{{Chembox | ImageFile = DPHP.svg | ImageAlt = | PIN = Bis(2-propylheptyl) benzene-1,2-dicarboxylate | OtherNames = Bis(2-propylheptyl) phthalate |Section1={{Chembox Identifiers | CASNo = 53306-54-0 | PubChem = 92344 | ChemSpiderID = 83367 | EC_number = 258-469-4 | SMILES = CCCCCC(CCC)COC(=O)c1ccccc1C(=O)OCC(CCC)CCCCC | StdInChI=1S/C28H46O4/c1-5-9-11-17-23(15-7-3)21-31-27(29)25-19-13-14-20-26(25)28(30)32-22-24(16-8-4)18-12-10-6-2/h13-14,19-20,23-24H,5-12,15-18,21-22H2,1-4H3 | StdInChIKey = MTYUOIVEVPTXFX-UHFFFAOYSA-N }} |Section2={{Chembox Properties | C=28 | H=46 | O=4 | Appearance = Clear oily liquid<ref name=basf>{{cite web | url = http://www.plasticizers.basf.com/portal/streamer?fid=293114 | title = Palatinol DPHP Technical Information | publisher = basf.com }}</ref> | Density = 0.957-0.965 g/cm<sup>3</sup><ref name=basf/> | MeltingPt = | BoilingPt = | Solubility = < 0.01 mg/L<ref name=basf/> | Viscosity = 120-130 mPas | RefractIndex = 1.482-1.484 }} |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} }}
'''Di(2-propylheptyl) phthalate''' (also known as '''bis(2-propylheptyl) benzene-1,2-dicarboxylate''', '''di(propylheptyl) orthophthalate''', or '''DPHP''') is an organic compound with the formula C<sub>28</sub>H<sub>46</sub>O<sub>4</sub>. It is a phthalate and is the diester of phthalic acid and the 10-carbon branched-chain alcohol 2-propylheptanol.<ref>{{Cite web |title=Bis(2-propylheptyl) phthalate CAS 53306-54-0 DPHP - Buy Bis(2-propylheptyl) phthalate, 53306-54-0, DPHP Product on BOSS CHEMICAL |url=https://www.bosschemical.com/bis-2-propylheptyl-phthalate-cas-53306-54-0-dphp.html |access-date=2025-06-05 |website=www.bosschemical.com}}</ref> This colorless, viscous liquid is used for softening PVC plastics and is a general purpose PVC plasticizer.<ref>{{cite web | url = http://phthalates.americanchemistry.com/Industry/Regulatory-Reviews/DPHP.html | title = DPHP | publisher = American Chemistry Council}}</ref> It possesses very good plasticizing properties and may be used as a direct replacement for DEHP and DINP in many applications.<ref>{{Cite web |title=Dipropylheptyl phthalate Supplier {{!}} 53306-54-0 {{!}} Your Reliable Distributor Silver Fern |url=https://www.silverfernchemical.com/chemical-supplier-53306-54-0/dipropylheptyl-phthalate-distributor-63.aspx |access-date=2025-06-05 |website=Silver Fern Chemical Inc. |language=en}}</ref>
== History of discovery == {{See also|Phthalates|Bis(2-propylheptyl) phthalate}} The introduction of Di(2-propylheptyl) phthalate (DPHP) was driven by increasing regulatory scrutiny and health concerns associated with traditional plasticizers.<ref name=":0">{{Cite web |title=Plasticizer - Di(2-Propyl Heptyl) Phthalate- Zhejiang Great Chemical Science & Technology Co., Ltd. |url=https://www.gst-chem.com/news/plasticizer-di-2propyl-heptyl-phthalate.html |access-date=2025-06-05 |website=www.gst-chem.com}}</ref>
DPHP was developed to meet the demand for plasticizers with improved safety profiles, particularly in applications involving human contact. As a result of its production through the esterification of phthalic anhydride with 2-propylheptanol, it results in a compound with low volatility and high thermal stability, making it suitable for various applications, including automotive interiors, wire and cable insulation, and flooring materials.<ref>{{Cite web |title=DPHP-Di-2-Propylheptyl-Phthalate |url=https://www.npc.com.tw/j2npc/enus/prod/Chemicals/Phthalate-Plasticizers/DPHP-Di-(2-Propylheptyl)%20Phthalate |access-date=2025-06-05 |website=www.npc.com.tw}}</ref>
The compound gained regulatory attention in the European Union, where it was included in the Community Rolling Action Plan (CoRAP) under the REACH regulation in 2014. This inclusion was due to concerns about its widespread use, potential endocrine-disrupting properties, and exposure risks to sensitive populations. Germany was tasked with evaluating DPHP's health and environmental impacts, with the assessment process beginning in 2020.<ref name=":0" />
Research into DPHP's metabolism and exposure markers has been conducted to better understand its behavior in biological systems. A 2019 study utilized ultra-performance liquid chromatography-mass spectrometry (UPLC-MS) in a rat model to identify potential biomarkers for DPHP exposure, aiding in the assessment of human exposure levels.<ref>{{Cite journal |last1=Chia-Lung |first1=Shih |last2=Jen-Yi |first2=Hsu |last3=Chien-Ping |first3=Tien |last4=Yi-Ning |first4=Chung |last5=G. |first5=Zgoda, Victor |last6=Pao-Chi |first6=Liao |date=2019 |title=Exposure marker discovery of di-2(propylheptyl) phthalate using ultra-performance liquid chromatography-mass spectrometry and a rat model |url=https://agris.fao.org/search/en/providers/122535/records/65e002ee63b8185d9cb099cc |journal=Yàowù shípǐn fēnxī |language=en |issn=1021-9498 |archive-url=https://web.archive.org/web/20250419040333/https://agris.fao.org/search/en/providers/122535/records/65e002ee63b8185d9cb099cc |archive-date=2025-04-19 |access-date=2025-06-05 |url-status=live }}</ref><ref>{{Cite web |title=Exposure marker discovery of di-2(propylheptyl) phthalate using ultra-performance liquid chromatography-mass spectromet… |url=http://ouci.dntb.gov.ua/en/works/ldMBWR09/ |access-date=2025-06-05 |website=ouci.dntb.gov.ua |language=en}}</ref><ref>{{Cite journal |last1=Shih |first1=Chia-Lung |last2=Hsu |first2=Jen-Yi |last3=Tien |first3=Chien-Ping |last4=Chung |first4=Yi-Ning |last5=Zgoda |first5=Victor G. |last6=Liao |first6=Pao-Chi |date=April 2019 |title=Exposure marker discovery of di-2(propylheptyl) phthalate using ultra-performance liquid chromatography-mass spectrometry and a rat model |journal=Journal of Food and Drug Analysis |volume=27 |issue=2 |pages=585–594 |doi=10.1016/j.jfda.2018.11.002 |issn=2224-6614 |pmc=9296194 |pmid=30987730}}</ref>
==References== {{reflist}}
Category:Phthalate esters
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