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

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

Downstream Products

• 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 
• 947546-66-9 1,2-bis(2-bromo-4-methylphenyl)ethyne 
• 935223-82-8 2-bromo-4-methyl-1-[2-(trimethylsilyl)ethynyl]benzene 
• 947546-58-9 C₁₀H₉Br 
• 1399743-53-3 C₂₇H₃₀BrN 
• 1399743-41-9 C₁₉H₁₄BrN 
• 202845-16-7 2-bromo-1-(2-bromophenoxy)-4-methylbenzene 
• 321658-65-5 (2-Br-4-MeC₆H₃)PPh₂ 
• 1448305-12-1 2,7-dimethyl-9,10-diphenylphenanthrene 

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.

Regulating Transition-Metal Catalysis through Interference by Short RNAs

Herein we report the discovery of a AuI–DNA hybrid catalyst that is compatible with biological media and whose reactivity can be regulated by small complementary nucleic acid sequences. The development of this catalytic system was enabled by the discovery of a novel AuI-mediated base pair. We found that AuI binds DNA containing C-T mismatches. In the AuI–DNA catalyst's latent state, the AuI ion is sequestered by the mismatch such that it is coordinatively saturated, rendering it catalytically inactive. Upon addition of an RNA or DNA strand that is complementary to the latent catalyst's oligonucleotide backbone, catalytic activity is induced, leading to a sevenfold increase in the formation of a fluorescent product, forged through a AuI-catalyzed hydroamination reaction. Further development of this catalytic system will expand not only the chemical space available to synthetic biological systems but also allow for temporal and spatial control of transition-metal catalysis through gene transcription.

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