| Identification | More | [Name]
4-Bromo-2-fluorobenzyl bromide | [CAS]
76283-09-5 | [Synonyms]
2-FLUORO-4-BROMOBENZYL BROMIDE
4-BROMO-1-(BROMOMETHYL)-2-FLUORO-BENZENE
4-BROMO-2-FLUOROBENZYL BROMIDE
4-Bromo-1-Fluorobenzyl Bromide
4,α-dibromo-2-fluorotoluene
à,4-dibromo-2-fluorotoluene
4-Bromo-2-fluorobenzyl bromide 97%
4-Bromo-2-fluorobenzylbromide97%
2-fluor-4-bromobenzyl bromide
Benzene, 4-bromo-1-(bromomethyl)-2-fluoro-
1-Bromo-4-bromomethyl-3-fluorobenzene | [EINECS(EC#)]
278-412-7 | [Molecular Formula]
C7H5Br2F | [MDL Number]
MFCD00055467 | [Molecular Weight]
267.92 | [MOL File]
76283-09-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystal powder | [Melting point ]
33-36 °C (lit.) | [Boiling point ]
126 °C (19 mmHg) | [density ]
1.9094 (rough estimate) | [refractive index ]
1.5770 (estimate) | [Fp ]
126°C/9mm | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
soluble in Methanol | [form ]
Low Melting Solid | [color ]
White to off-white | [Sensitive ]
Lachrymatory | [BRN ]
4307676 | [InChI]
InChI=1S/C7H5Br2F/c8-4-5-1-2-6(9)3-7(5)10/h1-3H,4H2 | [InChIKey]
XMHNLZXYPAULDF-UHFFFAOYSA-N | [SMILES]
C1(CBr)=CC=C(Br)C=C1F | [CAS DataBase Reference]
76283-09-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R22:Harmful if swallowed.
R34:Causes burns.
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 2923 8/PG 3
| [WGK Germany ]
2
| [Hazard Note ]
Corrosive/Lachrymatory | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powder | [Uses]
4-Bromo-2-fluorobenzyl bromide may be used in the synthesis of 1-(2-fluoro-4-(1-methyl-1H-pyrazol-4-yl)benzyl)indoline-2,3-dione. | [General Description]
4-Bromo-2-fluorobenzyl bromide is a substituted benzyl bromide. Its density is 1.9094g/ml at 25°C. | [Synthesis]
General procedure for the synthesis of 2-fluoro-4-bromobenzyl bromide from 2-fluoro-4-bromotoluene: N-bromosuccinimide (NBS, 1.07 g, 6.05 mmol) and azobisisobutyronitrile (AIBN, 83 mg, 0.50 mmol) were dissolved in carbon tetrachloride (CCl4, 10 mL), followed by addition of 2-fluoro-4-bromotoluene (1 g, 5.04 mmol). The reaction mixture was heated to reflux at 100 °C for 13 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the resulting solid was collected by filtration. The filtrate was extracted several times with carbon tetrachloride and water. The organic layers were combined and dried with anhydrous sodium sulfate to remove residual water. Subsequently, the organic layer was concentrated under reduced pressure to afford 4-bromo-1-(bromomethyl)-2-fluorobenzene (1.2 g, 4.47 mmol) in 89% yield. The product was characterized by 1H-NMR (300 MHz, CDCl3): δ 7.51-7.41 (m, 1H), 7.09 (d, J=9.0 Hz, 1H), 6.99 (d, J=8.2 Hz, 1H), 4.34 (s, 2H). | [References]
[1] Patent: US2015/259350, 2015, A1. Location in patent: Paragraph 0169; 1070
[2] Patent: KR101745741, 2017, B1. Location in patent: Paragraph 0268
[3] Patent: WO2014/76104, 2014, A1. Location in patent: Page/Page column 66
[4] Journal of Medicinal Chemistry, 1995, vol. 38, # 15, p. 2938 - 2945
[5] European Journal of Pharmaceutical Sciences, 2006, vol. 27, # 2-3, p. 188 - 193 |
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