2-Chloro-6-fluorobenzyl bromide

Base Information

• Chemical Name: 2-Chloro-6-fluorobenzyl bromide
• CAS No.: 68220-26-8
• Molecular Formula: C7H5BrClF
• Molecular Weight: 223.472
• Hs Code.: 29039990
• European Community (EC) Number: 626-511-4
• DSSTox Substance ID: DTXSID70378602
• Nikkaji Number: J308.932K
• Wikidata: Q72450720
• Mol file: 68220-26-8.mol

Synonyms:2-Chloro-6-fluorobenzyl bromide;68220-26-8;2-(bromomethyl)-1-chloro-3-fluorobenzene;Benzene, 2-(bromomethyl)-1-chloro-3-fluoro-;2-bromomethyl-1-chloro-3-fluoro-benzene;2-(bromomethyl)-1-chloro-3-fluoro-benzene;2-Chloro-6-Florobenzyl Bromide;SCHEMBL4706;DTXSID70378602;2-chloro-6-fluoro-benzyl bromide;IGUVNNXFTDCASP-UHFFFAOYSA-N;MFCD00040126;AKOS000446900;AM62189;CS-W014229;1-bromomethyl-2-chloro-6-fluorobenzene;2-bromomethyl-1-chloro-3-fluorobenzene;2-Chloro-6-fluorobenzyl bromide, 96%;PS-10025;2-(bromo-methyl)-1-chloro-3-fluorobenzene;C2308;FT-0611857;A22674;EN300-170761;a-bromo-2-chloro-6-fluorotoluene

Chemical Property of 2-Chloro-6-fluorobenzyl bromide

Chemical Property:

• Vapor Pressure: 0.155mmHg at 25°C
• Refractive Index: n20/D 1.568(lit.)
• Boiling Point: 222 °C at 760 mmHg
• Flash Point: 88.1 °C
• PSA: 0.00000
• Density: 1.654 g/cm³
• LogP: 3.37400
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Lachrymatory
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 221.92472
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(bromomethyl)-1-chloro-3-fluoro-Benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36/37-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)CBr)F
• Uses: 2-Chloro-6-fluorobenzyl bromide [2-(bromomethyl)-1-chloro-3-fluorobenzene] may be used in the synthesis of 4-chlorobenzoimidazo[1,2-a][3,1]benzothiazine.

Technology Process of 2-Chloro-6-fluorobenzyl bromide

There total 2 articles about 2-Chloro-6-fluorobenzyl bromide 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: 88.0%

(2-chloro-6-fluorophenyl)methanol (56456-50-9) → 2-(bromomethyl)-1-chloro-3-fluorobenzene (68220-26-8)

Guidance literature:

(2-chloro-6-fluorophenyl)methanol; With methanesulfonyl chloride; triethylamine; In tetrahydrofuran;

With lithium bromide; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1002/cmdc.201600491

Reference yield:

2-chloro-6-fluorobenzoic acid (434-75-3) → 2-(bromomethyl)-1-chloro-3-fluorobenzene (68220-26-8)

Guidance literature:

Multi-step reaction with 2 steps

1: diborane / tetrahydrofuran / 3 h / 0 - 20 °C

2: phosphorus tribromide / dichloromethane / 1 h / 0 - 20 °C

With phosphorus tribromide; diborane; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.ejmech.2018.12.028

Reference yield: 97.0%

2-(bromomethyl)-1-chloro-3-fluorobenzene (68220-26-8) + methyl 1,2-dimethyl-3-oxo-1,2,3,4-tetrahydrobenzo[e][1,2,4]triazine-6-carboxylate → methyl-4-(2-chloro-6-fluorobenzyl)-1,2-dimethyl-3-oxo-1,2,3,4-tetrahydrobenzo[e][1,2,4]triazine-6-carboxylate

Guidance literature:

methyl 1,2-dimethyl-3-oxo-1,2,3,4-tetrahydrobenzo[e][1,2,4]triazine-6-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 5 ℃; Inert atmosphere;

2-(bromomethyl)-1-chloro-3-fluorobenzene; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 2h; Inert atmosphere;

upstream raw materials:

(2-chloro-6-fluorophenyl)methanol

2-chloro-6-fluorobenzoic acid

Downstream raw materials:

1-(2-Chloro-6-fluoro-benzyl)-4-oxy-1H-pyrazin-2-one

2-(2-Chloro-6-fluoro-benzyloxy)-pyrazine 4-oxide

6-chloro-9-(2-chloro-6-fluorobenzyl) purine

2,2'-difluoro-6,6'-dichlorobibenzyl

Refernces

• 1、 -. "RORγ MODULATORS". Page/Page column 21; 38-39. . Retrieved 2018/04/13.