232944-74-0

Basic information

• Product Name: 3-Buten-2-one, 3-(chloromethyl)-4-(4-chlorophenyl)-, (3Z)-
• CAS NO: 232944-74-0
• Molecular Formula: C11H10Cl2O
• Molecular Weight: 229.106
• Mol File: 232944-74-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 3-Buten-2-one, 3-(chloromethyl)-4-(4-chlorophenyl)-, (3Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Buten-2-one, 3-(chloromethyl)-4-(4-chlorophenyl)-, (3Z)-(232944-74-0)
• EPA Substance Registry System: 3-Buten-2-one, 3-(chloromethyl)-4-(4-chlorophenyl)-, (3Z)-(232944-74-0)

Safety Data

• Hazardous Substances Data: 232944-74-0(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 78-94-4 methyl vinyl ketone 
• 170377-13-6 3-((4-chlorophenyl)(hydroxy)methyl)but-3-en-2-one 

Downstream Products

• 1101197-89-0 (S)-4-(4'-chlorophenyl)-3-methyl-butan-2-one 
• 1453502-17-4 (R)-4-(4'-chlorophenyl)-3-methyl-butan-2-one 

Relevant articles and documents

Enatioselective Chalcogeno-Baylis-Hillman reaction of arylaldehydes with MVK and acrylates catalyzed by chiral thiepin-TiCl4 complex

In a rational chiral molecular design of chalcogenides, optically active thiepin with C2-symmetric chirality was synthesized from commercially available thiophene. Then enatioselective Chalcogeno-Baylis-Hillman reactions of arylaldehydes with methyl vinyl ketone (MVK) and acrylates were investigated in the presence of thiepin-Lewis acid complex. Finally, up to 64% ee was achieved in the presence of 0.2 equiv. of (S)-thiepin at 20°C. Enatioselective Chalcogeno-Baylis-Hillman reactions between benzaldehydes and acrylates were investigated in the presence of chiral thiepin-Lewis acid complex. Finally, up to 64% ee was achieved in the presence of 0.2 equiv. of (S)-thiepin at 20°C. Copyright

FeCl3 and Yb(OTf)3 Mediated Conversion of Acetates of the Baylis-Hillman Adducts into (Z) and (E) Trisubstituted Alkenes

Anhydrous FeCl3 and Yb(OTf)3 are utilised as new reagents for the stereoselective isomerisation of acetates of the Baylis-Hillman adducts to both (Z) and (E) trisubstituted alkenes respectively.

Titanium(IV) chloride and oxy-compounds promoted Baylis-Hillman reaction

The Baylis-Hillman reaction of aryl aldehydes with α,β-unsaturated ketones in the presence of titanium(IV) chloride can be promoted by oxy-compounds at room temperature, although they are not as effective as amines, chalcogenides, or quaternary ammonium salts. The oxy-compounds can be simple alcohols, ethers, and ketones. For aryl aldehydes having a strong electron-withdrawing group on the phenyl ring such as nitrobenzaldehyde or p-trifluoromethylbenzaldehyde, the chlorinated compound 1 is obtained as the major product. However, for other aryl aldehydes, the elimination compound 3 was formed predominantly. We also found that TiCl4·2THF or TiCl4·2Et2O complex is very effective for this reaction to give the chlorinated products in high yields at low temperature. A plausible mechanism is proposed.