Pentachlorotoluene

Pentachlorotoluene
Names
Preferred IUPAC name
1,2,3,4,5-pentachloro-6-methylbenzene
Other names
PCT
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 690-095-0
  • InChI=1S/C7H3Cl5/c1-2-3(8)5(10)7(12)6(11)4(2)9/h1H3
    Key: AVSIMRGRHWKCAY-UHFFFAOYSA-N
  • ClC=1C(Cl)=C(Cl)C(=C(Cl)C1Cl)C
Properties
C7H3Cl5
Molar mass 264.35 g·mol−1
Appearance white solid
Density 1.67 g/cm³
Melting point 224.8 °C (436.6 °F; 497.9 K)
Boiling point 301 °C (574 °F; 574 K)
soluble[1]
Hazards
GHS labelling:
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 organochlorine compound with the molecular formula C6Cl5CH3.[2][3] This is an organic chemical compound from the group of aromatics and a derivative of toluene.[4][5]

Synthesis

Pentachlorotoluene can be synthesized by chlorination of toluene.[6][7]

Physical properties

This compound forms a white solid with a distinctive smell. The chlorine atoms contribute to its density, making it heavier than water. Because of its low volatility and fat-loving nature, pentachlorotoluene tends to build up in organic tissues, raising concerns in environmental and health research.[8]

Uses

The compound is traditionally employed as an intermediate in the production of various chemicals, such as pesticides and pharmaceuticals. Nevertheless, because of its environmental persistence, tendency to bioaccumulate, and harmful effects on humans and wildlife, its usage has been significantly limited in numerous countries.[8]

See also

References

  1. ^ Mackay, Donald; Shiu, Wan-Ying; Ma, Kuo-Ching; Lee, Sum Chi (14 March 2006). Handbook of Physical-Chemical Properties and Environmental Fate for Organic Chemicals. CRC Press. p. 1373. ISBN 978-1-4200-4439-3. Retrieved 22 April 2025.
  2. ^ "2,3,4,5,6,-Pentachlorotoluene, SPEX CertiPrep - Buffers and Standards, Chromatography Standards". Fisher Scientific. Retrieved 22 April 2025.
  3. ^ Haynes, William M. (4 June 2014). CRC Handbook of Chemistry and Physics. CRC Press. p. 6-198. ISBN 978-1-4822-0868-9. Retrieved 22 April 2025.
  4. ^ Mackay, Donald; Shiu, Wan-Ying; Ma, Kuo-Ching; Lee, Sum Chi (14 March 2006). Handbook of Physical-Chemical Properties and Environmental Fate for Organic Chemicals. CRC Press. p. 1372. ISBN 978-1-4200-4439-3. Retrieved 22 April 2025.
  5. ^ Brock, C. P.; Fu, Y. (1 August 1997). "Pentachlorotoluene: Rotational and Compositional Disorder". Acta Crystallographica Section B: Structural Science. 53 (4): 613–619. Bibcode:1997AcCrB..53..613B. doi:10.1107/S0108768197004102. ISSN 0108-7681. Retrieved 22 April 2025.
  6. ^ Suschitzky, H. (1975). Polychloroaromatic Compounds. New York, NY: Springer. ISBN 978-1-4684-2097-5. Retrieved 22 April 2025.
  7. ^ Watts, Henry (11 June 2023). A Dictionary of Chemistry. BoD – Books on Demand. p. 283. ISBN 978-3-382-80875-4. Retrieved 22 April 2025.
  8. ^ a b "Pentachloro-6-Methylbenzene Properties". Ontosight.ai. Retrieved 22 April 2025.
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