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Diethyl phthalate

Catalog Number
ACMA00026039
CAS
84-66-2
Structure
IUPAC Name
Diethyl benzene-1,2-dicarboxylate
Synonyms
Diethyl-1,2-benzenedicarboxylate
Molecular Weight
222.24
Molecular Formula
C12H14O4
Canonical SMILES
CCOC(=O)C1=CC=CC=C1C(=O)OCC
InChI
InChI=1S/C12H14O4/c1-3-15-11(13)9-7-5-6-8-10(9)12(14)16-4-2/h5-8H,3-4H2,1-2H3
InChI Key
FLKPEMZONWLCSK-UHFFFAOYSA-N
Boiling Point
298-299 °C
Melting Point
-3 °C
Flash Point
>230 °F
Purity
95%+
Density
1.12 g/mL at 25 °C(lit.)
Solubility
Practically insoluble in water, miscible with ethanol
Appearance
Water-white to colorless, odorless, oily liquid
Application
Diethyl phthalate serves multiple purposes across various industries due to its versatility as a plasticizer and solvent. Its primary role is to enhance the flexibility of plastics, making it valuable in the production of cellulose resin products and plastic film coatings for tablets and granules. As a solvent, it is widely used in the formulation of varnishes, dopes, and as an alcohol denaturant. Additionally, in the cosmetics industry, diethyl phthalate functions as a perfume fixative, ensuring scent longevity at low concentrations. Its ability to mix with various resins and solvents makes it a key component in manufacturing processes despite its high volatility, which sometimes limits its application. Furthermore, diethyl phthalate is utilized in the creation of insect repellents, deodorants, and emollients, highlighting its broad utility beyond the realm of plastics.
Active Content
95%
Physical State
Liquid
Typical Applications
Use as plasticizer.
Use as solvent.
For example, used in paints, resins.
Spec Sheet
Case Study

Diethyl Phthalate Is Used for Studying Microbial Detoxification Mechanisms in Activated Sludge Wastewater Treatment

Diethyl Phthalate Is Used for Studying Microbial Detoxification Mechanisms in Activated Sludge Wastewater Treatment Xing, Huaxiu, et al. Desalination and Water Treatment 319 (2024): 100432.

Diethyl phthalate (DEP), a common plasticizer, is frequently detected in industrial wastewater and poses toxicity risks to microbial communities in biological treatment systems. This study explored the structural, biochemical, and microbial responses of activated sludge to increasing DEP concentrations using a sequencing batch reactor coupled with Illumina MiSeq high-throughput sequencing.
At concentrations exceeding 50 mg/L, DEP significantly inhibited COD removal efficiency and disrupted the sludge's physical integrity-transforming it into a looser, more porous matrix with an increased presence of filamentous bacteria. Biochemically, extracellular polymeric substances (EPS) rose markedly from 102.1 mg/g MLVSS to 274.8 mg/g MLVSS at 150 mg/L DEP exposure, suggesting EPS production serves as a microbial protective mechanism.
Microbial community analyses revealed a decline in richness and evenness, indicating stress-induced shifts in population structure. However, DEP exposure also enriched specific DEP-degrading genera, including Acinetobacter and Chryseobacterium, highlighting an adaptive microbial detoxification strategy. Furthermore, the relative abundance of genes involved in carbon metabolism and DEP degradation increased to 10.80% and 2.07%, respectively, under high DEP stress.
These findings underscore that Diethyl Phthalate is used for investigating microbial response mechanisms in wastewater biotreatment systems, providing critical insight into toxicity thresholds, community resilience, and adaptive biodegradation pathways. Such understanding has direct implications for optimizing biological treatment performance in DEP-contaminated industrial.

Diethyl Phthalate Is Used for Evaluating Ecotoxicological Effects on Marine Microalgae

Diethyl Phthalate Is Used for Evaluating Ecotoxicological Effects on Marine Microalgae Gao, Kun, et al. Marine Pollution Bulletin 166 (2021): 112222.

