1,4-Dibromobenzene

1,4-Dibromobenzene
Names
	Preferred IUPAC name 1,4-Dibromobenzene
	Other names p-Dibromobenzene
Identifiers
CAS Number	106-37-6 ;
3D model (JSmol)	Interactive image ;
ChEBI	CHEBI:37150 ;
ChEMBL	ChEMBL195407 ;
ChemSpider	13868640 ;
ECHA InfoCard	100.003.083
EC Number	203-390-2;
PubChem CID	7804 ;
UNII	9991W3M5HZ ;
CompTox Dashboard (EPA)	DTXSID4024012 ;
	InChI InChI=1S/C6H4Br2/c7-5-1-2-6(8)4-3-5/h1-4H Key: SWJPEBQEEAHIGZ-UHFFFAOYSA-N ; InChI=1/C6H4Br2/c7-5-1-2-6(8)4-3-5/h1-4H Key: SWJPEBQEEAHIGZ-UHFFFAOYAE;
	SMILES Brc1ccc(Br)cc1;
Properties
Chemical formula	C6H4Br2
Molar mass	235.906 g·mol−1
Appearance	White solid
Density	1.84 g/cm3
Melting point	87 °C (189 °F; 360 K)
Boiling point	220.4 °C (428.7 °F; 493.5 K)
Solubility in water	Practically insoluble
Solubility in other solvents	Soluble in 70 parts ethanol ; Soluble in benzene, chloroform and very soluble in diethyl ether
Magnetic susceptibility (χ)	−101.4·10−6 cm3/mol
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335, H400, H411
Precautionary statements	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	1,2-Dibromobenzene ; 1,3-Dibromobenzene ; 1-Bromo-4-iodobenzene ;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Last updated March 08, 2025

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]

References

↑ "Safety data for 1,4-dibromobenzene". Archived from the original on 28 January 2010. Retrieved 23 November 2011.
1 2 "1,4-Dibromobenzene LS026". Archived from the original on 2011-07-11. Retrieved 23 November 2011.
1 2 3 Merck Index (14th ed.). Whitehouse Station, NJ: Merck & Co Inc. 2006. p. 3024.
↑ 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.

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[MSDS-1] "Safety data for 1,4-dibromobenzene". Archived from the original on 28 January 2010. Retrieved 23 November 2011.

[freewtc-2] 1 2 "1,4-Dibromobenzene LS026". Archived from the original on 2011-07-11. Retrieved 23 November 2011.

[MI-3] 1 2 3 Merck Index (14th ed.). Whitehouse Station, NJ: Merck & Co Inc. 2006. p. 3024.

[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.

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Names

Preferred IUPAC name 1,4-Dibromobenzene
Other names p-Dibromobenzene
Identifiers
CAS Number	106-37-6 ^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:37150 ^Y
ChEMBL	ChEMBL195407 ^Y
ChemSpider	13868640 ^Y
ECHA InfoCard	100.003.083
EC Number	203-390-2
PubChem CID	7804
UNII	9991W3M5HZ ^Y
CompTox Dashboard (EPA)	DTXSID4024012
InChI InChI=1S/C6H4Br2/c7-5-1-2-6(8)4-3-5/h1-4H^Y Key: SWJPEBQEEAHIGZ-UHFFFAOYSA-N^Y InChI=1/C6H4Br2/c7-5-1-2-6(8)4-3-5/h1-4H Key: SWJPEBQEEAHIGZ-UHFFFAOYAE
SMILES Brc1ccc(Br)cc1
Properties
Chemical formula	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)^[2]
Boiling point	220.4 °C (428.7 °F; 493.5 K)^[2]
Solubility in water	Practically insoluble^[3]
Solubility in other solvents	Soluble in 70 parts ethanol ^[3] Soluble in benzene, chloroform and very soluble in diethyl ether ^[3]
Magnetic susceptibility (χ)	−101.4·10⁻⁶ cm³/mol
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335, H400, H411
Precautionary statements	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	1,2-Dibromobenzene 1,3-Dibromobenzene 1-Bromo-4-iodobenzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references

1,4-Dibromobenzene

See also

References