4-Bromobenzyl bromide

Base Information

• Chemical Name: 4-Bromobenzyl bromide
• CAS No.: 589-15-1
• Molecular Formula: C7H6Br2
• Molecular Weight: 249.933
• Hs Code.: 29036990
• European Community (EC) Number: 209-636-5
• NSC Number: 113584
• UNII: 3D1TTL8BGN
• DSSTox Substance ID: DTXSID5044445
• Nikkaji Number: J31.707A
• Wikidata: Q27257050
• ChEMBL ID: CHEMBL3185105
• Mol file: 589-15-1.mol

Synonyms:p-bromobenzyl bromide

Chemical Property of 4-Bromobenzyl bromide

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 62-64 °C(lit.)
• Refractive Index: 1.6066 (estimate)
• 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.: Store at R.T.
• Sensitive.: Lachrymatory
• Water Solubility.: MAY DECOMPOSE
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 249.88158
• Heavy Atom Count: 9
• Complexity: 75

Purity/Quality:

99% ^*data from raw suppliers

4-Bromobenzyl bromide 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-42/43
• Safety Statements: 22-26-36/37/39-45-25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1=CC(=CC=C1CBr)Br
• Uses: Identification of aromatic carboxylic acids. 4-Bromobenzyl bromide is used to prepare a 20-member aminomethyl-substituted biaryl library via sequential N-alkylation of various amines.

Technology Process of 4-Bromobenzyl bromide

There total 36 articles about 4-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: 100.0%

4-(methylthio)benzyl alcohol (3446-90-0) → 1-bromomethyl-4-bromobenzene (589-15-1)

Guidance literature:

4-(methylthio)benzyl alcohol; With triphenylphosphine dibromide 1:1 addition complex; In acetonitrile; at 0 ℃; for 0.166667h;

With aluminum oxide; Oxone; In chloroform; for 2h; Heating;

DOI:10.1016/S0040-4020(98)00580-8

Reference yield: 97.0%

1,1-dimethoxy-1-(4-bromophenyl)methane (24856-58-4) → 1-bromomethyl-4-bromobenzene (589-15-1)

Guidance literature:

With triethylsilane; Acetyl bromide; tin(II) bromide; In dichloromethane; for 7h; Ambient temperature;

DOI:10.1246/bcsj.64.1410

Reference yield: 96.0%

1-Chloro-4-(chloromethyl)benzene (104-83-6) → 1-bromomethyl-4-bromobenzene (589-15-1)

Guidance literature:

With hydrogen bromide; ferric(III) bromide; In dichloromethane; at 25 ℃; for 0.2h;

DOI:10.1039/c39870001013

upstream raw materials:

bromobenzene

bis(bromomethyl) ether

bromocyane

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

Downstream raw materials:

1-(ethoxycarbonyl)-1-(p-bromobenzyl)-2-propanone

4-bromobenzyl acetate

(4-bromo-benzyl)-diphenyl-amine

N-(4-bromobenzyl)-N,N,N-triethylammonium bromide

Refernces

• 1、 Sancheti, Sonam V.,Yadav, Ganapati D.. "Continuous Synthesis and Separation ofp-Bromobenzyl Bromide Using Atom-Efficient Bromination ofp-Bromotoluene without Any Organic Effluent: Potential for Green Industrial Practice". . p. 2071 - 2080. Retrieved 2021/09/13.
• 2、 Gaikwad, Nikhil B.,Bansode, Sapana,Biradar, Shankar,Ban, Mayuri,Srinivas, Nanduri,Godugu, Chandraiah,Yaddanapudi, Venkata M.. "New 3-(1H-benzo[d]imidazol-2-yl)quinolin-2(1H)-one-based triazole derivatives: Design, synthesis, and biological evaluation as antiproliferative and apoptosis-inducing agents". . . Retrieved 2021/08/07.