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236616

Sigma-Aldrich

1,2,4,5-Tetrakis(bromomethyl)benzene

95%

Synonym(s):

α,α′,α′′,α′′′-Tetrabromodurene

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About This Item

Linear Formula:
C6H2(CH2Br)4
CAS Number:
15442-91-8
Molecular Weight:
449.80
MDL number:
MFCD00009664
UNSPSC Code:
12352100
PubChem Substance ID:
24854181
NACRES:
NA.22

Quality Level

100

assay

95%

form

solid

mp

159-161 °C (lit.)

functional group

bromo

SMILES string

BrCc1cc(CBr)c(CBr)cc1CBr

InChI

1S/C10H10Br4/c11-3-7-1-8(4-12)10(6-14)2-9(7)5-13/h1-2H,3-6H2

InChI key

UTXIKCCNBUIWPT-UHFFFAOYSA-N

Related Categories

Application

1,2,4,5-Tetrakis(bromomethyl)benzene has been used in the synthesis of:
  • tetrapodal imidazolium ligands as their PF6− salts
  • 6,7-bis(bromomethyl)-2,11,18,21,24-pentaoxatetracyclo[23.4. 0.04,9.012,17]nonacosa-1(25),4(9),5,7,12 (17),13,15,26,28-nonaene
  • conformationally constrained cyclic α-amino acid derivatives
  • thiacyclophanes
  • dendrimeric organoplatinum complexes

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000215725
0000210065
0000196327
BGBC5877V
BGBC5148V

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B Nisar Ahamed et al.
Inorganic chemistry, 52(8), 4269-4276 (2013-03-26)
Tetrapodal imidazolium ligands L(1)-L(3) as their PF6(-) salts are synthesized in good yields by reacting 1,2,4,5-tetrakis(bromomethyl)benzene with N-methylimidazole, N-benzylimidazole, and N-ethylimidazole, respectively. Single-crystal X-ray diffraction studies of L(1)·4PF6, L(2)·4PF6, and L(3)·4PF6 show the chair conformation of the tetrapodal imidazoliums (L(1)-L(3))
W Sim et al.
Acta crystallographica. Section C, Crystal structure communications, 57(Pt 3), 293-294 (2001-03-16)
The 17-crown-5 unit, C(26)H(26)Br(2)O(5), consisting of a 1,2-bis(bromomethyl) group, three benzo groups and diethylene glycol, was prepared from the reaction of 1,2,4,5-tetrakis(bromomethyl)benzene and bis-phenol in the presence of sodium hydride as a base. This molecule seems to offer an internal
Journal of the Chemical Society. Chemical Communications, 1895-1895 (1994)
Canadian Journal of Chemistry, 72, 1728-1728 (1994)
Journal of the Chemical Society. Perkin Transactions 1, 1883-1883 (1994)
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