Diisononyl phthalate[1]
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
Abbreviations
DINP
ChEBI
ChemSpider
ECHA InfoCard
100.044.602
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
Y Key: HBGGXOJOCNVPFY-UHFFFAOYSA-N
Y 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
C 26 H 42 O 4
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).
Chemical compound
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 products.
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]
The 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) regulations.[6]
See also
References
^ Diisononyl phthalate at Inchem.org
^ "EU legislative list for food contact materials" .
^ "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.
^ 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 . S2CID 44120848 .
^ 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 .
^ "Evaluation of new scientific evidence concerning DINP and DIDP" . European Chemicals Agency . Archived from the original on 2022-09-01. Retrieved 2020-01-26 .