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Diisononyl phthalate

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Diisononyl phthalate[1]
Names
Preferred IUPAC name
Bis(7-methyloctyl) benzene-1,2-dicarboxylate
Other names
Bis(7-methyloctyl) phthalate
Identifiers
3D model (JSmol)
Abbreviations DINP
ChEBI
ChemSpider
ECHA InfoCard 100.044.602 Edit this at Wikidata
UNII
  • InChI=1S/C26H42O4/c1-21(2)15-9-5-7-13-19-29-25(27)23-17-11-12-18-24(23)26(28)30-20-14-8-6-10-16-22(3)4/h11-12,17-18,21-22H,5-10,13-16,19-20H2,1-4H3 checkY
    Key: HBGGXOJOCNVPFY-UHFFFAOYSA-N checkY
  • InChI=1/C26H42O4/c1-21(2)15-9-5-7-13-19-29-25(27)23-17-11-12-18-24(23)26(28)30-20-14-8-6-10-16-22(3)4/h11-12,17-18,21-22H,5-10,13-16,19-20H2,1-4H3
    Key: HBGGXOJOCNVPFY-UHFFFAOYAX
  • O=C(OCCCCCCC(C)C)c1ccccc1C(=O)OCCCCCCC(C)C
Properties
C26H42O4
Molar mass 418.618 g·mol−1
Appearance Oily viscous liquid
Density 0.98 g/cm3
Melting point −43 °C (−45 °F; 230 K)
Boiling point 244 to 252 °C (471 to 486 °F; 517 to 525 K) at 0.7 kPa
<0.01 g/mL at 20 °C
Viscosity 64 to 265 mPa·s
Hazards
Flash point 221 °C (430 °F; 494 K) (c.c.)
380 °C (716 °F; 653 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Diisononyl phthalate (DINP) is a phthalate used as a plasticizer. DINP is typically a mixture of chemical compounds consisting of various isononyl esters of phthalic acid, and is commonly used in a large variety of plastic items.

The European Union has set a maximum specific migration limit from food contact materials of 9 mg/kg food for the sum of diisononyl phthalates and diisodecyl phthalates.[2]

DINP is listed as a substance "known to the State of California to cause cancer" under Proposition 65 legislation.[3]

Studies find that exposure to environmentally relevant concentrations of DINP in zebrafish disrupt the endocannabinoid system (ECS) and affect reproduction in a gender specific manner,[4] and have other adverse effects on aquatic organisms, as DINP upregulates orexigenic signals and causes hepatosteatosis together with deregulation of the peripheral ECS and lipid metabolism.[5]

ECHA’s Risk Assessment Committee (RAC) has concluded, on March 7 2018, that Di-isononyl phthalate (DINP) does not warrant classification for reprotoxic effects under the EU’s Classification, Labelling and Packaging (CLP) regulation [6]

See also

References

  1. ^ Diisononyl phthalate at Inchem.org
  2. ^ "EU legislative list for food contact materials".
  3. ^ "State of California, Chemicals known to the state to cause cancer or reproductive toxicity, January 3, 2014" (PDF). Archived from the original (PDF) on 2014-01-10.
  4. ^ Forner-Piquer, Isabel; Santangeli, Stefania; Maradonna, Francesca; Rabbito, Alessandro; Piscitelli, Fabiana; Habibi, Hamid R.; Di Marzo, Vincenzo; Carnevali, Oliana (2018-10-01). "Disruption of the gonadal endocannabinoid system in zebrafish exposed to diisononyl phthalate". Environmental Pollution. 241: 1–8. doi:10.1016/j.envpol.2018.05.007. ISSN 0269-7491. PMID 29793103.
  5. ^ Forner-Piquer, Isabel; Maradonna, Francesca; Gioacchini, Giorgia; Santangeli, Stefania; Allarà, Marco; Piscitelli, Fabiana; Habibi, Hamid R; Di Marzo, Vincenzo; Carnevali, Oliana (2017-08-14). "Dose-Specific Effects of Di-Isononyl Phthalate on the Endocannabinoid System and on Liver of Female Zebrafish". Endocrinology. 158 (10): 3462–3476. doi:10.1210/en.2017-00458. ISSN 0013-7227. PMID 28938452.
  6. ^ https://echa.europa.eu/documents/10162/31b4067e-de40-4044-93e8-9c9ff1960715
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