73900-14-8

Basic information

• Product Name: 1-bromo-4-(diazomethyl)benzene
• Synonyms: 1-bromo-4-(diazomethyl)benzene
• CAS NO: 73900-14-8
• Molecular Weight: 197.034
• Mol File: 73900-14-8.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1-bromo-4-(diazomethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-4-(diazomethyl)benzene(73900-14-8)
• EPA Substance Registry System: 1-bromo-4-(diazomethyl)benzene(73900-14-8)

Safety Data

• Hazardous Substances Data: 73900-14-8(Hazardous Substances Data)

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 57477-93-7 hydrazone of p-bromobenzaldehyde 
• 19350-68-6 p-bromobenzaldehyde tosylhydrazone 

Downstream Products

• 14525-88-3 cis-1-(4-bromophenyl)-2-phenylcyclopropane 
• 14525-88-3 trans-1-(p-bromophenyl)-2-phenylcyclopropane 
• 1064075-16-6 C₁₂H₁₂BrNO₃ 
• 40155-54-2 ethyl 4-(4-bromophenyl)-2,4-dioxobutanoate 
• 1007090-51-8 N-(4-bromophenyl)-2-methyl-2-phenylaziridine 

Relevant articles and documents

Continuous Flow Synthesis and Purification of Aryldiazomethanes through Hydrazone Fragmentation

Electron-rich diazo compounds, such as aryldiazomethanes, are powerful reagents for the synthesis of complex structures, but the risks associated with their toxicity and instability often limit their use. Flow chemistry techniques make these issues avoidable, as the hazardous intermediate can be used as it is produced, avoiding accumulation and handling. Unfortunately, the produced stream is often contaminated with other reagents and by-products, making it incompatible with many applications, especially in catalysis. Herein is reported a metal-free continuous flow method for the production of aryldiazomethane solutions in a non-coordinating solvent from easily prepared, bench-stable sulfonylhydrazones. All by-products are removed by an in-line aqueous wash, leaving a clean, base-free diazo stream. Three successful sensitive metal-catalyzed transformations demonstrated the value of the method.

Rapid Asymmetric Synthesis of Disubstituted Allenes by Coupling of Flow-Generated Diazo Compounds and Propargylated Amines

We report herein the asymmetric coupling of flow-generated unstabilized diazo compounds and propargylated amine derivatives, using a new pyridinebis(imidazoline) ligand, a copper catalyst and base. The reaction proceeds rapidly, generating chiral allenes in 10–20 minutes with high enantioselectivity (89–98 % de/ee), moderate yields and a wide functional group tolerance.

SMALL MOLECULE LFA-1 INHIBITORS

The present invention relates to novel compounds which are capable of inhibiting the interaction of LFA-1 with its counter ligands.