CAS 459-46-1 4-Fluorobenzyl bromide (HCID 68021)

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Basic information

CAS: 459-46-1
Standard SMILES: Fc1ccc(CBr)cc1
InChIKey: NVNPLEPBDPJYRZ-UHFFFAOYSA-N
Molecular formula: C7H6BrF
Average molar mass: 189.02 g/mol
Monoisotopic mass: 187.96369051

Names & identifiers

Preferred name: 4-Fluorobenzyl bromide
IUPAC: 1-(bromomethyl)-4-fluorobenzene
English name: 4-Fluorobenzyl bromide
Molecular formula: C7H6BrF
Molecular weight: 189.02

Names & synonyms

4-Fluorobenzyl bromideBenzene, 1-(bromomethyl)-4-fluoro-alpha-Bromo-4-fluorotoluenealpha-Bromo-p-fluorotolueneGKL3GW5GWHToluene, .alpha.-bromo-p-fluoro-.alpha.-Bromo-4-fluorotolueneDTXSID8060032RefChem:99007Toluene, alpha-bromo-p-fluoro-DTXCID1040453NVNPLEPBDPJYRZ-UHFFFAOYSA-N

Show more names

Of fluoride broMide4-Fluorobenzyl bromiα-Bromo-4-fluorotoluene1-bromo-3-fluorotolueneà-bromo-4-fluorotoluene4-FLUOROBBENZYL BROMIDEA-BROMO-4-FLUOROTOLUENE

459-46-11-(Bromomethyl)-4-fluorobenzenep-Fluorobenzyl bromide4-fluorobenzylbromide1-(bromomethyl)-4-fluoro-benzeneMFCD00000359PARA-FLUOROBENZYL BROMIDE4-(bromomethyl)-1-fluorobenzene

Database identifiers

CAS: 459-46-1
PubChem CID: 68021
DTXSID: DTXSID8060032
UNII: GKL3GW5GWH
EC Number: 207-291-5
Nikkaji: J196.175F

Properties

Computed structural properties

XLogP: 2.8
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 9
Formal charge: 0
Complexity: 77

Physicochemical properties

Boiling point: 85 °C15 · 85 °C15 mm Hg(lit.)
Density: 1.517 g/mL · 1.517 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.547(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2-8°C
solubility: soluble in Chloroform
form: Liquid
Specific Gravity: 1.517 · 1.517
color: Clear colorless to yellow
Sensitive: Lachrymatory
BRN: 636507 · 636507
InChI: 1S/C7H6BrF/c8-5-6-1-3-7(9)4-2-6/h1-4H,5H2
InChIKey: NVNPLEPBDPJYRZ-UHFFFAOYSA-N
SMILES: Fc1ccc(CBr)cc1
CAS DataBase Reference: 459 · 459-46-1(CAS DataBase Reference)
FDA UNII: 3 GW5GWH · GKL3GW5GWH

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 82 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationBenzene, 1-(bromomethyl)-4-fluoro-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Safety data

PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: UN 3265 8/PG 2
hs_code: 29039990
risk_code: 34-36
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C
hazard_note: Corrosive/Lachrymatory
safety_code: 26-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzene, 1-(bromomethyl)-4-fluoro-: INACTIVE

Applications · 3 items

Uses4-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.

Uses4-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

Uses4-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.