4-Fluorobenzyl bromide

Base Information

• Chemical Name: 4-Fluorobenzyl bromide
• CAS No.: 459-46-1
• Molecular Formula: C7H6BrF
• Molecular Weight: 189.027
• Hs Code.: 29039990
• European Community (EC) Number: 207-291-5
• UNII: GKL3GW5GWH
• DSSTox Substance ID: DTXSID8060032
• Nikkaji Number: J196.175F
• Wikidata: Q72479307
• Mol file: 459-46-1.mol

Synonyms:4-Fluorobenzyl bromide;459-46-1;1-(Bromomethyl)-4-fluorobenzene;p-Fluorobenzyl bromide;4-fluorobenzylbromide;alpha-Bromo-4-fluorotoluene;Benzene, 1-(bromomethyl)-4-fluoro-;alpha-Bromo-p-fluorotoluene;PARA-FLUOROBENZYL BROMIDE;GKL3GW5GWH;1-Bromomethyl-4-fluorobenzene;Toluene, .alpha.-bromo-p-fluoro-;EINECS 207-291-5;4-(bromomethyl)-1-fluorobenzene;1-Bromomethyl-4-fluoro-benzene;1-(bromomethyl)-4-fluoro-benzene;p-fluorobenzylbromide;MFCD00000359;4fluorobenzyl bromide;4-fluorbenzyl bromide;4-flourobenzyl bromide;4-fluoro-benzylbromide;4-fluorobenzyl-bromide;4-Fluoro benzylbromide;p-fluoro-benzyl-bromide;rho-fluorobenzyl bromide;4-fluoro-benzyl-bromide;4-fluorobenzyl-bromide-;UNII-GKL3GW5GWH;4-Fluoro benzyl bromide;4-Fluoro-benzyl bromide;4-fluorophenylmethylbromide;SCHEMBL5110;.alpha.-Bromo-4-fluorotoluene;4-Fluorobenzyl bromide, 97%;(4-fluorophenyl)-methyl bromide;DTXSID8060032;1-(Bromomethyl)-4-fluorobenzene #;AKOS000279323;AC-26194;AS-11626;4-Fluorobenzylbromide;A1715;AM20040515;BB 0254337;F0214;FT-0618518;EN300-18717;W-106110;Z89269613;F0001-1243

Chemical Property of 4-Fluorobenzyl bromide

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.143mmHg at 25°C
• Refractive Index: n20/D 1.547(lit.)
• Boiling Point: 195.9 °C at 760 mmHg
• Flash Point: 74.8 °C
• PSA: 0.00000
• Density: 1.517 g/cm³
• LogP: 2.72060
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 187.96369
• Heavy Atom Count: 9
• Complexity: 77

Purity/Quality:

99% ^*data from raw suppliers

4-Fluorobenzyl Bromide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1CBr)F
• Uses: 4-Fluorobenzyl bromide is an important intermediate in organic chemistry. 4-Fluorobenzyl bromide can be used as alkylating reagent to participate in the alkylation reaction with sulfamic esters (R-O-SO2-NH2) in liquid-liquid phase transfer conditions, resulting in the preparation of the N-dialkyled products or the corresponding ethers by scission of the O-SO2 bond, depending on the nature of R. 4-Fluorobenzyl bromide can be used for the synthesis of glycyrrhetinic acid (GA) derivatives, which are slow-binding inhibitors of tyrosinase and have inhibitory effects on melanogenesis. 4-Fluorobenzyl Bromide is a substituted benzyl bromide reagent used in the preparation of wide range of biologically active compounds such as bronchodialators, neurochemicals and antibacterials. 4-Fluorobenzyl bromide was used in the preparation of:3-acetyl-1-(4-fluorobenzyl)-4-hydroxy-1H-indole1-(4-fluorobenzyl)-5-(pyrrolidine-1-sulfonyl)isatin(S)-1-(4-fluorobenzyl)-5-(2-(4-fluorophenoxymethyl)pyrrolidine-1-sulfonyl)isatin8-bromo 9-(4-fluorobenzyl) adenine8-bromo 3-(4-fluorobenzyl) adenine

Technology Process of 4-Fluorobenzyl bromide

There total 14 articles about 4-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: 100.0%

4-fluorobenzylic alcohol (459-56-3) → 4-Fluorobenzyl bromide (459-46-1)

Guidance literature:

With phosphorus tribromide; In benzene; at 20 ℃;

DOI:10.1016/j.jsbmb.2013.02.009

Reference yield: 95.0%

p-fluorotoluene (352-32-9) → 4-Fluorobenzyl bromide (459-46-1)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In Diethyl carbonate; for 0.333333h; Reflux; Microwave irradiation;

DOI:10.1039/c0gc00794c

Reference yield: 85.0%

4-fluorobenzaldehyde (459-57-4) → 4-Fluorobenzyl bromide (459-46-1)

Guidance literature:

With isopinocampheyl-boron dibromide dimethylsulfide complex; In hexane; at 20 ℃; for 5h;

DOI:10.1016/S0040-4039(00)00811-X

upstream raw materials:

p-fluorotoluene

4-fluorobenzylic alcohol

bromocyane

(4-chloro-benzyl)-(4-fluoro-benzyl)-methyl-amine

Downstream raw materials:

1-(4-fluorobenzyl)pyridin-1-ium bromide

2-(4-fluorobenzyl)pyridine

1-(4-fluoro-benzyl)-hexahydro-azepine

1-(4-fluorophenyl)-2-methylpropan-2-ol

Refernces

• 1、 Epifanov, Maxim,Mo, Jia Yi,Dubois, Rudy,Yu, Hao,Sammis, Glenn M.. "One-Pot Deoxygenation and Substitution of Alcohols Mediated by Sulfuryl Fluoride". . p. 3768 - 3777. Retrieved 2021/03/01.
• 2、 Battu, Satyanarayana,Joolakanti, Hima Bindhu,Kamepalli, Ramanjaneyulu,Miryala, Jeevanreddy. "Synthesis, Docking, and Biological activities of novel Metacetamol embedded [1,2,3]-triazole derivatives". . . Retrieved 2021/06/18.