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209511

Sigma-Aldrich

2-Fluorobenzyl bromide

98%

Synonym(s):

α-Bromo-2-fluorotoluene

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About This Item

Linear Formula:
FC6H4CH2Br
CAS Number:
446-48-0
Molecular Weight:
189.02
EC Number:
207-169-1
MDL number:
MFCD00000324
UNSPSC Code:
12352100
PubChem Substance ID:
24852572
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.552 (lit.)

bp

84-85 °C/15 mmHg (lit.)

density

1.567 g/mL at 25 °C (lit.)

SMILES string

Fc1ccccc1CBr

InChI

1S/C7H6BrF/c8-5-6-3-1-2-4-7(6)9/h1-4H,5H2

InChI key

FFWQLZFIMNTUCZ-UHFFFAOYSA-N

Application

2-Fluorobenzyl bromide was used:
  • in the synthesis of 2-pyrrolo[2,3-d]pyrimidines
  • as alkylating agent during the synthesis of 8-alkylated imidazolo[1,2-a]pyrimid-5-ones
  • in the synthesis of prasugrel

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

181.4 °F - closed cup

Flash Point(C)

83 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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J L Kelley et al.
Journal of medicinal chemistry, 38(19), 3884-3888 (1995-09-15)
Analogues of 9-(2-fluorobenzyl)-6-(methylamino)-9H-purine (1) containing isosteric replacements of the imidazole ring atoms were synthesized and tested for anticonvulsant activity. The pyrrolo[2,3-d]-, pyrazolo[3,4-d]-, and triazolo[4,5-d]pyrimidines were less active than 1 against maximal electroshock-induced seizures (MES) in rats when given po. The
Yun-Fei Zhu et al.
Bioorganic & medicinal chemistry letters, 12(3), 399-402 (2002-01-30)
Initial SAR studies on 1-aminomethyl-2-aryl-3-cyano-pyrrolo[1,2-a]pyrimid-7-one-6-carboxylates as human GnRH receptor antagonists were discussed. 2-(2-Methylaminoethyl)pyridine was discovered to be a key feature for generating active compounds. The best compound from the series had 25 nM (K(i)) binding affinity to human GnRH receptor.
Synthesis of prasugrel.
SUN Z-G, et al
Chinese Journal of Pharmaceuticals / Chung-kuo i yao kung yeh tsa chih, 4, 006-006 (2009)

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