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264423

Sigma-Aldrich

2,5-Difluorobenzyl bromide

98%

Synonym(s):

α-Bromo-2,5-difluorotoluene

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About This Item

Linear Formula:
F2C6H3CH2Br
CAS Number:
85117-99-3
Molecular Weight:
207.02
EC Number:
285-651-0
MDL number:
MFCD00009897
UNSPSC Code:
12352100
PubChem Substance ID:
24856015

assay

98%

refractive index

n20/D 1.526 (lit.)

density

1.609 g/mL at 25 °C (lit.)

functional group

bromo
fluoro

SMILES string

Fc1ccc(F)c(CBr)c1

InChI

1S/C7H5BrF2/c8-4-5-3-6(9)1-2-7(5)10/h1-3H,4H2

InChI key

ONWGSWNHQZYCFK-UHFFFAOYSA-N

Application

2,5-Difluorobenzyl bromide has been used in the synthesis of:
  • novel series of 4-aryl, 4-phenylsulfonyl cyclohexananone-derived γ-secretase inhibitors, for the potential treatment of Alzheimer′s disease[1]
  • sulfonamide, amide and acyclic amine derivatives[2]

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H225,H314

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

60.8 °F - closed cup

flash_point_c

16 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
02723EJ
04513CJ
15714AJ
04713DH
04314TE

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Ping Chen et al.
Bioorganic & medicinal chemistry letters, 21(6), 1880-1886 (2011-02-16)
A series of 4-amino cyclohexanes and 4-substituted piperidines were prepared and evaluated for inhibition of DPP-4. Analog 20q displayed both good DPP-4 potency and selectivity against other proteases, while derivative 20k displayed long half life and modest oral bioavailability in
Martin Teall et al.
Bioorganic & medicinal chemistry letters, 15(10), 2685-2688 (2005-05-03)
The development of a novel series of 4-aryl, 4-phenylsulfonyl cyclohexananone-derived gamma-secretase inhibitors for the potential treatment of Alzheimer's disease is described.

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