Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

209511

Sigma-Aldrich

2-Fluorobenzyl bromide

98%

Synonym(s):

α-Bromo-2-fluorotoluene

Sign Into View Organizational & Contract Pricing
All Photos(1)

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of prasugrel.
SUN Z-G, et al
Chinese Journal of Pharmaceuticals / Chung-kuo i yao kung yeh tsa chih, 4, 006-006 (2009)
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.
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service