Page last updated: 2024-12-06

pentafluorobenzyl bromide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

Pentafluorobenzyl bromide is a versatile synthetic building block that has been extensively used in the synthesis of various organic molecules. It is a colorless liquid with a pungent odor. Its synthesis typically involves the reaction of pentafluorobenzyl alcohol with hydrobromic acid. Pentafluorobenzyl bromide is known to react readily with nucleophiles such as amines, alkoxides, and thiols. It is also used as a reagent in electrophilic aromatic substitution reactions. Due to its highly electrophilic nature, pentafluorobenzyl bromide is a valuable reagent in organic synthesis. It has found applications in the preparation of pharmaceuticals, agrochemicals, and materials science. The compound is also employed in the development of novel catalysts, ligands, and functionalized polymers. The presence of five fluorine atoms on the phenyl ring enhances the reactivity of the benzylic bromide, making it a powerful electrophile. The highly electronegative fluorine atoms also influence the electronic properties of the molecule, affecting its reactivity and stability. The study of pentafluorobenzyl bromide is motivated by its potential for developing new synthetic strategies and its wide range of applications in various fields.'

pentafluorobenzyl bromide : A member of the class benzyl bromides that is benzyl bromide in which the hydrogens at positions 2, 3, 4, 5 and 6 of the phenyl ring are replaced by fluoro groups. It is a versatile derivatization agent in chromatography and mass spectrometry. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID74484
CHEBI ID192780
SCHEMBL ID578142
MeSH IDM0083989

Synonyms (53)

Synonym
toluene, .alpha.-bromo-2,3,4,5,6-pentafluoro-
2,4,5,6-pentafluorobenzyl bromide
.alpha.-bromo-2,4,5,6-pentafluorotoluene
1-bromomethylpentafluorobenzene
nsc96888
pentafluorobenzyl bromide
1765-40-8
nsc-96888
(bromomethyl)pentafluorobenzene
benzene, (bromomethyl)pentafluoro-
pentafluorobenzyl bromide (pfb-br), analytical standard
2,3,4,5,6-pentafluorobenzyl bromide, 99%
1-(bromomethyl)-2,3,4,5,6-pentafluorobenzene
STK399790
alpha-bromo-2,3,4,5,6-pentafluorotoluene
inchi=1/c7h2brf5/c8-1-2-3(9)5(11)7(13)6(12)4(2)10/h1h2
xdepvffkovduno-uhfffaoysa-
P0809
pfbbr
CHEBI:192780
pfb-br
2,3,4,5,6-pentafluorobenzyl bromide
AKOS000121612
A22246
1-bromomethylpentafluorobenzene;pentafluorobenzyl bromide
pentafluorobromomethyl benzene
2,3,4,5,6-pentafluorobenzylbromide
pentafluorobenzylbromide
pentafluoro benzyl bromide
a-bromo-2,3,4,5,6-pentafluorotoluene
einecs 217-182-4
toluene, alpha-bromo-2,3,4,5,6-pentafluoro-
nsc 96888
unii-v5vl554gfp
v5vl554gfp ,
FT-0600808
c7h2brf5
SCHEMBL578142
alpha -bromo-2,3,4,5,6-pentafluorotoluene
benzene, 1-(bromomethyl)-2,3,4,5,6-pentafluoro-
AC-26203
.alpha.-bromo-2,3,4,5,6-pentafluorotoluene
1-(bromomethyl)-2,3,4,5,6-pentafluorobenzene #
mfcd00000299
DTXSID50170146
J-011204
2,3,4,5,6-pentafluorobenzyl bromide, for gc derivatization, >=98.5% (gc)
F0001-0642
AMY25597
PS-9834
AB92717
1-(bromomethyl)pentafluorobenzene
EN300-21151

Research Excerpts

Overview

Pentafluorobenzyl bromide (PFB-Br) is a versatile derivatization agent.

ExcerptReferenceRelevance
"Pentafluorobenzyl bromide (PFB-Br) is a versatile derivatization agent. "( Pentafluorobenzyl bromide-A versatile derivatization agent in chromatography and mass spectrometry: I. Analysis of inorganic anions and organophosphates.
Tsikas, D, 2017
)
3.34
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
benzyl bromidesCompounds containing a (bromomethyl)benzene skeleton.
fluorobenzenesAny fluoroarene that is a benzene or a substituted benzene carrying at least one fluoro group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (73)

TimeframeStudies, This Drug (%)All Drugs %
pre-19909 (12.33)18.7374
1990's30 (41.10)18.2507
2000's17 (23.29)29.6817
2010's14 (19.18)24.3611
2020's3 (4.11)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 30.34

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index30.34 (24.57)
Research Supply Index4.33 (2.92)
Research Growth Index4.77 (4.65)
Search Engine Demand Index34.57 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (30.34)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (4.00%)6.00%
Case Studies1 (1.33%)4.05%
Observational0 (0.00%)0.25%
Other71 (94.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]