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Sigma-Aldrich

1,3,5-Tris(bromomethyl)benzene

97%

Synonym(s):

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

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NOK 1,250.00
10 G
NOK 2,380.00

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5 G
NOK 1,250.00
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NOK 2,380.00

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

NOK 1,250.00

Please contact Customer Service for Availability
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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

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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.[1][2]

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.[2] 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.[3] It is also used in the synthesis of trifluoroacetamide derivative triaza[33]cyclophane.[4]
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)
Synthesis, 39-39 (2008)
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)
1, 3, 5-Tris (bromomethyl) benzene
Fernandes J, et al.
Acta Crystallographica Section C, Structural Chemistry, 67(6), o198-o200 (2011)
Papri Sutar et al.
Inorganic chemistry, 56(16), 9417-9425 (2017-08-10)
The recent upsurge in research on coordination polymer gels (CPGs) stems from their synthetic modularity, nanoscale processability, and versatile functionalities. Here we report self-assembly of an amphiphilic, tripodal low-molecular weight gelator (L) that consists of 4,4',4-[1,3,5-phenyl-tri(methoxy)]-tris-benzene core and 2,2':6',2″-terpyridyl termini
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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