71838-16-9

Basic information

• Product Name: 3-BROMO-4-IODOTOLUENE
• Synonyms: 3-BROMO-4-IODOTOLUENE;1-BROMO-2-IODO-5-METHYLBENZENE;2-Bromo-1-iodo-4-methylbenzene
• CAS NO: 71838-16-9
• Molecular Formula: C₇H₆BrI
• Molecular Weight: 296.93
• Product Categories: Halogen toluene;Bromine Compounds;Iodine Compounds
• Mol File: 71838-16-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 265-267 °C
• Boiling Point: 133 °C
• Flash Point: 115.1 °C
• Appearance: /
• Density: 2,08 g/cm3
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.636
• Storage Temp.: Refrigerated.
• CAS DataBase Reference: 3-BROMO-4-IODOTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-4-IODOTOLUENE(71838-16-9)
• EPA Substance Registry System: 3-BROMO-4-IODOTOLUENE(71838-16-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 71838-16-9(Hazardous Substances Data)

Usage

Description

3-Bromo-4-iodotoluene is an organic compound that serves as a valuable intermediate in the synthesis of more complex organic molecules. It is characterized by the presence of both bromine and iodine atoms attached to a toluene ring, which provides unique reactivity and properties that are useful in various chemical reactions.

Uses

Used in Organic Synthesis:
3-Bromo-4-iodotoluene is used as a key intermediate in the synthesis of more complex organic compounds. Its unique combination of bromine and iodine atoms allows for selective reactions and functional group transformations that are not possible with simpler starting materials.
Used in the Copper-Catalyzed Synthesis of 2-Arylbenzoxazoles:
3-Bromo-4-iodotoluene is specifically utilized in the copper-catalyzed synthesis of 2-arylbenzoxazoles, which are important heterocyclic compounds with a wide range of applications in pharmaceuticals, agrochemicals, and materials science. The presence of the bromine and iodine atoms in 3-bromo-4-iodotoluene facilitates the formation of the benzoxazole ring through a copper-catalyzed cyclization reaction, leading to the formation of the desired 2-arylbenzoxazole products.

InChI:InChI=1/C7H6BrI/c1-5-2-3-7(9)6(8)4-5/h2-4H,1H3

Upstream product

• 591-17-3 meta-bromotoluene 
• 583-68-6 2-bromo-p-toluidine 
• 67-66-3 chloroform 
• 7553-56-2 iodine 
• 64-19-7 acetic acid 
• 103-89-9 4-Methylacetanilide 
• 106-49-0 p-toluidine 

Downstream Products

• 1085703-72-5 3,4-bis-diethylarsino-toluene 
• 613-33-2 (4,4'-dimethyl-1,1'-biphenyl) 
• 966-54-1 2,6,11-trimethyltriphenylene 
• 2840-49-5 2,7-dimethyl-9H-fluoren-9-one 
• 93868-09-8 1,2-Bis-diethylphosphino-4-methyl-benzene 
• 325147-50-0 3-(2-bromo-4-methylphenyl)propanal 
• 3722-73-4 7-methyl chroman 
• 325147-40-8 3-(2-bromo-4-methylphenyl)propanol 
• 1293343-13-1 1-[2-(2,4-dimethylphenylsulfanyl)-5-methylphenyl]piperazine hydrochloride 
• 1293343-14-2 1-[2-(2,4-dimethylphenylsulfanyl)-4-methylphenyl]piperazine hydrochloride 
• 1293343-49-3 4-(5-methyl-2-phenylsulfanylphenyl)piperazine-1-carboxylic acid tert-butyl ester 
• 1293343-50-6 4-[2-(4-methoxyphenylsulfanyl)-5-methylphenyl]piperazine-1-carboxylic acid tert-butyl ester 
• 1293343-51-7 4-[2-(4-chlorophenylsulfanyl)-5-methylphenyl]piperazine-1-carboxylic acid tert-butyl ester 
• 1293343-52-8 4-[2-(4-fluorophenylsulfanyl)-5-methylphenyl]piperazine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

5, 10-dihydroindolo [3, 2-b] indole derivative and synthesis method and application thereof

The invention discloses a synthesis method of a 5, 10-dihydroindolo [3, 2-b] indole derivative, the method comprises the following steps: mixing a 2-((2-halogen phenyl) ethynyl)-N, N-dimethylaniline derivative (II), N, N-di-tert-butyl diazacycloketone (III), a palladium catalyst, a monophosphine ligand, alkali and a first organic solvent, and carrying out a diamidation reaction under the protection of inert gas to realize the synthesis of the 5, 10-dihydroindolo [3, 2-b] indole derivative(I). The method is easy to operate, mild in reaction condition and high in reaction yield, and the synthesized 5, 10-dihydroindolo [3, 2-b] indole derivative can be used for preparing an organic light-emitting device.

Gold(I)-Catalyzed Cascade Cyclization Reactions of Allenynes for the Synthesis of Fused Cyclopropanes and Acenaphthenes

A gold-catalyzed reaction of phenylene-tethered allenynes with benzofurans gave 1-(naphth-1-yl)cyclopropa[b]benzofuran derivatives, whereas the reaction of 1-allenyl-2-ethynyl-3-methylbenzene derivatives in the absence of benzofurans gave acenaphthenes in good yields. These results can be rationalized by nucleophilic attack of the alkyne moiety on an activated allene to form a vinyl cation intermediate.

Ruthenium-Catalyzed Cycloisomerization of 2,2′-Diethynyl- biphenyls Involving Cleavage of a Carbon-Carbon Triple Bond

A ruthenium complex catalyzes a new cycloisomerization reaction of 2,2′-diethynylbiphenyls to form 9-ethynylphenanthrenes, thereby cleaving the carbon-carbon triple bond of the original ethynyl group. A metal-vinylidene complex is generated from one of th