4185-53-9

Basic information

• Product Name: Benzene, 2-bromo-1,3,5-trinitro-
• Synonyms: 2-Brom-1,3,5-trinitro-benzol;2-bromo-1,3,5-trinitro-benzene;picryl bromide;Benzene,2-bromo-1,3,5-trinitro;Benzene, 2-bromo-1,3,5-trinitro-
• CAS NO: 4185-53-9
• Molecular Formula: C6H2BrN3O6
• Molecular Weight: 292.002
• Mol File: 4185-53-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 122 °C(Solv: ethanol (64-17-5))
• Boiling Point: 300.8±37.0 °C(Predicted)
• Density: 2.068±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, 2-bromo-1,3,5-trinitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 2-bromo-1,3,5-trinitro-(4185-53-9)
• EPA Substance Registry System: Benzene, 2-bromo-1,3,5-trinitro-(4185-53-9)

Safety Data

• Hazardous Substances Data: 4185-53-9(Hazardous Substances Data)

Upstream product

• 584-48-5 2,4-dinitrobromobenzene 
• 108-86-1 bromobenzene 
• 88-89-1 2,4,6-Trinitrophenol 
• 68630-38-6 pentanitrobenzene 
• 606-35-9 1-methoxy-2,4,6-trinitrobenzene 
• 573-83-1 potassium picrate 
• 3698-53-1 1,2,3,5-tetranitrobenzene 
• 1152-90-5 pyridinium picrate 

Downstream Products

• 69545-17-1 1-picryl-pyridinium; bromide 
• 2919-12-2 trinitro-2,4,6 diphenylamine 
• 83924-36-1 3'-Methyl-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-45-2 2'-Fluoro-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-31-6 3'-Fluoro-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-38-3 4'-Fluoro-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-46-3 2'-Chloro-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-32-7 3'-Chloro-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-47-4 2'-Bromo-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-39-4 4'-Chloro-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-33-8 3'-Bromo-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-40-7 4'-Bromo-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-44-1 4'-Methoxy-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 
• 83924-41-8 4'-Cyano-biphenyl-4-carboxylic acid 2,4,6-trinitro-phenyl ester 

Relevant articles and documents

Scalability of a Time- And Cost-Effective Procedure for the Synthesis of Picryl Bromide

An optimized synthetic procedure for the manufacture of picryl bromide on a 300 g scale is described. Previous procedures had different drawbacks such as two or more separate nitration steps with varying mixed acids, a complicated workup and purification

Chloro- and bromo-demethoxylation of methoxypolynitroaryl systems

Various reagents for effecting halogenodemethoxylation of methoxy substituted polynitrophenyl and -biphenyl systems have been investigated, and the preferred procedures for achieving chloro- and bromo-demethoxylation in high yield have been identified.

Nitrocarbons. 4. Reaction of Polynitrobenzenes with Hydrogen Halides. Formation of Polynitrohalobenzenes

Hexanitrobenzene and pentanitrobenzene in benzene solution react with hydrogen halides (HCl, HBr, HI, but not HF) at 25 deg C to produce high yields of pentanitrohalobenzenes and 2,3,4,6-tetranitrohalobenzenes, respectively.Pentanitrofluorobenzene also reacts readily with HCl to yield 3-chloro-2,4,5,6-tetranitrofluorobenzene, but the other pentanitrohalobenzenes are much less reactive. 1,2,3,5- and 1,2,4,5-tetranitrobenzenes react rapidly with concentrated hydrochloric or hydrobromic acids at reflux to form picryl halides and 1-halo-2,4,5-trinitrobenzenes, respectively; pentanitrotoluene reacts very slowly under these conditions to form 3-halo-2,4,5,6-tetranitrotoluenes in lower yields.The scope and limitations of this regioselective reaction are defined, and comparison is made to related reactions.A mechanism is presented and discussed.