959687-69-5

Basic information

• Product Name: 2-bromo-5-chlorobenzaldehyde dimethyl acetal
• Synonyms: 2-bromo-5-chlorobenzaldehyde dimethyl acetal
• CAS NO: 959687-69-5
• Molecular Weight: 265.534
• Mol File: 959687-69-5.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 2-bromo-5-chlorobenzaldehyde dimethyl acetal(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-5-chlorobenzaldehyde dimethyl acetal(959687-69-5)
• EPA Substance Registry System: 2-bromo-5-chlorobenzaldehyde dimethyl acetal(959687-69-5)

Safety Data

• Hazardous Substances Data: 959687-69-5(Hazardous Substances Data)

Upstream product

• 174265-12-4 2-bromo-5-chlorobenzaldehyde 
• 149-73-5 trimethyl orthoformate 
• 14495-51-3 2-bromo-5-chlorotoluene 
• 107-30-2 chloromethyl methyl ether 

Downstream Products

• 1443497-73-1 2-allyl 5-chlorobenzaldehyde 
• 1383123-70-3 C₁₁H₉ClO 

Relevant articles and documents

Highly enantioselective rhodium(I)-catalyzed carbonyl carboacylations initiated by C-C bond activation

The lactone motif is ubiquitous in natural products and pharmaceuticals. The Tishchenko disproportionation of two aldehydes, a carbonyl hydroacylation, is an efficient and atom-economic access to lactones. However, these reaction types are limited to the transfer of a hydride to the accepting carbonyl group. The transfer of alkyl groups enabling the formation of C-C bonds during the ester formation would be of significant interest. Reported herein is such asymmetric carbonyl carboacylation of aldehydes and ketones, thus affording complex bicyclic lactones in excellent enantioselectivities. The rhodium(I)-catalyzed transformation is induced by an enantiotopic C-C bond activation of a cyclobutanone and the formed rhodacyclic intermediate reacts with aldehyde or ketone groups to give highly functionalized lactones. Delivering the goods: Asymmetric carbonyl carboacylations of aldehydes and ketones provide access to functionalized bicyclic lactones. The rhodium(I)-catalyzed transformation is induced by an enantiotopic C-C bond activation of a cyclobutanone and the transient rhodacyclic adds across an appended carbonyl group to deliver the lactones in excellent enantioselectivities.

AuCl3-Catalyzed Ring-Closing Carbonyl–Olefin Metathesis

Compared with the ripeness of olefin metathesis, exploration of the construction of carbon–carbon double bonds through the catalytic carbonyl–olefin metathesis reaction remains stagnant and has received scant attention. Herein, a highly efficient AuCl3-catalyzed intramolecular ring-closing carbonyl–olefin metathesis reaction is described. This method features easily accessible starting materials, simple operation, good functional-group tolerance and short reaction times, and provides the target cyclopentenes, polycycles, benzocarbocycles, and N-heterocycle derivatives in good to excellent yields.

Synthesis of Trifluoromethylated Naphthoquinones via Copper-Catalyzed Cascade Trifluoromethylation/Cyclization of 2-(3-Arylpropioloyl)benzaldehydes

A novel copper-catalyzed cascade trifluoromethylation/cyclization of 2-(3-arylpropioloyl)benzaldehydes is described, allowing a direct access to structurally diverse trifluoromethylated naphthoquinones under mild reaction conditions. It represents the first trans-acyltrifluoromethylation of internal alkynes.