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| | 2-Fluorobenzyl bromide Basic information | | Synthesis |
| | 2-Fluorobenzyl bromide Chemical Properties |
| Boiling point | 84-85 °C15 mm Hg(lit.) | | density | 1.567 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.552(lit.) | | Fp | 181 °F | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Liquid | | Specific Gravity | 1.567 | | color | Clear colorless to slightly yellow | | Sensitive | Lachrymatory | | BRN | 1099894 | | InChI | InChI=1S/C7H6BrF/c8-5-6-3-1-2-4-7(6)9/h1-4H,5H2 | | InChIKey | FFWQLZFIMNTUCZ-UHFFFAOYSA-N | | SMILES | C1(CBr)=CC=CC=C1F | | CAS DataBase Reference | 446-48-0(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Fluorobenzyl bromide(446-48-0) |
| Hazard Codes | C | | Risk Statements | 34-36/37 | | Safety Statements | 23-26-27-36/37/39-45 | | RIDADR | UN 3265 8/PG 2 | | WGK Germany | 3 | | Hazard Note | Corrosive/Lachrymatory | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29039990 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Skin Corr. 1B
STOT SE 3 |
| | 2-Fluorobenzyl bromide Usage And Synthesis |
| Synthesis | Method 1,
Mix 2-fluorotoluene, N-bromosuccinimide, benzoyl peroxide, and chloroform. Purge with argon gas, maintaining a pressure of 2 atmospheres and a temperature of 100°C. Stir for 1.5 hours to obtain a mixture containing 2-fluorobenzyl bromide.
Method 2, 
At 0°C, add CBr4 (31.6 g, 95.2 mmol) in small batches to a DCM solution of (2-fluorophenyl)methanol (Aldrich, 10.0 g, 79.3 mmol) and triphenylphosphine (29.1 g, 111 mmol). Stir the mixture at room temperature for 2 hours. The solvent was evaporated, and the residue was purified by rapid chromatography (cyclohexane:ethyl acetate 95:5) to give 2-fluorobenzyl bromide (14 g, 93%). | | Chemical Properties | clear colorless to slightly yellow liquid | | Uses | 2-Fluorobenzyl bromide was used:
- in the synthesis of 2-pyrrolo[2,3-d]pyrimidines
- as alkylating agent during the synthesis of 8-alkylated imidazolo[1,2-a]pyrimid-5-ones
- in the synthesis of prasugrel
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| | 2-Fluorobenzyl bromide Preparation Products And Raw materials |
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