Pentabromotoluene

Pentabromotoluene
Names
	Preferred IUPAC name 1,2,3,4,5-pentabromo-6-methylbenzene
	Other names Pentabromomethylbenzene, 2,3,4,5,6-Pentabromotoluene, PBT
Identifiers
CAS Number	87-83-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	6640;
ECHA InfoCard	100.001.614
EC Number	201-774-4;
PubChem CID	6906;
UNII	87007N97G5 ;
CompTox Dashboard (EPA)	DTXSID3025833;
	InChI InChI=1S/C7H3Br5/c1-2-3(8)5(10)7(12)6(11)4(2)9/h1H3 Key: OZHJEQVYCBTHJT-UHFFFAOYSA-N;
	SMILES Cc1c(Br)c(Br)c(Br)c(Br)c1Br;
Properties
Chemical formula	C7H3Br5
Molar mass	486.621 g·mol−1
Appearance	white crystals
Density	1.67 g/cm³
Melting point	290 °C (554 °F; 563 K)
Solubility in water	soluble
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Pentachlorotoluene is a synthetic organobromine compound with the molecular formula C₆Br₅CH₃.^[1]^[2]

Synthesis

Pentabromotoluene is a derivative of toluene and is synthesized from it.^[3]

Physical properties

The compound forms white crystalline powder. Its crystals are of monoclinic system.^[4] Due to the substitution with five bromine atoms on the aromatic ring, pentabromotoluene has a significantly lower volatility than toluene.

Uses

Pentabromotoluene is widely used as a flame retardant in textiles, rubber, unsaturated polyesters, polyethylene, SBR latex, etc.^[5]^[6]

References

^ "2,3,4,5,6-Pentabromotoluene 98.0+%, TCI America - Chemicals, Organic compounds". Fisher Scientific. Retrieved 22 April 2025.
^ "Pentabromotoluene". drugs.ncats.io. Retrieved 22 April 2025.
^ Nevile, R. H. C.; Winther, A. (1880). "Die sechs Tribromtoluole, die drei Tetrabromtoluole und das Pentabromtoluol". Berichte der deutschen chemischen Gesellschaft. 13 (1): 974–976. doi:10.1002/cber.188001301273. ISSN 1099-0682. Retrieved 22 April 2025.
^ Krigbaum, W. R.; Wildman, G. C. (15 December 1971). "The crystal structure of pentabromotoluene". Acta Crystallographica Section B: Structural Crystallography and Crystal Chemistry. 27 (12): 2353–2358. Bibcode:1971AcCrB..27.2353K. doi:10.1107/S0567740871005879. ISSN 0567-7408. Retrieved 22 April 2025.
^ "2,3,4,5,6-Pentabromotoluene". Sigma Aldrich. Retrieved 22 April 2025.
^ Milne, G. W. A. (19 August 2005). Gardner's Commercially Important Chemicals: Synonyms, Trade Names, and Properties. John Wiley & Sons. p. 474. ISBN 978-0-471-73661-5. Retrieved 22 April 2025.

[1] "2,3,4,5,6-Pentabromotoluene 98.0+%, TCI America - Chemicals, Organic compounds". Fisher Scientific. Retrieved 22 April 2025.

[2] "Pentabromotoluene". drugs.ncats.io. Retrieved 22 April 2025.

[3] Nevile, R. H. C.; Winther, A. (1880). "Die sechs Tribromtoluole, die drei Tetrabromtoluole und das Pentabromtoluol". Berichte der deutschen chemischen Gesellschaft. 13 (1): 974–976. doi:10.1002/cber.188001301273. ISSN 1099-0682. Retrieved 22 April 2025.

[4] Krigbaum, W. R.; Wildman, G. C. (15 December 1971). "The crystal structure of pentabromotoluene". Acta Crystallographica Section B: Structural Crystallography and Crystal Chemistry. 27 (12): 2353–2358. Bibcode:1971AcCrB..27.2353K. doi:10.1107/S0567740871005879. ISSN 0567-7408. Retrieved 22 April 2025.

[5] "2,3,4,5,6-Pentabromotoluene". Sigma Aldrich. Retrieved 22 April 2025.

[6] Milne, G. W. A. (19 August 2005). Gardner's Commercially Important Chemicals: Synonyms, Trade Names, and Properties. John Wiley & Sons. p. 474. ISBN 978-0-471-73661-5. Retrieved 22 April 2025.

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[2]

[3]

[4]

[5]

[6]

Synthesis

Physical properties

Uses

See also

References