18880-04-1

Basic information

• Product Name: 3,4-Dichlorobenzyl bromide
• Synonyms: TIMTEC-BB SBB005763;3,4-DICHLOROBENZYL BROMIDE;4-(BROMOMETHYL)-1,2-DICHLOROBENZENE;alpha-Bromo-3,4-dichlorotoluene;à-bromo-3,4-dichlorotoluene;3,4-Dichlorobenzyl bromide 97%;3,4-Dichlorobenzylbromide97%;α-Bromo-3,4-dichlorotoluene, 1-Bromomethyl-3,4-dichlorobenzene, 4-(Bromomethyl)-1,2-dichlorobenzene
• CAS NO: 18880-04-1
• Molecular Formula: C₇H₅BrCl₂
• Molecular Weight: 239.92
• EINECS: -0
• Product Categories: Methyl Halides;Phenyls & Phenyl-Het;Methyl Halides;Phenyls & Phenyl-Het
• Mol File: 18880-04-1.mol

Chemical Properties

• Melting Point: 19 °C
• Boiling Point: 115-120 °C (1 mmHg)
• Flash Point: 110 °C
• Appearance: Clear colorless to brown/Liquid
• Density: 1.650
• Vapor Pressure: 0.0169mmHg at 25°C
• Refractive Index: 1.605-1.607
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Insoluble in water.
• Sensitive: Lachrymatory
• BRN: 742579
• CAS DataBase Reference: 3,4-Dichlorobenzyl bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dichlorobenzyl bromide(18880-04-1)
• EPA Substance Registry System: 3,4-Dichlorobenzyl bromide(18880-04-1)

Safety Data

• Hazard Codes: C,T,N
• Statements: 34-22
• Safety Statements: 45-36/37/39-25-61-26
• RIDADR: 1760
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 18880-04-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,4-Dichlorobenzyl bromide is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure allows it to be a key component in the development of new medications.
Used in Organic Synthesis:
3,4-Dichlorobenzyl bromide is used as an important raw material and intermediate in organic synthesis. Its reactivity and versatility make it suitable for the production of a wide range of organic compounds.
Used in Agrochemical Industry:
3,4-Dichlorobenzyl bromide is used as a key intermediate in the synthesis of agrochemicals, such as pesticides and herbicides. Its properties contribute to the development of effective and targeted agricultural products.
Used in Dye Industry:
3,4-Dichlorobenzyl bromide is used as a raw material in the dye industry for the production of various dyes. Its chemical properties enable the creation of a diverse range of colorants for different applications.

InChI:InChI=1/C7H5BrCl2/c8-4-5-1-2-6(9)7(10)3-5/h1-3H,4H2

Upstream product

• 95-75-0 3,4-Dichlorotoluene 
• 1805-32-9 3,4-dichlorobenzyl alcohol 
• 6287-38-3 3,4-dichlorobenzaldehyde 

Downstream Products

• 109287-49-2 1-(3,4-dichloro-benzyl)-4-methyl-pyridinium; bromide 
• 132777-88-9 (3,4-dichloro-phenyl)-(4-dimethylamino-phenylimino)-acetonitrile 
• 3218-49-3 3,4-dichloro-benzeneacetonitrile 
• 59315-14-9 (3,4-dichloro-benzyl)-malonic acid diethyl ester 
• 57197-27-0 diethyl bis(3,4-dichlorobenzyl)malonate 
• 107517-57-7 Benzhydroxamsaeure-<3.4-dichlor-benzylaether> 
• 29516-62-9 1-Cyclohexyl-2-(3,4-dichloro-benzyloxy)-3,5-dinitro-benzene 
• 29544-21-6 2-(3,4-Dichloro-benzyloxy)-1-methyl-3,5-dinitro-benzene 
• 29506-75-0 2-(3,4-Dichloro-benzyloxy)-1-isopropyl-3,5-dinitro-benzene 
• 38265-50-8 Dithiophosphoric acid S-(3,4-dichloro-benzyl) ester S'-(2-ethoxy-ethyl) ester O-ethyl ester 
• 76850-25-4 1-(3,4-Dichloro-benzyl)-4-oxy-1H-pyrazin-2-one 
• 77775-52-1 1-(3,4-Dichloro-benzyl)-6-oxo-4-oxy-1,6-dihydro-pyrazine-2-carboxylic acid methyl ester 
• 77775-53-2 6-(3,4-Dichloro-benzyloxy)-4-oxy-pyrazine-2-carboxylic acid methyl ester 
• 130828-90-9 (2-(3,4-Dichloro-phenyl)-1-{[1-phenyl-meth-(E)-ylidene]-amino}-ethyl)-phosphonic acid diethyl ester 

Relevant articles and documents

Synthesis, Docking, and Biological activities of novel Metacetamol embedded [1,2,3]-triazole derivatives

ERα controls the breast tissue development and progression of breast cancer. In our search for novel compounds to target Estrogen Receptor Alpha Ligand-Binding Domain, we identified “N-(3-((1H-1,2,3-triazol-4-yl)methoxy)phenyl)acetamide” derivatives as lead compounds. The Docking studies indicated good docking score for Metacetamol derivatives when docked into the 1XP6. A series of metacetamol derivatives have been synthesized, characterized and evaluated for cytotoxicity, anti bacterial and anti oxidant activities. Among the tested twelve hybrid compounds, “7a, 7g, 7h and 7i” derivatives showed promising cytotoxicity with IC50 value of 50 value of 30 μM, whereas Compounds “7a, 7b, 7c, 7d, 7g, 7j, 7k and 7l” showed moderate anti bacterial activity with the MIC value of 300 μM.

