| Identification | More | [Name]
2,4-Difluorobenzyl bromide | [CAS]
23915-07-3 | [Synonyms]
2,4-DIFLUOROBENZYL BROMIDE
ALPHA-BROMO-2,4-DIFLUOROTOLUENE
TIMTEC-BB SBB006567
1-(bromomethyl)-2,4-difluorobenzene
a-Bromo-2,4-difluorotoluene
2,4-Difluorobenzylbromide,98%
2,4-DIFLUOROBENZYL BROMID
Benzene, 1-(bromomethyl)-2,4-difluoro-
à-bromo-2,4-difluorotoluene
α-bromo-2,4-difluorotoluene | [EINECS(EC#)]
245-938-3 | [Molecular Formula]
C7H5BrF2 | [MDL Number]
MFCD00011649 | [Molecular Weight]
207.02 | [MOL File]
23915-07-3.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR YELLOW LIQUID | [Melting point ]
18 °C | [Boiling point ]
28 °C | [density ]
1.613 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.525(lit.)
| [Fp ]
104 °F
| [storage temp. ]
Flammables area | [form ]
Liquid | [color ]
Clear yellow | [Specific Gravity]
1.63 | [Sensitive ]
Lachrymatory | [BRN ]
4177539 | [InChI]
1S/C7H5BrF2/c8-4-5-1-2-6(9)3-7(5)10/h1-3H,4H2 | [InChIKey]
IBLMYGXJKQIGSN-UHFFFAOYSA-N | [SMILES]
Fc1ccc(CBr)c(F)c1 | [CAS DataBase Reference]
23915-07-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C,F | [Risk Statements ]
R10:Flammable.
R34:Causes burns.
R42/43:May cause sensitization by inhalation and skin contact .
R36:Irritating to the eyes. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
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) .
S25:Avoid contact with eyes .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 2920 8/PG 2
| [WGK Germany ]
3
| [Hazard Note ]
Corrosive/Lachrymatory | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29039990 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Flam. Liq. 3
Resp. Sens. 1
Skin Corr. 1B
Skin Sens. 1 |
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR YELLOW LIQUID | [Uses]
2,4-Difluorobenzyl bromide has been used in the preparation of:
- novel 1,2,4-triazolium derivatives
- 1,5-biaryl pyrrole EP1 receptor antagonists
| [Synthesis]
The general procedure for the synthesis of 2,4-difluorobenzyl bromide from 2,4-difluorobenzyl alcohol was as follows: to a solution of diethyl ether (10 mL) of 2,4-difluorobenzyl alcohol (450 mg, 3.12 mmol) was slowly added phosphorus tribromide (0.2 mL, 2.18 mmol) at 0 °C. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction (monitored by thin layer chromatography), the reaction was quenched with ice water (20 mL) and extracted with ethyl acetate (2 x 20 mL). The organic layers were combined, washed sequentially with water (40 mL) and saturated saline (40 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the crude product. Purification by silica gel column chromatography with 5% ethyl acetate/hexane as eluent gave 2,4-difluorobenzyl bromide (420 mg, 2.02 mmol, 65% yield) as a colorless liquid.1H NMR (200 MHz, CDCl3): δ 7.43-7.31 (m, 1H), 6.92-6.77 (m, 2H), 4.48 (s, 2H). | [References]
[1] Patent: US2012/329788, 2012, A1. Location in patent: Page/Page column 26 |
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