3-Bromobenzyl bromide

Base Information

• Chemical Name: 3-Bromobenzyl bromide
• CAS No.: 823-78-9
• Molecular Formula: C7H6Br2
• Molecular Weight: 249.933
• Hs Code.: 29036990
• European Community (EC) Number: 212-519-1
• DSSTox Substance ID: DTXSID4061175
• Nikkaji Number: J149.814B
• Wikidata: Q72451926
• Mol file: 823-78-9.mol

Synonyms:3-Bromobenzyl bromide;823-78-9;1-Bromo-3-(bromomethyl)benzene;3-bromobenzylbromide;m-Bromobenzyl bromide;Benzene, 1-bromo-3-(bromomethyl)-;MFCD00000176;alpha-3-Dibromotoluene;3-bromo benzyl bromide;alpha,3-Dibromotoluene;EINECS 212-519-1;1-Bromo-3-bromomethyl-benzene;3-bromo-benzylbromide;m-bromo benzyl bromide;3-bromo-benzyl bromide;.alpha.,m-Dibromotoluene;bromo-3-bromomethyl-benzene;SCHEMBL6882;Toluene, m,I+/--dibromo-;1-bromo-3-bromomethylbenzene;3-Bromobenzyl bromide, 99%;Toluene, m,.alpha.-dibromo-;DTXSID4061175;BCP27924;BBL019514;STL185586;AKOS000121498;AB00107;AC-7171;CS-W008571;AS-12839;AM20041204;B1570;FT-0615210;EN300-21107;A24184;W-104179;F0001-2109

Chemical Property of 3-Bromobenzyl bromide

Chemical Property:

• Appearance/Colour: White to yellow solid
• Vapor Pressure: 0.0224mmHg at 25°C
• Melting Point: 39-41 °C(lit.)
• Refractive Index: 1.605
• Boiling Point: 258.2 °C at 760 mmHg
• Flash Point: 122.2 °C
• PSA: 0.00000
• Density: 1.849 g/cm³
• LogP: 3.34400
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 249.88158
• Heavy Atom Count: 9
• Complexity: 83

Purity/Quality:

99% ^*data from raw suppliers

3-Bromobenzyl bromide98+% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)CBr
• Uses: 3-Bromobenzyl bromide was used in the synthesis of, 1,7-di(3-bromobenzyl)cyclen and substituted 8-arylquinoline, phosphodiesterase 4 (PDE4) inhibitors. 3-Bromobenzyl bromide was used in the synthesis of:1,7-di(3-bromobenzyl)cyclensubstituted 8-arylquinoline, phosphodiesterase 4 (PDE4) inhibitors

Technology Process of 3-Bromobenzyl bromide

There total 17 articles about 3-Bromobenzyl 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%

(3-Bromophenyl)methanol (15852-73-0) → meta-bromobenzyl bromide (823-78-9)

Guidance literature:

With 1H-imidazole; iodine; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1021/op010094c

Reference yield: 92.0%

3-Bromophenylacetic acid (1878-67-7) → meta-bromobenzyl bromide (823-78-9)

Guidance literature:

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

DOI:10.1021/acs.orglett.7b00439

Reference yield: 82.0%

meta-bromotoluene (591-17-3) → meta-bromobenzyl bromide (823-78-9)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 60 ℃; for 0.216667h; Flow reactor; Irradiation;

DOI:10.1021/jo402409k

upstream raw materials:

tetrachloromethane

N-Bromosuccinimide

2,2'-azobis(isobutyronitrile)

meta-bromotoluene

Downstream raw materials:

(3-bromo-benzyl)-(3-chloro-benzyl)-methyl-amine

3-(methoxymethyl)bromobenzene

2-(3-bromobenzyl)isoindoline-1,3-dione

m-bromobenzoic aldehyde

Refernces

• 1、 Sakyiamah, Maxwell M.,Kobayakawa, Takuya,Fujino, Masayuki,Konno, Makoto,Narumi, Tetsuo,Tanaka, Tomohiro,Nomura, Wataru,Yamamoto, Naoki,Murakami, Tsutomu,Tamamura, Hirokazu. "Design, synthesis and biological evaluation of low molecular weight CXCR4 ligands". supporting information. p. 1130 - 1138. Retrieved 2019/02/16.
• 2、 Chen, Jia,Lin, Jin-Hong,Xiao, Ji-Chang. "Halogenation through Deoxygenation of Alcohols and Aldehydes". supporting information. p. 3061 - 3064. Retrieved 2018/05/28.