128649-19-4

Basic information

• Product Name: (Z)-α-butylcinnamaldehyde
• Synonyms: (Z)-α-butylcinnamaldehyde
• CAS NO: 128649-19-4
• Molecular Weight: 188.269
• Mol File: 128649-19-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (Z)-α-butylcinnamaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-α-butylcinnamaldehyde(128649-19-4)
• EPA Substance Registry System: (Z)-α-butylcinnamaldehyde(128649-19-4)

Safety Data

• Hazardous Substances Data: 128649-19-4(Hazardous Substances Data)

Upstream product

• 66-25-1 hexanal 
• 100-44-7 benzyl chloride 
• 128649-15-0 N-(2-benzyl-2-chloro-1-hexylidene)t-butylamine 
• 128649-14-9 N-(2-benzyl-1-hexylidene)t-butylamine 
• 56951-64-5 N-(1-hexylidene)t-butylamine 
• 56951-64-5 N-tert-butylhexan-1-imine 
• 904295-67-6 α,α-bis(trimethylsilyl)-N-tert-butylhexanaldimine 
• 100-52-7 benzaldehyde 
• 85260-47-5 cis-2-(1'-butyl)-1-(trimethylsilyl)oxirane 
• 128649-16-1 N-(2-butyl-3-phenyl-2-propen-1-ylidene)t-butylamine 
• 84395-69-7 1-[(1E)-hex-1-en-1-yl]piperidine 
• 774-48-1 (diethoxymethyl)benzene 

Downstream Products

• 1055718-10-9 2-butyl-3-phenyl-allyl alcohol 

Relevant articles and documents

REGIOSPECIFIC RING CLEAVAGE OF α,β-EPOXYSILANES TO FORM TRANSITION METAL ENOLATE INTERMEDIATES

Molybdenum(II) acetate dimer or titanium(IV) i-propoxide induced regiospecific ring cleavage of α,β-epoxysilanes to form the enolate intermediates, which reacted with aldehydes to give the corresponding α,β-unsaturated carbonyl compounds.

OXIDATION OF ALDEHYDES TO α,β-UNSATURATED ALDEHYDES VIA α-CHLOROALDIMINES

The oxidation of aldehydes to α,β-unsaturated aldehydes has been performed by a sequence of reactions involving conversion into aldimines, chlorination at the α-position to form α-chloroaldimines, base-induced dehydrochlorination and hydrolysis.The four-step transformation can be executed without isolation of the intermediates.This method has been applied to the synthesis of an artificial flavor, i.e. 2-butyl-3-phenylpropenal.

REACTION OF ENOLATES OF ACYLTRIMETHYLSILANES WITH ALDEHYDES. CANNIZZARO TYPE OXIDATION-REDUCTION REACTION WITH A TRIMETHYLSILYLCARBONYL GROUP

The reaction of an acyltrimethylsilane enolate with 2 eq of an aldehyde gives a 1:2 adduct, while that with the enolate of an α-chloroacyltrimethylsilane affords an α,β-unsaturated aldehyde as a 1:1 adduct accompanied by the carboxylic acid derived from the starting aldehyde.An oxidation-reduction reaction mechanism on the trimethylsilylcarbonyl group has been proposed.