131852-50-1

Basic information

• Product Name: 4-DIBROMOMETHYL-BENZOIC ACID METHYL ESTER
• Synonyms: Methyl 4-(dibroMoMethyl)benzoate
• CAS NO: 131852-50-1
• Molecular Formula: C₉H₈Br₂O₂
• Molecular Weight: 307.97
• Mol File: 131852-50-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 323.7°Cat760mmHg
• Flash Point: 149.6°C
• Appearance: /
• Density: 1.803g/cm³
• Vapor Pressure: 0.000258mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 4-DIBROMOMETHYL-BENZOIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-DIBROMOMETHYL-BENZOIC ACID METHYL ESTER(131852-50-1)
• EPA Substance Registry System: 4-DIBROMOMETHYL-BENZOIC ACID METHYL ESTER(131852-50-1)

Safety Data

• Hazardous Substances Data: 131852-50-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H8Br2O2/c1-13-9(12)7-4-2-6(3-5-7)8(10)11/h2-5,8H,1H3

Upstream product

• 1592-31-0 1,4-bis(dibromomethyl)benzene 
• 877-75-8 4-(dibromomethyl)benzoyl bromide 
• 149-73-5 trimethyl orthoformate 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 127-09-3 sodium acetate 

Downstream Products

• 359588-99-1 methyl 4-(4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)benzoate 
• 100-52-7 benzaldehyde 
• 1571-08-0 methyl 4-formylbenzoate 
• 34541-73-6 trans-4,4'-dimethyl 4,4'-dicarboxylate-1,2-diphenylethylene 
• 35848-99-8 4-(ethoxycarbonyl)benzaldehyde diethylacetal 
• 101403-69-4 methyl 4-(diethoxymethyl)benzenecarboxylate 
• 42228-16-0 methyl 4-(dimethoxymethyl)benzoate 

Relevant articles and documents

Synthesis of 4-(Dibromomethyl)benzaldehyde by Catalytic Debromophosphoryl- and Phosphonyloxylation of 1,4-Bis(dibromomethyl)benzene with Phosphorus(IV) Acid Methyl Esters and Its Properties

A new procedure has been developed for the simultaneous preparation of terephthalaldehyde and 4-(dibromomethyl)benzaldehyde by catalytic debromophosphoryl- and phosphonyloxylation of 1,4-bis- (dibromomethyl)benzene with P(IV) acid methyl esters. The reaction of 4-(dibromomethyl)benzaldehyde with ortho esters in the presence of sulfuric acid gave the corresponding acetals, whereas in the presence of ZnCl2 terephthalaldehyde bis-acetals were formed. 4-(Dibromomethyl)benzaldehyde and its acetal were converted to methyl 4-(dibromomethyl)- and 4-(dimethoxymethyl)benzoates which were phosphorylated by the action of chlorophosphines, as well as by successive treatment with phosphorus(III) chloride and P(III) esters.

Revisiting the bromination of c-h bonds with molecular bromine by using a photo-microflow system

The photobromination of C-H bonds by using molecular bromine was reinvestigated under microfluidic conditions. The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated products with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition. Go with the (micro)flow: Photobromination of C-H bonds by using molecular bromine under microfluidic conditions has been investigated (see scheme). The continuous-flow method suppressed the production of dibrominated compounds and effectively produced the desired monobrominated compounds with high selectivity. Rapid bromination of benzylic substrates containing a photoaffinity azide group was achieved without any decomposition.

Benzylic Bromination-Acetoxylation of Toluenes by Bromide Ion Catalyzed Thermal Decomposition of Peroxydisulfate in Acetic Acid in the Presence of Acetate Ions

Side-chain bromination and acetoxylation of alkylaromatics by halide ion induced decomposition of potassium peroxydisulfate in acetic acid have been studied by product analysis techniques.Catalytic amounts of lithium bromide in the presence of sodium acetate were found effective in promoting benzylic bromination, followed by conversion to the corresponding benzyl acetates by reaction with acetate.The reaction is interpreted to take place by the redox and free-radical chain mechanism involving bromine atoms (ρ = -1.38 vs. ? + for substituted toluenes).In competiti ve experiments, benzyl and 4-nitrobenzyl acetates were found lees reactive than the corresponding toluenes in acetic acid with the couple S2O82-/Br- but more reactive in carbon tetrachloride with N-bromosuccinimide.