| Identification | More | [Name]
Diethyl phthalate | [CAS]
84-66-2 | [Synonyms]
1,2-benzenedicarboxylic acid diethyl ester
DEP
Diethyl-o-phthalate
DIETHYL PHTHALATE
ETHYL PHTHALATE
'LGC' (2000)
PHTHALIC ACID, BIS-ETHYL ESTER
PHTHALIC ACID DIETHYL
PHTHALIC ACID DIETHYL ESTER
PHTHALOL
RARECHEM AL BI 0044
1,2-benzenedioicacid,diethylester
1,2-diethyl phthalate
Anozol
-Benzenedicarboxylic acid diethyl ester
Diethyl ester
Diethyl ester of 1,2-Benzenedicarboxylic acid
Diethyl-1,2-benzenedicarboxylate
diethyl1,2-benzenedicarboxylate
diethyl1,2-benzenedioate | [EINECS(EC#)]
201-550-6 | [Molecular Formula]
C12H14O4 | [MDL Number]
MFCD00009111 | [Molecular Weight]
222.24 | [MOL File]
84-66-2.mol |
| Chemical Properties | Back Directory | [Appearance]
colourless oily liquid | [Melting point ]
−3 °C(lit.)
| [Boiling point ]
298-299 °C(lit.)
| [density ]
1.12 g/mL at 25 °C(lit.)
| [vapor density ]
7.66 (vs air)
| [vapor pressure ]
1 mm Hg ( 100 °C)
| [refractive index ]
n20/D 1.502(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
2-8°C | [solubility ]
Practically insoluble in water, miscible with ethanol (96 per cent). | [form ]
Liquid | [color ]
APHA: ≤15 | [Specific Gravity]
1.118 | [Odor]
water-wh. oily liq., odorless, bitter taste | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, alkalies. | [explosive limit]
0.75%, 187°F | [Water Solubility ]
1 g/L (20 ºC) | [Merck ]
14,7371 | [BRN ]
1912500 | [Henry's Law Constant]
At 25 °C: 5.01, 4.54, 4.78, 4.94, 2.21, and 2.44 (x 10-5 atm?m3/mol)at pH values of 2.96, 2.98, 6.18, 6.19, 8.98, and
9.00, respectively (Hakuta et al., 1977). | [Dielectric constant]
7.1（45℃） | [Exposure limits]
TLV-TWA air 5 mg/m3 (ACGIH).
. | [Contact allergens]
This plasticizer increases the fexibility of plastics. It is
also contained in deodorant formulations, perfumes,
emollients, and insect repellents. It can cross-react
with dimethyl phthalate. | [LogP]
2.2 at 41℃ | [Uses]
Diethyl phthalate has been used as a substitute for camphor in the manufacture of celluloid, as a solvent for cellulose acetate in the manufacture of varnishes and dopes, as a ftxative for perfumes, and for denaturing ethanol. | [CAS DataBase Reference]
84-66-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Diethyl phthalate(84-66-2) | [EPA Substance Registry System]
84-66-2(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
colourless oily liquid | [Uses]
A phthalate metabolite with genotoxic effect. | [Uses]
Plasticizer. | [Definition]
ChEBI: The diethyl ester of benzene-1,2-dicarboxylic acid. | [Uses]
Ethyl phthalate used in manufacture of celluloid; solvent for cellulose acetate in manufacture of varnishes and dopes; denaturing alcohol. Vehicle for fragrance and cosmetic ingredients. | [General Description]
A clear, colorless liquid without significant odor. More dense than water and insoluble in water. Hence sinks in water. Primary hazard is to the environment. Spread to the environment should be immediately stopped. Easily penetrates soil, contaminates groundwater and nearby waterways. Flash point 325°F. Severely irritates eyes and mildly irritates skin. Used in the manufacture of perfumes, plastics, mosquito repellents and many other products. | [Reactivity Profile]
DIETHYL PHTHALATE(84-66-2) is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Can generate electrostatic charges. [Handling Chemicals Safely 1980. p. 250]. | [Air & Water Reactions]
Insoluble in water. | [Health Hazard]
Symptoms unlikely from any form of exposure. | [Fire Hazard]
Special Hazards of Combustion Products: Irritating vapors of unburned chemical may form in fire. | [Description]
Diethylphtalate is a plasticizer which increases the
flexibility of plastics. It is also contained in deodorant
formulations, perfumes, emollients and insect repellents.
It can cross react with dimethyl phtalate.
| [Physical properties]
Clear, colorless, oily liquid with a mild, chemical odor. Bitter taste. | [Production Methods]
Diethyl phthalate is produced by the reaction of phthalic anhydride with ethanol in the presence of sulfuric acid. | [Synthesis Reference(s)]
Tetrahedron Letters, 34, p. 2629, 1993 DOI: 10.1016/S0040-4039(00)77642-8 | [Flammability and Explosibility]
Nonflammable | [Pharmaceutical Applications]
Diethyl phthalate is used as a plasticizer for film coatings on tablets, beads, and granules at concentrations of 10–30% by weight of polymer.
