Dienochlor

Dienochlor is an organochlorine compound included in the group of cyclic chlorinated hydrocarbons. Its chemical formula is C
10
Cl
10
.[1] Dienochlor is mostly used as a pesticide and ovicide.

Dienochlor
Names
IUPAC name
1,2,3,4,5-Pentachloro-5-(1,2,3,4,5-pentachlorocyclopenta-2,4-dien-1-yl)cyclopenta-1,3-diene
Other names
Decachlor, perchlorbis(cyclopenta-2,4-dien-1-yl), pentac
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.017.058
UNII
  • InChI=1S/C10Cl10/c11-1-2(12)6(16)9(19,5(1)15)10(20)7(17)3(13)4(14)8(10)18
    Key: LWLJUMBEZJHXHV-UHFFFAOYSA-N
  • ClC1=C(Cl)C(Cl)(C2(Cl)C(Cl)=C(Cl)C(Cl)=C2Cl)C(Cl)=C1Cl
Properties
C10Cl10
Molar mass 474.61 g·mol−1
Appearance Yellow crystalline solid
Density 1.923 g/cm3
Melting point 122–123 °C (252–253 °F; 395–396 K)
Boiling point 250 °C (482 °F; 523 K)
Practically insoluble in water
Hazards
GHS labelling:
GHS07: Exclamation mark GHS09: Environmental hazard
Warning
H302, H319, H400
P264, P270, P273, P280, P301+P312, P305+P351+P338, P313, P330, P337, P391, P501
Flash point 187.8 °C (370.0 °F; 460.9 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Synthesis

Dienochlor can be obtained by catalytic reduction of hexachlorocyclopentadiene (e.g. with copper or hydrogen).[2]

Dienochlor synthesis

Properties

Dienochlor is a combustible yellow solid which is practically insoluble in water. It decomposes when heated above 250 °C. It decomposes rapidly under the influence of sunlight.

Applications

Dienochlor is used as an acaricide under the trade name Pentac for combating mites (Tetranychus, Polyphagotarsonemus latus) on roses, chrysanthemums, and other ornamental plants.[3]

Regulations

Dienochlor was approved for use in the Western Germany between 1971 and 1990. In the European Union, no plant protection products containing dienochlor are authorized.[4]

References

  1. "Dienochlor". Retrieved 1 June 2017.
  2. "Dienochlor PESTANAL®, analytical standard". Sigma Aldrich. sigmaaldrich.com.
  3. "PENTAC". toxnet.nlm.nih.gov. Retrieved 1 June 2017.
  4. "VERORDNUNG (EG) Nr. 2076/2002 DER KOMMISSION". eur-lex.europa.eu. Retrieved 1 June 2017.
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