2,6-Dichlorobenzyl bromide

Base Information

• Chemical Name: 2,6-Dichlorobenzyl bromide
• CAS No.: 20443-98-5
• Molecular Formula: C7H5BrCl2
• Molecular Weight: 239.927
• Hs Code.: 29039990
• European Community (EC) Number: 243-827-4
• NSC Number: 93898
• UNII: MP9K6Y018H
• DSSTox Substance ID: DTXSID60174392
• Nikkaji Number: J59.688D
• Wikidata: Q72465627
• Mol file: 20443-98-5.mol

Synonyms:2,6-Dichlorobenzyl bromide;20443-98-5;2-(Bromomethyl)-1,3-dichlorobenzene;alpha-Bromo-2,6-dichlorotoluene;Benzene, 2-(bromomethyl)-1,3-dichloro-;2,6-DICHLOROBENZYLBROMIDE;1-Bromomethyl-2,6-dichlorobenzene;C7H5BrCl2;.alpha.-Bromo-2,6-dichlorotoluene;A-BROMO-2,6-DICHLOROTOLUENE;EINECS 243-827-4;MFCD00000577;NSC 93898;BRN 0637351;MP9K6Y018H;NSC-93898;TOLUENE, alpha-BROMO-2,6-DICHLORO-;Benzene, 2-(bromomethyl)-1,3-dichloro- (9CI);4-05-00-00834 (Beilstein Handbook Reference);2,6 dichloro benzyl bromide;SCHEMBL9770;C7-H5-Br-Cl2;UNII-MP9K6Y018H;2, 6-Dichlorobenzyl bromide;2,6-di chloro benzyl bromide;DTXSID60174392;2,6-Dichlorobenzyl bromide, 97%;2-Bromomethyl-1,3-dichlorobenzene;NSC93898;STR03144;STL280128;2-(brornomethyl)-1,3-dichlorobenzene;AKOS007929978;2-(bromomethyl)-1,3-dichloro-benzene;AM84244;Toluene, .alpha.-bromo-2,6-dichloro-;2-(Bromomethyl)-1,3-dichlorobenzene #;AC-26185;LS-154024;D1749;FT-0610602;EN300-20530;A22382;W-107620;F0001-0724;(6-BROMO-IMIDAZO[1,2-A]PYRIDIN-2-YL)-ACETICACID;alpha-bromo-2,6-dichloro-toluen

Chemical Property of 2,6-Dichlorobenzyl bromide

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0.0194mmHg at 25°C
• Melting Point: 54-56 °C(lit.)
• Refractive Index: 1.597
• Boiling Point: 260.9 °C at 760 mmHg
• Flash Point: 126.2 °C
• PSA: 0.00000
• Density: 1.679 g/cm³
• LogP: 3.88830
• Storage Temp.: Store at RT.
• Solubility.: methanol: 0.1 g/mL, clear
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 237.89517
• Heavy Atom Count: 10
• Complexity: 97.8

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichlorobenzyl Bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37-36
• Safety Statements: 22-26-27-28-36/37/39-45-25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1=CC(=C(C(=C1)Cl)CBr)Cl
• Uses: 2,6-Dichlorobenzyl Bromide is used in the preparation of potent epoxide hydrolase inhibitors. Has shown thus far to relieve hypotension in lipopolysaccharide deficient murine models. As well they have been used in the synthesis of anti-HIV drugs based on diaryltriazine (DATA) analogues.

Technology Process of 2,6-Dichlorobenzyl bromide

There total 9 articles about 2,6-Dichlorobenzyl 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: 97.0%

2,6-dichlorotoluene (118-69-4) → 2,6-Dichlorobenzyl bromide (20443-98-5)

Guidance literature:

With sodium bromate; hydrogen bromide; In water; at 60 ℃; for 3.83333h; Temperature; Flow reactor; Irradiation; Green chemistry; Large scale;

DOI:10.1039/c9gc03662h

Reference yield: 90.0%

2,6-dichlorobenzyl alcohol (15258-73-8) → 2,6-Dichlorobenzyl bromide (20443-98-5)

Guidance literature:

With Oxalyl bromide; In dichloromethane; at 20 ℃; Reflux;

DOI:10.3762/bjoc.10.143

Reference yield: 88.0%

2-(2,6-dichlorophenyl)acetic acid (6575-24-2) → 2,6-Dichlorobenzyl bromide (20443-98-5)

Guidance literature:

With silver triflate-bis(1,10-phenanthroline) complex; dibromoisocyanuric acid; In 1,2-dichloro-ethane; at 20 ℃; for 22h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.7b00439

upstream raw materials:

2,6-dichlorotoluene

2,6-dichlorobenzyl alcohol

2,6-dichlorophenylacetylchloride

2-(2,6-dichlorophenyl)acetic acid

Downstream raw materials:

1-(2,6-dichloro-benzyl)-pyridinium; bromide

1-(2,6-dichloro-benzyl)-4-methyl-pyridinium; bromide

3-cyano-1-(2,6-dichloro-benzyl)-pyridinium; bromide

3-acetyl-1-(2,6-dichloro-benzyl)-pyridinium; bromide

Refernces

• 1、 -. "Photocatalytic continuous bromination method". Paragraph 0041-0059; 0072. . Retrieved 2021/04/03.
• 2、 Li, Ya-Wei,Zheng, Hong-Xing,Yang, Bo,Shan, Xiang-Huan,Qu, Jian-Ping,Kang, Yan-Biao. "tBuOK-Promoted Cyclization of Imines with Aryl Halides". supporting information. p. 4553 - 4556. Retrieved 2020/06/08.