4-Fluorobenzyl bromide
1-(BROMOMETHYL)-4-FLUOROBENZENE · Of fluoride broMide · 4-Fluorobenzyl bromi · P-FLUOROBENZYL BROMIDE · 4-FLUOROBENZYL BROMIDE · α-Bromo-4-fluorotoluene · 1-bromo-3-fluorotoluene · à-bromo-4-fluorotoluene
Identifiers & Physical Properties
| CAS No. | 459-46-1 |
|---|---|
| Molecular formula | C7H6BrF |
| Average molar mass | 189.02 g/mol |
| Monoisotopic mass | 187.96369051 g/mol |
| SMILES | Fc1ccc(CBr)cc1 |
| InChIKey | NVNPLEPBDPJYRZ-UHFFFAOYSA-N |
| PubChem CID | 68021 |
| EC No. | 207-291-5 |
| DTXSID | DTXSID8060032 |
Chemical & Physical Properties
| XLogP | 2.8 |
|---|---|
| Topological polar surface area | 0 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 1 |
| Heavy atoms | 9 |
| Formal charge | 0 |
| Complexity | 77 |
| Boiling point | 85 °C15 mm Hg(lit.) |
| Density | 1.517 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.547(lit.) |
| Flash point | >230 °F |
| Storage conditions | under inert gas (nitrogen or Argon) at 2-8°C |
| Solubility | soluble in Chloroform |
| Physical state | Liquid |
| Specific gravity | 1.517 |
| Color | Clear colorless to yellow |
| Sensitivity | Lachrymatory |
| BRN | 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 | 459-46-1(CAS DataBase Reference) |
| FDA UNII | GKL3GW5GWH |
| NIST Chemistry Reference | «alpha»-Bromo-4-fluorotoluene(459-46-1) |
| EPA Substance Registry System | 4-Fluorobenzyl bromide (459-46-1) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS05 |
| Signal word | Danger |
| GHS hazard statements | H314 |
| GHS precautionary statements | P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405 |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Hazard symbols | C |
| Risk statements (R) | 34-36 |
| Safety statements (S) | 26-36/37/39-45 |
| UN transport number | UN 3265 8/PG 2 |
| Water hazard class (WGK) | 3 |
| Hazard Note | Corrosive/Lachrymatory |
| TSCA inventory status | TSCA listed |
| Hazard class | 8Skin Corr. 1B |
| Packing group | III |
| Customs code | 29039990 |
| Storage class | 8A - Combustible corrosive hazardous materials |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L) |
Safety & Regulations
| GHS classification | DangerH314 (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. |
|---|---|
| Regulatory information | Benzene, 1-(bromomethyl)-4-fluoro-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Corr. 1B (100%) |
| Personal protective equipment (PPE) | Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| UN transport number | UN 3265 8/PG 2 |
| Customs code | 29039990 |
| Risk statements (R) | 34-36 |
| Signal word | Danger |
| GHS pictogram | GHS05 |
| Hazard symbols | C |
| hazard_note | Corrosive/Lachrymatory |
| Safety statements (S) | 26-36/37/39-45 |
| Hazard class | 8Skin Corr. 1B |
| Storage class | 8A - Combustible corrosive hazardous materials |
| Packing group | III |
| GHS hazard statements | H314 |
| Limited quantities | 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid) |
Applications & Uses
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.
Uses
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
Uses
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.