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2-Bromofluorobenzene

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2-Bromofluorobenzene Basic information

Product Name:
2-Bromofluorobenzene
Synonyms:
  • 1-Bromo-2-fluorobenzene,98% [2-Bromofluorobenzene]
  • o-Bromofluorobenzene,99%
  • Benzene, 1-bromo-2-fluoro-
  • 2-Bromofluorobenzene 99%
  • 2-Bromofluorobenzene99%
  • 2-BROMO-1-FLUORO-BENZENE
  • O-BROMO-2-FLUOROBENZENE
  • 2-BROMOFLUOROBENZENE
CAS:
1072-85-1
MF:
C6H4BrF
MW:
175
EINECS:
214-018-3
Product Categories:
  • Aryl Fluorinated Building Blocks
  • Building Blocks
  • Chemical Synthesis
  • Fluorinated Building Blocks
  • Halogenated Hydrocarbons
  • Organic Building Blocks
  • Organic Fluorinated Building Blocks
  • Other Fluorinated Organic Building Blocks
  • Aromatic Hydrocarbons (substituted) & Derivatives
  • Fluorobenzene
  • alkyl Fluorine| alkyl bromide
  • alkyl bromide| alkyl Fluorine
  • Bromine Compounds
  • Fluorine Compounds
  • Aryl
  • Halogenated Hydrocarbons
  • C6
Mol File:
1072-85-1.mol
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2-Bromofluorobenzene Chemical Properties

Melting point:
-8°C
Boiling point:
78-82 °C50 mm Hg
Density 
1.601 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.534(lit.)
Flash point:
110 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
0.35g/l
form 
Liquid
color 
Clear colorless to light yellow
Specific Gravity
1.601
Water Solubility 
insoluble
BRN 
1071819
InChI
1S/C6H4BrF/c7-5-3-1-2-4-6(5)8/h1-4H
InChIKey
IPWBFGUBXWMIPR-UHFFFAOYSA-N
SMILES
Fc1ccccc1Br
CAS DataBase Reference
1072-85-1(CAS DataBase Reference)
NIST Chemistry Reference
Benzene, 1-bromo-2-fluoro-(1072-85-1)
EPA Substance Registry System
Benzene, 1-bromo-2-fluoro- (1072-85-1)
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Safety Information

Hazard Codes 
Xi,F,Xn
Risk Statements 
10-36/37/38-22-20/21/22
Safety Statements 
26-36-37/39-16
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
RTECS 
DA1050000
Hazard Note 
Flammable/Irritant
TSCA 
TSCA listed
HazardClass 
3
PackingGroup 
III
HS Code 
29036990
Storage Class
3 - Flammable liquids
Hazard Classifications
Flam. Liq. 3

MSDS

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2-Bromofluorobenzene Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS TO LIGHT YELLOW LIQUID

Uses

1-Bromo-2-fluorobenzene is used as a reactant with cyclopenta-1,3-diene to produce 1,4-dihydro-1,4-methano-naphthalene. This reaction will need reagent Mg, and solvent diethyl ether. The reaction time is 3 hours with the temperature of 20°C,

Application

2-Bromofluorobenzene is a starting material for coupling reactions; a useful benzyne precursor.

Synthesis Reference(s)

The Journal of Organic Chemistry, 26, p. 5149, 1961 DOI: 10.1021/jo01070a089

Synthesis

NaOMe (0.5 mmol; 25 wt% MeOH solution) was added to a slurry of arylboronic acid (10 mmol) in acetonitrile (10 mL/g vs. boric acid). One portion of 1,3-dibromo-5,5-dimethylglycolide (11 mmol) was added to the reaction and the mixture was heated to 40 ??C. The reaction was aged under N2 atmosphere at 40 ??C for 4 h. The reaction was cooled to room temperature and burst with 10% Na2SO3 (10 mL/g vs. boric acid). The mixture was diluted with MTBE (10mL/g vs. boric acid) and the stirred organic layer was washed with 1N NaOH (10mL/g vs. boric acid) to remove any unreacted starting material. The organic solution was analyzed by HPLC and the yield of the reaction was obtained by comparison with authentic samples obtained from commercial sources.GC/MS and NMR analyses confirmed the identity of the product. The final product, o-bromofluorobenzene, was obtained in 98% yield

2-Bromofluorobenzene Preparation Products And Raw materials

Preparation Products

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