXANES

The diene condensation of a series of 2-trimethylsilyloxy-1,3-dienes (2-trimethylsilyloxy-1,3-butadiene, 2-trimethylsilyloxy-1,3-pentadiene, 2-trimethylsilyloxy-4-methyl-1,3-pentadiene) with acrylaldehyde and crotonaldehyde is distinguished by high regioselectivity and low stereoselectivity.The "para" adducts (1-formyl-4-trimethylsilyloxy-3-cyclohexenes) are formed exclusively in all cases, and the reaction leads to the formation of a mixture of the cis and trans isomers with respect to the asymmetric centers.Alcoholysis or acid hydrolysis of 1-formyl-4-trimethylsilyloxy-3-cyclohexenes give high yields of 1-formyl-4-oxocyclohexanes.In a number of cases the diene condensation is accompanied by the formation of undesirable side compounds, produced as a result of transsilylation, which takes place between the 2-trimethylsilyloxy-1,3-diene and crotonaldehyde used in the reaction.