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293474

Sigma-Aldrich

4-Bromo-2-fluoroanisole

97%

Synonym(s):

4-Bromo-2-fluoro-1-methoxybenzene

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About This Item

Linear Formula:
BrC6H3(F)OCH3
CAS Number:
2357-52-0
Molecular Weight:
205.02
EC Number:
219-096-2
MDL number:
MFCD00011710
UNSPSC Code:
12352100
PubChem Substance ID:
24857659
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.545 (lit.)

bp

84 °C/7 mmHg (lit.)

density

1.59 g/mL at 25 °C (lit.)

functional group

bromo
fluoro

SMILES string

COc1ccc(Br)cc1F

InChI

1S/C7H6BrFO/c1-10-7-3-2-5(8)4-6(7)9/h2-4H,1H3

InChI key

DWNXGZBXFDNKOR-UHFFFAOYSA-N

General description

The IR and FT-IR spectra of 4-bromo-2-fluoroanisole have been investigated[1].

Application

4-Bromo-2-fluoroanisole has been used in the synthesis of:
  • 1,4-bis[(3′-fluoro-4′-n alkoxyphenyl)ethynyl]benzenes with n=1-12[2]
  • 7-fluoro-6-methoxy-1-methyl-2-naphthaldehyde[3]
  • 5,7-difluoro-6-methoxy-1-methyl-2-naphthaldehyde[3]
  • liquid crystals with terminal difluoromethoxy group and backbone of phenylbicyclohexane[4]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

208.4 °F - closed cup

Flash Point(C)

98 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
00401EH
02912LE
14613HO
13223KC
06908EQ

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Vibrational spectra, first hyperpolarizability, HOMO-LUMO analysis of 4-bromo 2-fluro anisole.
Arivazhagan M, et al.
Indian Journal of Pure and Applied Physics, 50(5), 299-307 (2012)
Rolf W Hartmann et al.
Journal of enzyme inhibition and medicinal chemistry, 19(2), 145-155 (2004-09-29)
Regioselectively fluorinated 1-(naphth-2-ylmethyl)imidazoles 1a-h have been synthesized starting from the corresponding (naphth-2-yl)methanols (2). 2a-d have been obtained by LiAlH4-promoted reduction of fluorinated 1-methyl-2-naphthaldehydes. The latter were easily prepared in fairly good overall yields by ceric ammonium nitrate (CAN)-promoted oxidative addition
Design of molecular architectures for polymeric mesophase formation.
Pugh C, et al.
Macromolecular Symposia, 98(1) (1995)
Syntheses of Phenylbicyclohexane Liquid Crystals with Terminal Difluoromethoxy Group [J].
Li J, et al.
Fine Chemicals / ????, 12, 004-004 (2004)

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