2-Fluoro-4-cyanobenzyl bromide CAS 105942-09-4

Introduction：Basic information about 2-Fluoro-4-cyanobenzyl bromide CAS 105942-09-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2-Fluoro-4-cyanobenzyl bromide Basic information

• Product Name: 2-Fluoro-4-cyanobenzyl bromide
• Synonyms: 2-FLUORO-4-CYANO-BENZYLBROMIDE;BENZONITRILE, 4-(BROMOMETHYL)-3-FLUORO-;4-Cyano-2-fluorobenzylbromide97%;4-Cyano-2-fluorbenzylbromid;4-(Bromomethyl)-3-fluorobenzonitrile 97%;4-Cyano-2-fluorobenzyl bromide, alpha-Bromo-3-fluoro-p-tolunitrile;4-CYANO-2-FLUOROBENZYL BROMIDE;4-(BROMOMETHYL)-3-FLUOROBENZONITRILE
• CAS: 105942-09-4
• MF: C8H5BrFN
• MW: 214.03
• Product Categories: Aromatic Halides (substituted);Methyl Halides;Phenyls & Phenyl-Het;Methyl Halides;Phenyls & Phenyl-Het;Fluorine series
• Mol File: 105942-09-4.mol

2-Fluoro-4-cyanobenzyl bromide Chemical Properties

• Melting point: 77 °C
• Boiling point: 276.4±30.0 °C(Predicted)
• density: 1.59±0.1 g/cm3(Predicted)
• storage temp.: Keep in dark place,Sealed in dry,Room Temperature
• solubility: soluble in Methanol
• form: Solid
• color: Off-white
• Sensitive: Lachrymatory
• InChI: InChI=1S/C8H5BrFN/c9-4-7-2-1-6(5-11)3-8(7)10/h1-3H,4H2
• InChIKey: ZESZAIOGACKOMB-UHFFFAOYSA-N
• SMILES: C(#N)C1=CC=C(CBr)C(F)=C1
• CAS DataBase Reference: 105942-09-4(CAS DataBase Reference)

Safety Information

• Hazard Codes: C
• RIDADR: 3439
• Hazard Note: Corrosive/Lachrymatory
• HazardClass: 8
• PackingGroup: III
• HS Code: 29269090

2-Fluoro-4-cyanobenzyl bromide Usage And Synthesis

Chemical Properties

White to yellow fine crystalline powder

Uses

2-Fluoro-4-cyanobenzyl bromide can be used in organic synthesis.

Synthesis

170572-49-3

105942-09-4

General procedure for the synthesis of 4-cyano-2-fluorobenzyl bromide from 3-fluoro-4-methylbenzonitrile: 3-fluoro-4-methylbenzonitrile (40 g, 296 mmol), N-bromosuccinimide (NBS, 63.2 g, 356 mmol), and benzoyl peroxide (3.6 g, 14.8 mmol) were dissolved in carbon tetrachloride (490 mL), and the reaction was performed at reflux for 16 hours. After completion of the reaction, the mixture was cooled to room temperature and filtered. The filtrate was concentrated and purified by fast column chromatography (eluent: 0-5% ethyl acetate/hexane) to afford the target product 4-(bromomethyl)-3-fluorobenzonitrile (35.4 g, 56% yield).

References

[1] Chemical and Pharmaceutical Bulletin, 2001, vol. 49, # 12, p. 1647 - 1650
[2] Organic and Biomolecular Chemistry, 2004, vol. 2, # 9, p. 1339 - 1352
[3] ACS Medicinal Chemistry Letters, 2013, vol. 4, # 12, p. 1203 - 1207
[4] Patent: WO2016/109361, 2016, A2. Location in patent: Paragraph 00144
[5] Patent: US2010/240719, 2010, A1. Location in patent: Page/Page column 11

2-Fluoro-4-cyanobenzyl bromide Preparation Products And Raw materials

• Raw materials: 3-Fluoro-4-methylbenzonitrile-->Benzoyl peroxide-->Carbon tetrachloride-->N-Bromosuccinimide
• Preparation Products: Benzonitrile, 4-[(acetyloxy)methyl]-3-fluoro-