Dienochlor

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
CAS Number	2227-17-0  Y
3D model (JSmol)	Interactive image
ChemSpider	15823
ECHA InfoCard	100.017.058
PubChem CID	16686
UNII	243Z2SVZ40  Y
CompTox Dashboard (EPA)	DTXSID9032371
InChI 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
SMILES ClC1=C(Cl)C(Cl)(C2(Cl)C(Cl)=C(Cl)C(Cl)=C2Cl)C(Cl)=C1Cl
Properties
Chemical formula	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)
Solubility in water	Practically insoluble in water
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H319, H400
Precautionary statements	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

Dienochlor is an organochlorine compound included in the group of cyclic chlorinated hydrocarbons. Its chemical formula is C
_¹⁰Cl
_¹⁰. ^[1] Dienochlor is mostly used as a pesticide and ovicide.

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.