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Merck
CN

657336

1,3,5-Tris(bromomethyl)benzene

97%

Synonym(s):

2,4,6-Tri(bromomethyl)benzene, Tribromomesitylene

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About This Item

Linear Formula:
C9H9Br3
CAS Number:
18226-42-1
Molecular Weight:
356.88
MDL number:
MFCD00182500
UNSPSC Code:
12352103
PubChem Substance ID:
24884279
NACRES:
NA.23

Key Documents

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Assay

97%

form

solid

mp

94-99 °C

SMILES string

BrCc1cc(CBr)cc(CBr)c1

InChI

1S/C9H9Br3/c10-4-7-1-8(5-11)3-9(2-7)6-12/h1-3H,4-6H2

InChI key

GHITVUOBZBZMND-UHFFFAOYSA-N

General description

1,3,5-Tris(bromomethyl)benzene has three bromo substituents around an aromatic ring that can be used as a cross-linker. It is mainly utilized in the synthesis of ligands and dendrimeric monomers.

Application

1,3,5-Tris(bromomethyl)benzene can be crosslinked with triptycene monomers by using Friedel-Crafts alkylation reaction to form microporous polymers for selective adsorption of CO2 and H2. Proton exchange membranes (PEMs) can be fabricated by covalently linking polybenzimidazole (PBI) and 1,3,5-tris(bromomethyl)benzene as part of the tri-functional bromomethyls for fuel cell applications. It is also used in the synthesis of trifluoroacetamide derivative triaza[33]cyclophane.
A monomer for synthesizing dendrimers and light emitting oligomers.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX0293
MKCT1178
MKCS8257
MKCR6012
MKCP5298

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Fabrication of crosslinked polybenzimidazole membranes by trifunctional crosslinkers for high temperature proton exchange membrane fuel cells
Yang J, et al.
International Journal of Hydrogen Energy, 43(6), 3299-3307 (2018)
Triptycene based microporous polymers (TMPs): Efficient small gas (H2 and CO2) storage and high CO2/N2 selectivity
Bera R, et al.
Microporous and Mesoporous Materials : The Official Journal of the International Zeolite Association, 257(6), 253-261 (2018)
Synthesis, 39-39 (2008)
1, 3, 5-Tris (bromomethyl) benzene
Fernandes J, et al.
Acta Crystallographica Section C, Structural Chemistry, 67(6), o198-o200 (2011)
Hyunjin Cho et al.
Communications biology, 3(1), 547-547 (2020-10-03)
Rising antibiotic resistance urgently begs for novel targets and strategies for antibiotic discovery. Here, we report that over-activation of the periplasmic DegP protease, a member of the highly conserved HtrA family, can be a viable strategy for antibiotic development. We
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