1,4-Dibromobenzene

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1,4-Dibromobenzene (p-dibromobenzene) is an aryl bromide and isomer of dibromobenzene that is solid at room temperature. It has a strong smell similar to that of the lighter chlorine analogue. It can be used as a precursor to the dye 6,6-dibromoindigo.[4]

1,4-Dibromobenzene
Names
Preferred IUPAC name
1,4-Dibromobenzene
Other names
p-Dibromobenzene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.083 Edit this at Wikidata
EC Number
  • 203-390-2
UNII
  • InChI=1S/C6H4Br2/c7-5-1-2-6(8)4-3-5/h1-4H checkY
    Key: SWJPEBQEEAHIGZ-UHFFFAOYSA-N checkY
  • InChI=1/C6H4Br2/c7-5-1-2-6(8)4-3-5/h1-4H
    Key: SWJPEBQEEAHIGZ-UHFFFAOYAE
  • Brc1ccc(Br)cc1
Properties
C6H4Br2
Molar mass 235.906 g·mol−1
Appearance White solid
Density 1.84 g/cm3 [1]
Melting point 87 °C (189 °F; 360 K)[3]
Boiling point 220.4 °C (428.7 °F; 493.5 K)[3]
Practically insoluble[2]
Solubility in other solvents Soluble in 70 parts ethanol[2]
Soluble in benzene, chloroform and very soluble in diethyl ether[2]
-101.4·10−6 cm3/mol
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H315, H319, H335, H400, H411
P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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See also

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References

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  1. ^ "Safety data for 1,4-dibromobenzene". Archived from the original on 28 January 2010. Retrieved 23 November 2011.
  2. ^ a b c Merck Index (14th ed.). Whitehouse Station, NJ: Merck & Co Inc. 2006. p. 3024.
  3. ^ a b "1,4-Dibromobenzene LS026". Archived from the original on 2011-07-11. Retrieved 23 November 2011.
  4. ^ Wolk, Joel; Frimer, Aryeh (29 Nov 2020). "A Simple, Safe and Efficient Synthesis of Tyrian Purple (6,6-Dibromoindigo)". Molecules. 15 (8): 5561–5580. doi:10.3390/molecules15085561. PMC 6257764. PMID 20714313.