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304093

Sigma-Aldrich

1,4-Dibromo-2-fluorobenzene

98%

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About This Item

Linear Formula:
Br2C6H3F
CAS Number:
1435-52-5
Molecular Weight:
253.89
MDL number:
MFCD00010603
UNSPSC Code:
12352100
PubChem Substance ID:
24858324
NACRES:
NA.22

assay

98%

form

solid

bp

216 °C (lit.)

mp

33-36 °C (lit.)

functional group

bromo
fluoro

SMILES string

Fc1cc(Br)ccc1Br

InChI

1S/C6H3Br2F/c7-4-1-2-5(8)6(9)3-4/h1-3H

InChI key

WNSNPGHNIJOOPM-UHFFFAOYSA-N

General description

The Suzuki-Miyaura reaction of 1,4-dibromo-2-fluorobenzene with arylboronic acids yields fluorinated para-terphenyls.

Application

1,4-Dibromo-2-fluorobenzene was used in preparation of 1,4-bis(2-hydroxy-2-methyl-3-butynyl)-2-fluorobenzene.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

215.6 °F - closed cup

flash_point_c

102 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK9695
STBK4136
STBH7274
STBG0133V
STBF2710V

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One-pot synthesis of fluorinated terphenyls by site-selective Suzuki-Miyaura reactions of 1, 4-dibromo-2-fluorobenzene.
Sharif M, et al.
Tetrahedron Letters, 51(21), 2810-2812 (2010)
M Levitus et al.
The Journal of organic chemistry, 66(9), 3188-3195 (2001-04-28)
Crystals of 1,4-bis(2-hydroxy-2-methyl-3-butynyl)-2-fluorobenzene 4 have a rich packing structure with four distinct molecules in the unit cell. A complex hydrogen bonding network results in the formation of cofacial trimers, cofacial dimers, and monomers within the same unit cell. Given a

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