3-Fluorobenzyl bromide

Base Information

• Chemical Name: 3-Fluorobenzyl bromide
• CAS No.: 456-41-7
• Molecular Formula: C7H6BrF
• Molecular Weight: 189.027
• Hs Code.: 29036990
• European Community (EC) Number: 207-263-2
• NSC Number: 91494
• DSSTox Substance ID: DTXSID9060025
• Nikkaji Number: J57D
• Wikidata: Q72479305
• Mol file: 456-41-7.mol

Synonyms:3-Fluorobenzyl bromide;456-41-7;1-(Bromomethyl)-3-fluorobenzene;3-fluorobenzylbromide;m-fluorobenzyl bromide;Benzene, 1-(bromomethyl)-3-fluoro-;m-Fluorobenzylbromide;alpha-Bromo-m-fluorotoluene;Toluene, .alpha.-bromo-m-fluoro-;EINECS 207-263-2;NSC 91494;alpha-Bromo-3-fluorotoluene;NSC91494;3-fluoro benzylbromide;3-fluorobenzyl-bromide;3-Fluoro-benzylbromide;3-fluoro benzyl bromide;3-fluoro-benzyl bromide;a-Bromo-3-fluorotoluene;meta-Fluorobenzyl bromide;3-fluorophenylmethyl bromide;SCHEMBL3830;1-bromomethyl-3-fluorobenzene;.alpha.-Bromo-3-fluorotoluene;3-Fluorobenzyl bromide, 99%;1-bromomethyl-3-fluoro-benzene;Toluene, alpha-bromo-m-fluoro-;DTXSID9060025;1-(Bromomethyl)-3-fluorobenzene #;MFCD00000340;NSC-91494;AKOS005259838;PB42853;AS-10896;3-Fluorobenzylbromide;A1714;AM20040511;CS-0005783;F0208;FT-0615728;EN300-22614;D78091;Q-101300;F0001-1237

Chemical Property of 3-Fluorobenzyl bromide

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.548mmHg at 25°C
• Refractive Index: n20/D 1.546(lit.)
• Boiling Point: 196.9 °C at 760 mmHg
• Flash Point: 61.7 °C
• PSA: 0.00000
• Density: 1.535 g/cm³
• LogP: 2.72060
• Storage Temp.: 0-6°C
• Sensitive.: Lachrymatory
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 187.96369
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99% ^*data from raw suppliers

3-Fluorobenzyl bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 23-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)F)CBr
• Uses: 3-Fluorobenzyl Bromide is a substituted benzyl bromide used as a reagent in the preparation of wide range of biologically active compounds such as antidiabetic drugs, anti-virals and anti-cancer agen ts.

Technology Process of 3-Fluorobenzyl bromide

There total 10 articles about 3-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:

bromocyane (506-68-3) + benzyl-(3-fluoro-benzyl)-sulfide (351-25-7) → benzyl thiocyanate (3012-37-1) + benzyl bromide (100-39-0) + 1-(Bromomethyl)-3-fluorobenzene (456-41-7)

Guidance literature:

Reference yield:

3-fluoro-benzenemethanol (456-47-3) → 1-(Bromomethyl)-3-fluorobenzene (456-41-7)

Guidance literature:

With phosphorus tribromide; benzene;

Reference yield:

3-Fluorobenzaldehyde (456-48-4) → 1-(Bromomethyl)-3-fluorobenzene (456-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

2: phosphorus tribromide / diethyl ether / 0.5 h / 0 °C

With sodium tetrahydroborate; phosphorus tribromide; In methanol; diethyl ether;

DOI:10.1016/j.ejmech.2016.12.043

upstream raw materials:

m-Fluorotoluene

3-fluoro-benzenemethanol

1-fluoro-3-(iodomethyl)benzene

m-fluorobenzyl chloride

Downstream raw materials:

1-(3-fluorobenzyl)pyridin-1-ium bromide

Dimethyl-<3-fluor-benzyl>-carbinol

(3-fluorophenyl)acetone

(3-fluorobenzyl)(triphenyl)phosphonium bromide

Refernces

• 1、 Sri Ramya,Angapelly, Srinivas,Guntuku, Lalita,Singh Digwal, Chander,Nagendra Babu, Bathini,Naidu,Kamal, Ahmed. "Synthesis and biological evaluation of curcumin inspired indole analogues as tubulin polymerization inhibitors". . p. 100 - 114. Retrieved 2016/12/30.
• 2、 Jereb, Marjan,Zupan, Marko,Stavber, Stojan. "Visible-light-promoted Wohl-Ziegler functionalization of organic molecules with N-bromosuccinimide under solvent-free reaction conditions". scheme or table. p. 555 - 566. Retrieved 2009/09/06.