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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.)

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

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

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

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Canadian Journal of Chemistry, 72, 1728-1728 (1994)
Journal of the Chemical Society. Perkin Transactions 1, 1883-1883 (1994)
Journal of the Chemical Society. Chemical Communications, 1895-1895 (1994)
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
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