Diethyl phthalate is also used as an alcohol denaturant and as a solvent for cellulose acetate in the manufacture of varnishes and dopes. In perfumery, diethyl phthalate is used as a perfume fixative at a concentration of 0.1–0.5% of the weight of the perfume used.
| [Safety]
Diethyl phthalate is used in oral pharmaceutical formulations and is generally regarded as a nontoxic and nonirritant material at the levels employed as an excipient. However, if consumed in large quantities it can act as a narcotic and cause paralysis of the central nervous system.
Although some animal studies have suggested that high concentrations of diethyl phthalate may be teratogenic, other studies have shown no adverse effects.
LD50 (guinea pig, oral): 8.6g/kg
LD50 (mouse, IP): 2.7g/kg
LD50 (mouse, oral): 6.2g/kg
LD50 (rat, IP): 5.1g/kg
LD50 (rat, oral): 8.6g/kg
| [Potential Exposure]
Tumorigen,Mutagen; Reproductive Effector; Human Data; PrimaryIrritant. This material is used as a plasticizer, dye carrier,and wetting agent; as a solvent for cellulose esters; as avehicle in pesticidal sprays; as a fixative and solvent in perfumery; as an alcohol denaturant; and as a plasticizer insolid rocket propellants. | [First aid]
If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit. | [Source]
Leaching from PVC piping in contact with water (quoted, Verschueren, 1983). | [Environmental Fate]
Biological. A proposed microbial degradation mechanism is as follows: 4-hydroxy-3-
methylbenzyl alcohol to 4-hydroxy-3-methylbenzaldehyde to 3-methyl-4-hydroxybenzoic acid to
4-hydroxyisophthalic acid to protocatechuic acid to β-ketoadipic acid (Chapman, 1972). In
anaerobic sludge, diethyl phthalate degraded as follows: monoethyl phthalate to phthalic acid to
protocatechuic acid followed by ring cleavage and mineralization (Shelton et al., 1984).
Photolytic. An aqueous solution containing titanium dioxide and subjected to UV radiation (λ
>290 nm) produced hydroxyphthalates and dihydroxyphthalates as intermediates (Hustert and
Moza, 1988).
Chemical/Physical. Under alkaline conditions, diethyl phthalate will initially hydrolyze to ethyl
hydrogen phthalate and ethanol. The monoester will undergo hydrolysis forming o-phthalic acid
and ethanol (Kollig, 1993). A second-order rate constant of 2.5 x 10-2/M?sec was reported for the
hydrolysis of diethyl phthalate at 30 °C and pH 8 (Wolfe et al., 1980). At 30 °C, hydrolysis halflives
of 8.8 and 18 yr were reported at pH values 9 and 10-12, respectively (Callahan et al., 1979). | [storage]
Diethyl phthalate is stable when stored in a well-closed container in a cool, dry place. | [Shipping]
The name of this material is not on the DOT listof materials for label and packaging standards. However,based on regulations, it may be classified as anEnvironmentally hazardous substances, liquid, n.o.s. It fallsin Hazard Class 9 and Packing Group III.[20,21] | [Purification Methods]
Wash the ester with aqueous Na2CO3, then distilled water, dry (CaCl2), and distil it under reduced pressure. Store it in a vacuum desiccator over P2O5. [Beilstein 9 IV 3172.] | [Incompatibilities]
Incompatible with strong oxidizing materials, acids, and permanganates. | [Regulatory Status]
Included in the FDA Inactive Ingredients Database (oral capsules, delayed action, enteric coated, and sustained action tablets). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients. |
| Safety Data | Back Directory | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
UN 3082 9 / PGIII | [WGK Germany ]
2
| [RTECS ]
TI1050000
| [Autoignition Temperature]
854 °F | [TSCA ]
Yes | [HS Code ]
29173400 | [Safety Profile]
Poison by intravenous
route. Moderately toxic by ingestion,
subcutaneous, and intraperitoneal routes. Human systemic effects by inhalation:
lachrymation, respiratory obstruction, and
other unspecified respiratory system effects.
An eye irritant and systemic irritant by
inhalation. An experimental teratogen.
Other experimental reproductive effects.
Narcotic in hgh concentrations.
Combustible when exposed to heat or
flame. To fight fire, use water spray, mist,
foam. When heated to decomposition it
emits acrid smoke and irritating fumes. | [Hazardous Substances Data]
84-66-2(Hazardous Substances Data) | [Toxicity]
LD50 i.p. in rats: 5.06 ml/kg (Singh) |
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