112671-42-8

Basic information

• Product Name: 4-bromo-1-iodo-2-nitrobenzene
• Synonyms: 4-bromo-1-iodo-2-nitrobenzene;2-nitro-4-broMo-iodobenzene;Benzene, 4-broMo-1-iodo-2-nitro-;4-broMo-2-nitroiodobenzene
• CAS NO: 112671-42-8
• Molecular Formula: C6H3BrINO2
• Molecular Weight: 327.9
• Mol File: 112671-42-8.mol
• Article Data: 14

Chemical Properties

• Melting Point: 87-89 °C
• Boiling Point: 320 ºC at 760 mmHg
• Flash Point: 147.3 ºC
• Appearance: /
• Density: 2.349
• Vapor Pressure: 0.000613mmHg at 25°C
• Refractive Index: 1.691
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 4-bromo-1-iodo-2-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-1-iodo-2-nitrobenzene(112671-42-8)
• EPA Substance Registry System: 4-bromo-1-iodo-2-nitrobenzene(112671-42-8)

Safety Data

• Hazardous Substances Data: 112671-42-8(Hazardous Substances Data)

Usage

Description

4-Bromo-1-iodo-2-nitrobenzene is a chemical compound characterized by the molecular formula C6H3BrIN2O2. It is a derivative of nitrobenzene, featuring a benzene ring with bromine, iodine, and nitro groups attached. 4-Bromo-1-iodo-2-nitrobenzene is known for its role in the synthesis of complex organic molecules and serves as a crucial intermediate in the production of various chemical products.

Uses

Used in Organic Synthesis:
4-Bromo-1-iodo-2-nitrobenzene is used as a reactant in organic synthesis for creating more complex molecules. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of a wide range of organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 4-Bromo-1-iodo-2-nitrobenzene is utilized as an intermediate for the production of various drugs. Its presence in the molecular structure of certain pharmaceuticals contributes to their therapeutic properties and effectiveness in treating specific medical conditions.
Used in Agrochemical Production:
4-Bromo-1-iodo-2-nitrobenzene also plays a significant role in the agrochemical industry, where it is used as an intermediate for the synthesis of pesticides and other agricultural chemicals. Its incorporation into these products helps enhance their efficacy in protecting crops and controlling pests.
Used in Dye Production:
In the dye industry, 4-Bromo-1-iodo-2-nitrobenzene is employed as an intermediate for the production of various dyes. Its chemical properties contribute to the color and stability of the dyes, making it an essential component in the formulation of a wide range of colorants used in different applications.
Safety Precautions:
Due to its potential health and environmental risks, 4-Bromo-1-iodo-2-nitrobenzene is considered hazardous. It is crucial to handle this compound with caution, following proper safety protocols to minimize exposure and mitigate any adverse effects.

InChI:InChI=1/C6H3BrINO2/c7-4-1-2-5(8)6(3-4)9(10)11/h1-3H

Upstream product

• 88-74-4 2-nitro-aniline 
• 106-40-1 4-bromo-aniline 
• 108-90-7 chlorobenzene 
• 16588-24-2 4-bromo-1-chloro-2-nitrobenzene 
• 3460-18-2 1,4-dibromo-2-nitrobenzene 
• 106-37-6 1.4-dibromobenzene 
• 106-39-8 bromochlorobenzene 
• 103-88-8 4-bromoacetanilide 
• 881-50-5 N-(4-bromo-2-nitrophenyl)acetamide 
• 875-51-4 4-Bromo-2-nitroaniline 

Downstream Products

• 76209-05-7 4,4′-dibromo-2,2′-dinitrodiphenyl disulfide 
• 1001911-63-2 (9‐phenyl‐9H‐carbazol‐2‐yl)boronic acid 
• 1285719-59-6 2-(4-bromophenyl)-9-phenyl-9H-carbazole 
• 860034-11-3 4-bromo-2-nitrophenylboronic acid 
• 1350842-18-0 C₁₈H₁₀BrNO₂S 

Relevant articles and documents

Total synthesis of (-)-flustramine B via one-pot intramolecular ullmann coupling and claisen rearrangement

Total synthesis of (-)-flustramine B was achieved via one-pot intramolecular Ullmann coupling and Claisen rearrangement. A striking feature of this method of synthesis is that the sequential intramolecular Ullmann coupling and Claisen rearrangement reactions proceeds with concomitant deprotection of the methoxymethyl (MOM) group to afford spirocyclic oxindole with perfect asymmetric transmission in good overall yield.

Synthesis of indoloquinolines: An intramolecular cyclization leading to advanced perophoramidine-relevant intermediates

The bioactive natural product perophoramidine has proved a challenging synthetic target. An alternative route to its indolo[2,3-b]quinolone core structure involving a N-chlorosuccinimde-mediated intramolecular cyclization reaction is reported. Attempts to progress towards the natural product are also discussed with an unexpected deep-seated rearrangement of the core structure occurring during an attempted iodoetherification reaction. X-ray crystallographic analysis provides important analytical confirmation of assigned structures.

Synergy effect of electronic characteristics and spatial configurations of electron donors on photovoltaic performance of organic dyes

Considering the key role of electron donors to the intramolecular charge transfer of organic dyes, molecular arrangement and electron processes in dye-sensitized solar cells, four organic dyes (LI-133-136) were designed and synthesized with indolo[3,2-b]indole (IDID) as the main electron donor and various aromatics as the assistant ones. The broad light response was achieved by the strong electron-donating ability of IDID with a planar structure, and with the aid of the electron-rich property of carbazole and triphenylamine. Moreover, the twisted configuration and large size of triphenylamine on the head of dye LI-136 can be beneficial to suppressing dye aggregation and electron recombination, contributing to the improved photovoltaic performance. With the systematic investigation of their photophysical and electrochemical impedance properties, together with theoretical calculations, the electronic characteristics of IDID and the spatial configuration of triphenylamine were highlighted as a synergy effect on the photovoltaic performance, affording an efficient strategy to simultaneously enhance the light-harvesting property and suppress the charge recombination.