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263443

1-Bromo-2,4-difluorobenzene

Name: 1-Bromo-2,4-difluorobenzene
Brand: ALDRICH

98%

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About This Item

Linear Formula:

BrC₆H₃F₂

CAS Number:

348-57-2

Molecular Weight:

192.99

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24855973

EC Number:

206-479-4

Beilstein/REAXYS Number:

1680892

MDL number:

MFCD00000330

Assay:

98%

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Properties

assay

98%

refractive index

n20/D 1.505 (lit.)

bp

145-146 °C (lit.)

mp

−4 °C (lit.)

density

1.708 g/mL at 25 °C (lit.)

functional group

bromo, fluoro

SMILES string

Fc1ccc(Br)c(F)c1

InChI

1S/C6H3BrF2/c7-5-2-1-4(8)3-6(5)9/h1-3H

InChI key

MGHBDQZXPCTTIH-UHFFFAOYSA-N

Description

General description

1-Bromo-2,4-difluorobenzene undergoes lithiation exclusively at the position having two adjacent halogen substituents, to yield 6-bromo-2,3-difluorobenzoic acid.

Application

1-Bromo-2,4-difluorobenzene has been used in:

preparation of (2S)-1-(2,4-difluorophenyl)-2-(1,1-dimethyl-1-sila-ethoxy)-propan-1-one
enantiomeric preparation of the key intermediate of chiral azole antifungal agents by a chemoenzymatic process

pictograms

GHS02,GHS07

signalword

Warning

hcodes

H226,H315,H319,H335

pcodes

P210 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

125.6 °F - closed cup

flash_point_c

52 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Optically active antifungal azoles: synthesis and antifungal activity of (2R,3S)-2-(2,4-difluorophenyl)-3-(5-[2-[4-aryl-piperazin-1-yl]-ethyl]-tetrazol-2-yl/1-yl)-1-[1,2,4]-triazol-1-yl-butan-2-ol.

Ram Shankar Upadhayaya et al.

Bioorganic & medicinal chemistry, 12(9), 2225-2238 (2004-04-15)

A series of (2R,3S)-2-(2,4-difluorophenyl)-3-(5-[2-[4-aryl-piperazin-1-yl]-ethyl]-tetrazol-2-yl)-1-[1,2,4]-triazol-1-yl-butan-2-ol (11a-n) and (2R,3S)-2-(2,4-difluorophenyl)-3-(5-[2-[4-aryl-piperazin-1-yl]-ethyl]-tetrazole-1-yl)-1-[1,2,4]-triazol-1-yl-butan-2-ol (12a-n) has been synthesized. The antifungal activity of compounds was evaluated by in vitro agar diffusion and broth dilution assay. Compounds 11d and its positional isomer 12d having 3-trifluoromethyl substitution on the phenyl

A practical chemoenzymatic synthesis of a key intermediate of antifungal agents.

Yasohara Y, et al.

Tetrahedron Letters, 42(19), 3331-3333 (2001)

Regioselective ortho-lithiation of chloro and bromo substituted fluoroarenes.

Mongin F and Schlosser M.

Tetrahedron Letters, 37(36), 6551-6554 (1996)

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Global Trade Item Number

SKU	GTIN
263443-100G	04061838348166
263443-25G	04061838348173