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657336

Sigma-Aldrich

1,3,5-Tris(bromomethyl)benzene

97%

Synonym(s):

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

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5 G
RM 209.00

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

RM 209.00

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Quality Level

100

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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vibrant-m

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V5760

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vibrant-m

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capacity

2 mL

capacity

2 mL

capacity

2 mL

capacity

1 mL

manufacturer/tradename

Greiner 126263

manufacturer/tradename

Greiner 122263

manufacturer/tradename

Greiner 121277

manufacturer/tradename

Greiner 123263

parameter

-196 °C min. temp.

parameter

-196 °C min. temp.

parameter

-196 °C min. temp.

parameter

-196 °C min. temp.

material

colorless tube, round bottom (self-standing), polypropylene tube

material

colorless tube, polypropylene tube, round bottom (self-standing), round bottom polypropylene

material

colorless tube, polypropylene tube, round bottom polypropylene

material

colorless tube, conical bottom (self-standing), polypropylene tube

sterility

sterile (DNAse and RNAse free)

sterility

sterile (DNAse and RNAse free)

sterility

sterile (DNAse and RNAse free)

sterility

sterile (DNAse and RNAse free)

packaging

pack of 500 ea (5 x 100 ea)

packaging

pack of 500 ea (5 x 100 ea)

packaging

pack of 500 ea (5 x 100 ea)

packaging

pack of 500 ea (5 x 100 ea)

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
  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCP5298
    MKCM8619
    MKCM2370
    MKCK5771
    MKCH2676

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    Concurrent Carbon-to-Oxygen Rearrangement, Cyclization, and Decarboxylation in the Reaction of 3, 3, 3-Triarylpropionic Acids with Lead Tetraacetate.
    Starnes WH.
    Journal of the American Chemical Society, 86(24), 5603-5611 (1964)
    Spacing and site isolation of amine groups in 3-aminopropyl-grafted silica materials: The role of protecting groups.
    Hicks JC, et al.
    Chemistry of Materials, 18(21), 5022-5032 (2006)
    Quentin Duez et al.
    Polymers, 11(4) (2019-04-19)
    Several families of polymers possessing various end-groups are characterized by ion mobility mass spectrometry (IMMS). A significant contribution of the end-groups to the ion collision cross section (CCS) is observed, although their role is neglected in current fitting models described

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