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524972

Sigma-Aldrich

Diethyl phthalate

99.5%

Synonym(s):

1,2-Benzodioic acid diethyl ester, 1,2-Diethyl benzene-1,2-dicarboxylate, Diethyl 1,2-benzenedicarboxylate, Ethyl phthalate, Neantine, o-Benzenedicarboxylic acid diethyl ester

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About This Item

Linear Formula:
C6H4-1,2-(CO2C2H5)2
CAS Number:
Molecular Weight:
222.24
Beilstein:
1912500
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

7.66 (vs air)

Quality Level

vapor pressure

1 mmHg ( 100 °C)

Assay

99.5%

form

liquid

autoignition temp.

854 °F

expl. lim.

0.75 %, 187 °F

impurities

≤0.18% water

color

APHA: ≤15

refractive index

n20/D 1.502 (lit.)

bp

298-299 °C (lit.)

mp

−3 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

CCOC(=O)c1ccccc1C(=O)OCC

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

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General description

Diethyl phthalate (DEP) is a phthalic anhydride ester (PAE) that is commonly used as a solvent in cosmetics and also as a plasticizer.

Application

Diethyl phthalate can be used as a solvent for the antimony reduction of aluminum chloride-phosphorus trichloride-alkyl chloride complexes to form the corresponding alkylphosphonous dichlorides. It can undergo condensation with o-phenylenediamine in the presence of sodium hydride to form dibenzo (b,f)(1,4)diazocine-6,11(5H, 12H)-dione.

Other Notes

Plasticizer.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

338.0 °F - closed cup

Flash Point(C)

170 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Diazocine chemistry. V. Synthesis and rearrangement of dibenzo [b, f][1, 4] diazocine-6, 11 (5H, 12H)-dione.
Paudler W W and Zeiler A G
The Journal of Organic Chemistry, 34(7), 2138-2140 (1969)
The synthesis of alkylphosphonous dichlorides from aluminum chloride?phosphorus trichloride?alkyl chloride complexes.
Perry B J, et al.
Canadian Journal of Chemistry, 41(9), 2299-2302 (1963)
Maik Hadorn et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(50), 20320-20325 (2012-11-24)
Higher-order structures that originate from the specific and reversible DNA-directed self-assembly of microscopic building blocks hold great promise for future technologies. Here, we functionalized biotinylated soft colloid oil-in-water emulsion droplets with biotinylated single-stranded DNA oligonucleotides using streptavidin as an intermediary
Lee-Ju Cheng et al.
Aquatic toxicology (Amsterdam, Netherlands), 109, 166-175 (2011-10-28)
The toxicity and effects of diethyl phthalate (DEP), a potent allelochemical, on the growth of greater duckweed were studied. Biochemical analyses and physiological methods were combined to investigate oxidative stress, adverse effects and their mechanisms in greater duckweeds grown in
Raphael J Witorsch et al.
Critical reviews in toxicology, 40 Suppl 3, 1-30 (2010-10-12)
This article reviews laboratory and epidemiological research into the endocrine disruptive effects of components of personal care products, namely, phthalate esters, parabens, ultraviolet (UV) filters, polycyclic musks, and antimicrobials. High doses of phthalates in utero can produce “phthalate syndrome,” demasculinizing

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