Method for preparing benzyl bromide

The invention provides a method for preparing benzyl bromide. The method comprises the following steps: by taking bromine released from a redox reaction between bromates and negative bromide ions in the presence of an acid as a bromine source in an organic solvent, carrying out a benzyl radical substitution reaction with a methylbenzene compound shown as a formula I under initiation of an initiator, thereby obtaining a corresponding benzyl bromide compound shown a formula II, wherein in the formula II, m represents the number of Br and is equal to 1 or 2; when m is equal to 1, the formula II shows a benzyl monobromo compound; and when m is equal to 2, the formula II shows a benzyl dibromo compound. The reaction is carried out in an organic solvent, the initiator is combined and used, the radical substitution reaction is high in selectivity and wide in substrate application range, the substituent group replacing methylbenzene may be an electron-withdrawing group or an electron-donating group and can give extremely high yield on strong electron-donating groups (such as methoxy group). Moreover, the method disclosed by the invention is also applicable to preparation of benzyl dibromo compounds, and the product yield is high.

High selectively oxidative bromination of toluene derivatives by the H 2O2-HBr system

An aqueous solution of hydrogen peroxide and hydrogen bromide illuminated by a 60 W incandescent light bulb serves as a source of bromine radicals. Various substituted toluenes (NO2, Cl, Br, H, CH3) were high selectively brominated at the benzyl position for monobromination in CH2Cl2 at ice water with catalyst free. This simple but effective bromination of toluene derivatives with an aqueous H2O 2-HBr system is characterized with the use of inexpensive reagents and a lower impact on the environment, which make it a good alternative to the existing bromination methods.

LEWIS ACID CATALYZED HALOGENATION OF ACTIVATED CARBON ATOMS

A practical and efficient method for halogenation of activated carbon atoms using readily available /V-haloimides and a Lewis acid catalyst has been disclosed. This methodology is applicable to a range of compounds and any halogen atom can be directly introduced to the substrate. The mild reaction conditions, easy workup procedure and simple operation make this method valuable from both an environmental and preparative point of view.

Lewis acid catalyzed highly selective halogenation of aromatic compounds

A simple and efficient procedure for the halogenation of aromatic compounds with NCS, NBS, NIS and NFSI in the presence of catalytic amount of ZrCl 4 is described. Chlorination, bromination, iodination and fluorination of various aromatic compounds are performed with high selectivity under mild reaction conditions. Georg Thieme Verlag Stuttgart.

Synthesis, selective aldose reductase inhibitory profile and antihyperglycaemic potential of certain parabanic acid derivatives

Synthesis and aldose reductase inhibitory profile of certain parabanic acid derivatives 1a-p is described. Also, the antihyperglycaemic potential of these compounds was studied. The most active inhibitors in this series were compounds 1 g, 1p, and 1o which showed inhibitory activity, 36.6, 90 and 91% respectively, at concentration 1 × 10-4. Their IC50 were 2 × 10-6, 7.5 × 10-8 and 5 × 10-8, respectively. Compound 1o exhibited pronounced antihyperglycaemic effect.

Transition metal catalysed cross-coupling between benzylic halides and aryl nucleophiles. Synthesis of some toxicologically interesting tetrachlorobenzyltoluenes

The aryl-benzyl cross-coupling in the presence of copper-, nickel- and palladium-catalysts has been investigated with a number of chlorine- and methyl-substituted arylmetal compounds ArM (M = MgBr, ZnCl) and (substituted) benzylic halides ArCH2X. The results have been applied in the selective synthesis of some toxicologically interesting tetrachlorobenzyltoluenes.

Towards the synthesis of aminodibenzo[b,e][1,4]dioxin derivatives via cationic ruthenium complexes

Double nucleophilic aromatic substitution reactions between N-substituted (η6-1,2-dichlorobenzene)RuCp+ salts and substituted 1,2-benzenediols have been carried out under mild conditions to prepare N-substituted (η6-dibenzo[b,e][1,4]dioxin)ruthenium(II) complexes. The dibenzodioxin ligands were subsequently liberated by photolysis, with radiation from a sunlamp or from a medium pressure Hg lamp (300 nm).

ORGANIC PHOSPHORUS COMPOUNDS 91. SYNTHESIS AND PROPERTIES OF 1-AMINO-2-ARYLETHYLPHOSPHONIC AND -PHOSPHINIC ACIDS AS WELL AS -PHOSPHINE OXIDES

The preparation, physical and spectroscopic properties of 1-amino-2-arylethylphosphonic, and -phosphinic acids as well as -phosphine oxides, the phosphorus analogues of phenylalanine are described, and the reactions of 1-amino-2-(4-fluorophenyl)ethylphosphonates with acetals, isocyanides, esters, acid anhydrides, activated aromatic nitro- and halogen compounds, and with N-protected alanine are reported.It is shown that several of the 1-amino-2-arylethylphosphonic acids are strong inhibitors of PAL and anthocyanin synthesis and also are quite active botryticides.Among the active compounds were 1-amino-2-(4-fluorophenyl)ethylphosphonic acid, 3f, and the methyl-substituted compounds 3k, 3l, and 3m.The fluoroderivative 3f was also effective as a seed-dressing agent in barley showing a 100percent protection against the fungus Fusarium nivale at 600 ppm.