Diethyl phthalate (DEP), a widespread plasticizer, is frequently released into marine environments, raising concerns over its ecotoxicological impact on primary producers. In this study, the marine diatom Phaeodactylum tricornutum was used as a model organism to investigate the toxicity and removal behavior of DEP under controlled batch-culture conditions over a 96-hour exposure period.
DEP was found to significantly inhibit photosynthetic activity and chlorophyll a biosynthesis in P. tricornutum, with a calculated 96-hour EC₅₀ of 74.0 mg L⁻¹, indicating moderate phytotoxicity. The removal rate of DEP by the diatom ranged from 0.14 to 0.21 mg L⁻¹ h⁻¹, suggesting potential bioremediation capabilities.
Biochemical assays revealed that DEP exposure induced overproduction of reactive oxygen species (ROS), signifying oxidative stress in algal cells. In response, antioxidant defense mechanisms were activated, evidenced by increased activities of superoxide dismutase (SOD) and peroxidase (POD) with rising DEP concentrations.
These findings demonstrate that Diethyl Phthalate is used for assessing sub-lethal toxicity and oxidative stress responses in marine microalgae, providing valuable insights into its ecological risk. Furthermore, the ability of P. tricornutum to partially remove DEP underscores its potential role in natural attenuation processes within coastal ecosystems impacted by plasticizer contamination. This study contributes to a deeper understanding of DEP's environmental behavior and informs risk assessments in marine pollution management.

Diethyl Phthalate Is Used for Investigating Biotransformation and Enzymatic Toxicity in Terrestrial Invertebrates

Diethyl Phthalate Is Used for Investigating Biotransformation and Enzymatic Toxicity in Terrestrial Invertebrates Fan, Xiuli, et al. Chemosphere 288 (2022): 132491.

Diethyl phthalate (DEP), a widely used plasticizer, has raised ecological concerns due to its persistence and bioactivity in terrestrial ecosystems. In this study, DEP was used to explore biotransformation pathways and enzymatic toxicity in the earthworm Eisenia fetida, a model organism for soil ecotoxicology.
in vitro experiments utilizing crude earthworm enzymes revealed that DEP undergoes primary esterolytic cleavage into monoethyl phthalate (MEP) and minor amounts of phthalic acid (PA), predominantly catalyzed by endogenous carboxylesterase (CarE). Although less prominent, oxidative metabolism may also occur, facilitated by NADPH-driven electron transfer. Notably, MEP was the dominant metabolite, and both MEP and PA exhibited stronger inhibitory effects on superoxide dismutase (SOD) activity than the parent compound DEP, with EC₅₀ values of 0.0082 mmol L⁻¹ and 0.0077 mmol L⁻¹, respectively.
Fluorescence quenching and conformational analysis confirmed direct binding interactions between these metabolites and SOD, contributing to enzyme inhibition. Structural disruptions, including α-helix despiralization and tryptophan residue reorientation, were implicated in the observed loss of enzymatic function.
This study demonstrates that Diethyl Phthalate is used for elucidating metabolite-driven toxicity mechanisms in terrestrial invertebrates and highlights the importance of considering biotransformation products-particularly MEP and PA-in ecological risk assessments of phthalate-contaminated soils. The findings offer critical insights into the enzymatic and molecular toxicodynamics of DEP in soil ecosystems.

Custom Q&A

What is the molecular formula of Diethyl phthalate?

The molecular formula of Diethyl phthalate is C12H14O4.

What is the primary hazard associated with Diethyl phthalate?

The primary hazard associated with Diethyl phthalate is to the environment.

What is the boiling point of Diethyl phthalate?

The boiling point of Diethyl phthalate is 298-299 °C.

What is the density of Diethyl phthalate at 25 °C?

The density of Diethyl phthalate at 25 °C is 1.12 g/mL.

How does Diethyl phthalate appear physically?

Diethyl phthalate appears as a clear, colorless liquid without significant odor.

What are some of the typical applications of Diethyl phthalate?

Some typical applications of Diethyl phthalate include its use as a plasticizer and solvent, as well as in paints and resins.

What is the flash point of Diethyl phthalate?

The flash point of Diethyl phthalate is >230 °F.

What is the CAS number of Diethyl phthalate?

The CAS number of Diethyl phthalate is 84-66-2.

What is the IUPAC name of Diethyl phthalate?

The IUPAC name of Diethyl phthalate is Diethyl benzene-1,2-dicarboxylate.

How does Diethyl phthalate affect the eyes and skin?

Diethyl phthalate severely irritates eyes and mildly irritates skin.

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