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34440

α,α′-Dibromo-p-xylene

purum, ≥98.0% (GC)

Synonym(s):

1,4-Bis(bromomethyl)benzene, p-Xylylene dibromide

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About This Item

Linear Formula:
C6H4(CH2Br)2
CAS Number:
623-24-5
Molecular Weight:
263.96
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
329754742
EC Number:
210-781-1
Beilstein/REAXYS Number:
1100019
MDL number:
MFCD00000182
Assay:
≥98.0% (GC)
Form:
crystals
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grade

purum

Quality Segment

100

assay

≥98.0% (GC)

form

crystals

bp

245 °C (lit.)

mp

143-145 °C (lit.)

solubility

dioxane: soluble 1 g/10 mL (hot)

functional group

bromo

SMILES string

BrCc1ccc(CBr)cc1

InChI

1S/C8H8Br2/c9-5-7-1-2-8(6-10)4-3-7/h1-4H,5-6H2

InChI key

RBZMSGOBSOCYHR-UHFFFAOYSA-N

Application

α, α′-Dibromo-p-xylene may be used in the preparation of:
  • third-generation bis(1-pyrazolyl)methane ligands
  • 5,5′-[(p-phenyl­enedimethyl­ene)dithio]bis­(1-phen­yl-1H-1,2,3,4-tetra­zole)
  • new bis 1,10-phenanthroline ligand (composed of two subunits of 7-(p-anisyl)-1,10-phenanthroline (phen) joined by p-(CH2)2C6H4(CH2)2 space groups at 4 positions), via Skraup synthesis
  • stereoisomers of α,α′-bis[3-(N,N-diethylcarbamoyl)-piperidino]-p-xylene

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pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

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
BCCN5985
BCCM1341
BCCH3288
BCCD2850
BCCC1613

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D Pomeranc et al.
Journal of the American Chemical Society, 123(49), 12215-12221 (2001-12-06)
A bis-chelating ligand (L1), made of two 7-(p-anisyl)-1,10-phenanthroline (phen) subunits connected with a p-(CH(2))(2)C(6)H(4)(CH(2))(2) spacer through their 4 positions, has been prepared, using Skraup syntheses and reaction of the anion of 4-methyl-7-anisyl-1,10-phenanthroline with alpha,alpha'-dibromo-p-xylene. Its Fe(II) complex, [FeL1(dmbp)](PF(6))(2), was prepared
Daniel L Reger et al.
Inorganic chemistry, 48(3), 936-945 (2009-01-06)
The third-generation bis(1-pyrazolyl)methane ligands p-C(6)H(4)[CH(2)OCH(2)CH(pz)(2)](2) (L(p), pz = pyrazolyl ring) and m-C(6)H(4)[CH(2)OCH(2)CH(pz)(2)](2) (L(m)) have been synthesized by the reaction of (pz)(2)CHCH(2)OH with NaH followed by alpha,alpha'-dibromo-p-xylene or alpha,alpha'-dibromo-m-xylene. The reaction of L(p) with AgBF(4), AgPF(6), and AgO(3)SCF(3) yields the new
5, 5'-[(p-Phenylenedimethylene) dithio] bis (1-phenyl-1H-1, 2, 3, 4-tetrazole).
Wang W, et al.
Acta Crystallographica Section E, Structure Reports Online, 61(4), 1163-1164 (2005)
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Global Trade Item Number

SKUGTIN
34440-100G-F04061832674773
34440-25G-F04061832674780