Chemistry:Diisononyl phthalate

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Diisononyl phthalate[1]
Diisononyl phthalate Formula V.1.svg
DINP 3D.png
Names
Preferred IUPAC name
1,2-Benzenedicarboxylic acid, di-C8-10 branched alkyl esters, C9 rich
Other names
1,2-Benzenedicarboxylic acid, 1,2-diisononyl ester
Identifiers
3D model (JSmol)
Abbreviations DINP
ChEBI
ChemSpider
UNII
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).
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Infobox references

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.

Health Issues

The European Union has set a maximum specific migration limit (SML) 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

  • Diisoheptyl phthalate
  • Plastic pollution

References

  1. Diisononyl phthalate at Inchem.org
  2. "EU legislative list for food contact materials". http://ec.europa.eu/food/food/chemicalsafety/foodcontact/legisl_list_en.htm. 
  3. "State of California, Chemicals known to the state to cause cancer or reproductive toxicity, January 3, 2014". Archived from the original on 2014-01-10. https://web.archive.org/web/20140110153001/http://oehha.ca.gov/prop65/prop65_list/files/P65single01032014.pdf. 
  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" (in en). 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 et al. (2017-08-14). "Dose-Specific Effects of Di-Isononyl Phthalate on the Endocannabinoid System and on Liver of Female Zebrafish" (in en). Endocrinology 158 (10): 3462–3476. doi:10.1210/en.2017-00458. ISSN 0013-7227. PMID 28938452. 
  6. "Evaluation of new scientific evidence concerning DINP and DIDP". https://echa.europa.eu/documents/10162/31b4067e-de40-4044-93e8-9c9ff1960715.