99058-06-7

Basic information

• Product Name: methyl 4-(1,2-dibromoethyl)benzoate
• Synonyms: methyl 4-(1,2-dibromoethyl)benzoate
• CAS NO: 99058-06-7
• Molecular Weight: 321.996
• Mol File: 99058-06-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: methyl 4-(1,2-dibromoethyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-(1,2-dibromoethyl)benzoate(99058-06-7)
• EPA Substance Registry System: methyl 4-(1,2-dibromoethyl)benzoate(99058-06-7)

Safety Data

• Hazardous Substances Data: 99058-06-7(Hazardous Substances Data)

Upstream product

• 7364-20-7 4-ethyl-benzoic acid methyl ester 
• 1076-96-6 methyl 4-vinylbenzoate 
• 1571-08-0 methyl 4-formylbenzoate 

Downstream Products

• 1073483-45-0 methyl 4-(1-azidovinyl)benzoate 

Relevant articles and documents

A General Method for the Dibromination of Vicinal sp3C-H Bonds Exploiting Weak Solvent-Substrate Noncovalent Interactions

A general procedure of 1,2-dibromination of vicinal sp3 C-H bonds of arylethanes using N-bromosuccinimide as the bromide reagent without an external initiator has been established. The modulation of the strength of the intermolecular noncovalent interactions between the solvent and arylethane ethanes, quantitatively evaluated via quantum chemical calculations, allows us to circumvent the fact that arylethane ethane cannot be dibrominated through traditional methods. The mechanism was explored by both experiments and quantum chemical calculations, revealing a radical chain with HAA process.

Preparation method of 1-aryl-1,2-dibromoethane

The invention relates to a preparation method of 1-aryl-1,2-dibromoethane. The preparation method of 1-aryl-1,2-dibromoethane includes the steps: under a nitrogen atmosphere, a solvent, an aryl alkaneand N-bromosuccinimide are added in to a reaction tube in sequence, a dibromination reaction is conducted at 80-120 DEG C for 12-48 hours, then, the dibromination reaction is finished, the solvent isremoved through evaporation, and through column chromatography separation, 1-aryl-1,2-dibromoethane compounds are obtained. According to the preparation method of 1-aryl-1,2-dibromoethane, a synthesis technology is simple, reaction conditions are mild, the yield of 1-aryl-1,2-dibromoethane is high, and thus the preparation method of 1-aryl-1,2-dibromoethane is easy to industrialize.

A Cascade Suzuki-Miyaura/Diels-Alder Protocol: Exploring the Bifunctional Utility of Vinyl Bpin

Cascade reactions are an important strategy in reaction design, allowing streamlining of chemical synthesis. Here we report a cascade Suzuki-Miyaura/Diels-Alder reaction, employing vinyl Bpin as a bifunctional reagent in two distinct roles: as an organoboron nucleo phile for cross-coupling and as a Diels-Alder dienophile. Merging these two reactions enables a rapid and operationally simple synthesis of functionalized carbocycles in good yield. The effect of the organoboron subtype on Diels-Alder regioselectivity was investigated and postsynthetic modifications were carried out on a model substrate. The potential for a complementary Heck/Diels-Alder process was also assessed.