1-Bromo-4-(chloromethyl)benzene

Base Information

• Chemical Name: 1-Bromo-4-(chloromethyl)benzene
• CAS No.: 589-17-3
• Molecular Formula: C7H6BrCl
• Molecular Weight: 205.482
• Hs Code.: 29039990
• European Community (EC) Number: 209-638-6
• UNII: 6WI1338739
• DSSTox Substance ID: DTXSID20207630
• Nikkaji Number: J94.964G
• Wikidata: Q27265626
• Mol file: 589-17-3.mol

Synonyms:1-Bromo-4-(chloromethyl)benzene;4-Bromobenzyl Chloride;589-17-3;p-Bromobenzyl chloride;4-bromobenzylchloride;4-Bromo-alpha-chlorotoluene;Benzene, 1-bromo-4-(chloromethyl)-;CCRIS 5105;EINECS 209-638-6;UNII-6WI1338739;6WI1338739;P-BROMO-ALPHA-CHLOROTOLUENE;p-Brombenzylchlorid;MFCD00040867;4-bromo-benzylchloride;1-bromo-4-chlormethylbenzene;SCHEMBL926010;1-bromo-4-chloromethyl-benzene;DTXSID20207630;P-BROMOBENZYL CHLORIDE [MI];1-Bromo-4-(chloromethyl)benzene #;BBL027953;STK802655;P-BROMO-.ALPHA.-CHLOROTOLUENE;.ALPHA.-CHLORO-4-BROMOTOLUENE;AKOS000261970;AM62180;CS-W015364;DS-2464;AC-16897;TOLUENE, P-BROMO-.ALPHA.-CHLORO-;4-Bromobenzyl chloride, >=97.0% (GC);LS-188161;B3042;FT-0602308;EN300-97667;A24186;Q27265626;F0001-1539

Chemical Property of 1-Bromo-4-(chloromethyl)benzene

Chemical Property:

• Appearance/Colour: light yellow crystal powder to light yellow liqui
• Vapor Pressure: 0.0744mmHg at 25°C
• Melting Point: 36-40 °C
• Refractive Index: 1.569
• Boiling Point: 236 °C at 760 mmHg
• Flash Point: 111.7 °C
• PSA: 0.00000
• Density: 1.541 g/cm³
• LogP: 3.18790
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 203.93414
• Heavy Atom Count: 9
• Complexity: 77

Purity/Quality:

98% ^*data from raw suppliers

4-Bromobenzyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 36/37-34
• Safety Statements: 45-36/37/39-25-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CCl)Br
• Uses: 4-Bromobenzyl chloride is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

Technology Process of 1-Bromo-4-(chloromethyl)benzene

There total 26 articles about 1-Bromo-4-(chloromethyl)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

1,1-dimethoxy-1-(4-bromophenyl)methane (24856-58-4) → p-bromobenzyl chloride (589-17-3)

Guidance literature:

With triethylsilane; acetyl chloride; tin(ll) chloride; In dichloromethane; for 5h; Ambient temperature;

DOI:10.1246/bcsj.64.1410

Reference yield: 90.0%

1-bromomethyl-4-bromobenzene (589-15-1) → p-bromobenzyl chloride (589-17-3)

Guidance literature:

With 18-crown-6 ether; potassium chloride; for 1h; High speed ball milling; Neat (no solvent); neat (no solvent, solid phase);

DOI:10.1016/j.tetlet.2008.10.079

Reference yield: 85.0%

para-bromotoluene (106-38-7) → 4-Bromobenzoic acid (586-76-5) + p-bromobenzyl chloride (589-17-3)

Guidance literature:

With sodium hypochlorite; bis(2,2'-bipyridine)dichloronickel(II); In acetonitrile; for 0.666667h; Yields of byproduct given; Ambient temperature;

DOI:10.1080/00397919908086219

upstream raw materials:

formaldehyd

bromobenzene

bis(2-chloromethyl)ether

(E)-3-Ureido-but-2-enoic acid ethyl ester

Downstream raw materials:

2-(p-Bromophenyl)-3,3-dimethylmethylenecyclopropane

2-<4-Brom-phenyl>-1-phenyl-1-<3-trifluormethyl-phenyl>-aethylen

1-Phenoxy-4-[(4'-bromo)-benzyloxy]benzene

1-bromo-4-neopentylbenzene

Refernces

• 1、 -. "PYRROLIDINE GLYCOSIDASE INHIBITORS". Page/Page column 130. . Retrieved 2020/03/15.
• 2、 Zheng, Dagui,Mao, Liu-Liang,Zhu, Xian-Hong,Zhou, An-Xi. "NMP-mediated chlorination of aliphatic alcohols with aryl sulfonyl chloride for the synthesis of alkyl chlorides". supporting information. p. 2793 - 2800. Retrieved 2018/11/06.