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ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE

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ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE Basic information

Product Name:
ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE
Synonyms:
  • 1,2-bis(dibromomethyl)-benzen
  • Benzene,1,2-bis(dibromomethyl)-
  • ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE
  • ALPHA,ALPHA,BETA,BETA-TETRABROMO-O-XYLENE
  • ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-2-XYLENE
  • A,A,A',A'-TETRABROMO-O-XYLENE
  • 1,2-BIS(DIBROMOMETHYL)BENZENE
  • O-XYLYLENE TETRABROMIDE
CAS:
13209-15-9
MF:
C8H6Br4
MW:
421.75
EINECS:
236-176-2
Product Categories:
  • Aryl
  • Building Blocks
  • C8
  • Chemical Synthesis
  • Halogenated Hydrocarbons
  • Organic Building Blocks
  • Miscellaneous
Mol File:
13209-15-9.mol
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ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE Chemical Properties

Melting point:
114-116 °C(lit.)
Boiling point:
303.01°C (rough estimate)
Density 
2.2654 (rough estimate)
refractive index 
1.7040 (estimate)
storage temp. 
Store below +30°C.
form 
Liquid or Low Melting Solid
color 
Clear colorless to yellow
Water Solubility 
Insoluble
BRN 
2211698
InChI
InChI=1S/C8H6Br4/c9-7(10)5-3-1-2-4-6(5)8(11)12/h1-4,7-8H
InChIKey
LNAOKZKISWEZNY-UHFFFAOYSA-N
SMILES
C1(C(Br)Br)=CC=CC=C1C(Br)Br
CAS DataBase Reference
13209-15-9(CAS DataBase Reference)
EPA Substance Registry System
1,2-Bis(dibromomethyl)benzene (13209-15-9)
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Safety Information

Hazard Codes 
C
Risk Statements 
34-36/37-20/21/22
Safety Statements 
26-36/37/39-45
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
19-21
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29039990

MSDS

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ALPHA,ALPHA,ALPHA',ALPHA'-TETRABROMO-O-XYLENE Usage And Synthesis

Chemical Properties

OFF-WHITE TO GREY CRYSTALLINE POWDER

Uses

α,α,α',α'-Tetrabromo-o-xylene reacts with 5endo,6endo-bis-chlormethyl-norborn-2-en to obtain trans/cis-2,3-bis(chloromethyl)-1,4-methano-1,2,3,4-tetrahydroanthracene. Further, it is involved in the preparation of 1-(3-butenyl)-2-(deuteriomethyl)benzene by reacting with allylmagnesium bromide. In addition this, it is used to prepare exo-benzocyclobuteno-1,2,3,4-tetrahydro-1,4-methanoanthracene by reacting with exo-1,4,4a,8b-tetrahydro-1,4-methanobiphenylene.

Uses

α,α,α′,α′-Tetrabromo-o-xylene can be employed as a precursor for the synthesis of:

  • Poly(o-phenylene vinylene) (o-PPV) via electrochemical polymerization.
  • A pentacene derivative by reacting with naphthalene moieties for the development of organic thin-film transistors (OTFTs).
  • Bitopic pyrazole containing ligands.

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