14862-52-3

Basic information

• Product Name: 1,3-Dibromo-5-chlorobenzene
• Synonyms: 1,3-DIBROMO-5-CHLOROBENZENE;1-CHLORO-3,5-DIBROMOBENZENE;3,5-DIBROMOCHLOROBENZENE;1-CHLORO-3,5-DIBROMOBENZENE, RECRYSTALLISED GRADE;1-Chloro-3,5-dibromobenzene,97%;3-DibroMo-5-chlorobenzene;1,3-DibroMo-5-chlorobenzene[3,5-DibroMochlorobenzene]
• CAS NO: 14862-52-3
• Molecular Formula: C₆H₃Br₂Cl
• Molecular Weight: 270.35
• EINECS: 2017-001-1
• Product Categories: Aromatic Halides (substituted);API intermediates;Miscellaneous;Bromine Compounds;Chlorine Compounds;Benzene derivatives;Aryl;C6;Halogenated Hydrocarbons
• Mol File: 14862-52-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 91-94 °C(lit.)
• Boiling Point: 256 °C
• Flash Point: 115.8 °C
• Appearance: white to light yellow crystal powder
• Density: 2.021 g/cm³
• Vapor Pressure: 0.0356mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Toluene
• CAS DataBase Reference: 1,3-Dibromo-5-chlorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Dibromo-5-chlorobenzene(14862-52-3)
• EPA Substance Registry System: 1,3-Dibromo-5-chlorobenzene(14862-52-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 14862-52-3(Hazardous Substances Data)

Usage

Description

1,3-Dibromo-5-chlorobenzene is an organic compound that exists as a white to light yellow crystal powder. It is characterized by its chemical structure, which includes two bromine atoms at the 1st and 3rd positions, and a chlorine atom at the 5th position on a benzene ring.

Uses

1. Used in Pharmaceutical Industry:
1,3-Dibromo-5-chlorobenzene is used as a reactant for the preparation of orally bioavailable 1-(1H-indol-4-yl)-3,5-disubstituted benzene analogs. These analogs serve as antimitotic agents, which are crucial in the development of medications targeting cell division and potentially useful in cancer treatment.
2. Used in Chemical Synthesis:
1,3-Dibromo-5-chlorobenzene can be utilized as an intermediate in the synthesis of various organic compounds due to its unique halogenated structure. This makes it a valuable component in the production of dyes, pesticides, and other specialty chemicals.
3. Used in Research and Development:
In the field of scientific research, 1,3-Dibromo-5-chlorobenzene may be employed as a starting material or a reagent in the development of new chemical compounds with potential applications in various industries, including pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C6H3Br2Cl/c7-4-1-5(8)3-6(9)2-4/h1-3H

Upstream product

• 64-17-5 ethanol 
• 626-40-4 3,5-dibromoaniline 
• 874-17-9 4-chloro-2,6-dibromoaniline 
• 14857-43-3 5-Chlor-1.3-bis-trichlorsilyl-benzol 
• 626-39-1 1,3,5-trisbromobenzene 
• 6838-76-2 3-Cl₃SiC₆H₄SiCl₃ 

Downstream Products

• 72168-03-7 1,5-dibromo-3-chloro-2,4-dinitro-benzene 
• 108-37-2 1-bromo-3-chlorobenzene 
• 2051-61-8 m-chlorobiphenyl 
• 126866-35-1 3-bromo-5-chloro-1,1’-biphenyl 
• 59164-10-2 3,5-⁽²⁾H₂-chlorobenzene 
• 65410-81-3 2-chloro-4,6-dibromobenzoic acid 
• 329944-59-4 (3-bromo-5-chlorophenyl)(5-chloro-2-methoxyphenyl)methanone 
• 329944-63-0 3-chloro-5-(5-chloro-2-methoxybenzoyl)benzonitrile 
• 329944-61-8 (3-bromo-5-chlorophenyl)(5-chloro-2-hydroxyphenyl)methanone 
• 329944-65-2 3-chloro-5-(5-chloro-2-hydroxybenzoyl)benzonitrile 
• 874889-42-6 [4-chloro-2-(3-chloro-5-cyanobenzoyl)phenoxy]acetyl chloride 
• 329946-46-5 ({4-chloro-2-[(3-chloro-5-cyanophenyl)carbonyl]phenyl}oxy)acetic acid 
• 329946-44-3 [4-chloro-2-(3-chloro-5-cyano-benzoyl)-phenoxy]-acetic acid ethyl ester 
• 860556-89-4 3-chloro-1,5-dimethoxy-2,4-dinitro-benzene 

Relevant articles and documents

The acidifying effects of chlorine and bromine: Little difference

Lithium diisopropylamide deprotonates ortho- and para-bromochlorobenzene randomly at the two halogen adjacent positions. Obviously for steric reasons, the bulkier base lithium 2,2,6,6-tetramethylpiperidide favors the attack in the vicinity of the chlorine rather than the bromine atom to the extent of 2:1. At -75°C, both 2-bromo-3-chlorophenyllithium and 3-bromo-2-chlorophenyllithium isomerize to give 2-bromo-6-chlorophenyllithium. The latter species can be directly generated from 1-bromo-3-chlorobenzene.

Structure-activity relationship studies of novel benzophenones leading to the discovery of a potent, next generation HIV nonnucleoside reverse transcriptase inhibitor

Despite the progress of the past two decades, there is still considerable need for safe, efficacious drugs that target human immunodeficiency virus (HIV). This is particularly true for the growing number of patients infected with virus resistant to currently approved HIV drugs. Our high throughput screening effort identified a benzophenone template as a potential nonnucleoside reverse transcriptase inhibitor (NNRTI). This manuscript describes our extensive exploration of the benzophenone structure-activity relationships, which culminated in the identification of several compounds with very potent inhibition of both wild type and clinically relevant NNRTI-resistant mutant strains of HIV. These potent inhibitors include 70h (GW678248), which has in vitro antiviral assay IC50 values of 0.5 nM against wild-type HIV, 1 nM against the K103N mutant associated with clinical resistance to efavirenz, and 0.7 nM against the Y181C mutant associated with clinical resistance to nevirapine. Compound 70h has also demonstrated relatively low clearance in intravenous pharmacokinetic studies in three species, and it is the active component of a drug candidate which has progressed to phase 2 clinical studies.