| Identification | More | [Name]
2-Chloro-4-fluorobenzyl bromide | [CAS]
45767-66-6 | [Synonyms]
1-(BROMOMETHYL)-2-CHLORO-4-FLUOROBENZENE
2-CHLORO-4-FLUOROBENZYL BROMIDE
ALPHA-BROMO-2-CHLORO-4-FLUOROTOLUENE
TIMTEC-BB SBB005762
à-bromo-2-chloro-4-fluorotoluene | [EINECS(EC#)]
207-274-2 | [Molecular Formula]
C7H5BrClF | [MDL Number]
MFCD00236025 | [Molecular Weight]
223.47 | [MOL File]
45767-66-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
33-35°C | [Boiling point ]
226.8±25.0 °C(Predicted) | [density ]
1.3879 (rough estimate) | [refractive index ]
1.5550 (estimate) | [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
soluble in Methanol | [form ]
Crystalline Low Melting Mass | [color ]
White to yellow | [Sensitive ]
Lachrymatory | [BRN ]
3539265 | [InChI]
InChI=1S/C7H5BrClF/c8-4-5-1-2-6(10)3-7(5)9/h1-3H,4H2 | [InChIKey]
GAUUDQVOPUKGJD-UHFFFAOYSA-N | [SMILES]
C1(CBr)=CC=C(F)C=C1Cl | [CAS DataBase Reference]
45767-66-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns.
R22:Harmful if swallowed. | [Safety Statements ]
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
3265 | [Hazard Note ]
Corrosive/Lachrymatory | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
2-Chloro-4-fluorobenzyl bromide is used as a reagent in the synthesis of a variety of compounds, such as pharmaceuticals, agrochemicals, and industrial chemicals. | [Synthesis]
General procedure for the synthesis of 2-chloro-4-fluorobenzyl bromide from 2-chloro-4-fluorotoluene: A mixture of 77.6 g (0.54 mol) of 2-chloro-4-fluorotoluene, 95.6 g (0.54 mol) of N-bromosuccinimide, 1 g of benzoyl peroxide, and 1,000 mL of carbon tetrachloride was heated and refluxed for 3 hours. After completion of the reaction, the mixture was cooled to room temperature and filtered through a G3 glass sand core funnel. The precipitate was washed with 3 x 100 mL of carbon tetrachloride. The filtrates were combined and concentrated to dryness under reduced pressure. The residue was purified by fractional distillation and the fractions with boiling points of 97-99 °C/10 mmHg were collected to give pure 2-chloro-4-fluorobenzyl bromide in a yield of 106 g (88% yield). Elemental analysis (C7H5BrClF) Calculated values: C, 37.62; H, 2.26; measured values: C, 37.79; H, 2.34. 1H NMR (CDCl3) δ: 7.41 (dt, J = 8.4 Hz, 6.0 Hz, 1H, 6-H), 7.13 (dt, J = 8.4 Hz, 2.6 Hz, 1H, 3-H), and 6.97 (dt, J = 8.4 Hz, 2.6 Hz, 1H, 5-H), 4.55 (s, 2H, CH2). | [References]
[1] Patent: WO2007/70041, 2007, A1. Location in patent: Page/Page column 115
[2] Journal of Organic Chemistry, 1983, vol. 48, # 4, p. 526 - 532
[3] Patent: US2007/135595, 2007, A1 |
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