Diethyl Phthalate

Base Information

• Chemical Name: Diethyl Phthalate
• CAS No.: 84-66-2
• Deprecated CAS: 1431865-87-0
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Hs Code.: 2917.34
• European Community (EC) Number: 201-550-6
• ICSC Number: 0258
• NSC Number: 8905
• UN Number: 3082
• UNII: UF064M00AF
• DSSTox Substance ID: DTXSID7021780
• Nikkaji Number: J3.880F
• Wikipedia: Diethyl_phthalate
• Wikidata: Q419811
• NCI Thesaurus Code: C76749
• RXCUI: 1362921
• Metabolomics Workbench ID: 55018
• ChEMBL ID: CHEMBL388558
• Mol file: 84-66-2.mol

Synonyms:diethyl phthalate;phthalic acid diethyl ester

Chemical Property of Diethyl Phthalate

Chemical Property:

• Appearance/Colour: clear oily liquid
• Vapor Pressure: 1 mm Hg ( 100 °C)
• Melting Point: ?3°C(lit.)
• Refractive Index: n20/D 1.502(lit.)
• Boiling Point: 293.999 °C at 760 mmHg
• Flash Point: 160 °C
• PSA: 52.60000
• Density: 1.121 g/cm³
• LogP: 2.04000
• Storage Temp.: 2-8°C
• Solubility.: Practically insoluble in water, miscible with ethanol (96 per cent).
• Water Solubility.: 1 g/L (20 ºC)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

Diethyl Phthalate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Phthalate Esters
• Canonical SMILES: CCOC(=O)C1=CC=CC=C1C(=O)OCC
• Inhalation Risk: A harmful contamination of the air will not or will only very slowly be reached on evaporation of this substance at 20 °C.
• Description: Diethyl phthalate (DEP) is a member of the group of esters of phthalic acid known as phthalates, used ubiquitously as solvents and plasticisers worldwide. DEP can 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.
• Uses: Diethyl phthalate is a Plasticizer for cellulose ester plastic films and sheets; in molded plastics; manufacturing varnishes; cosmetics. 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. Diethyl phthalate is an intermediate of the rodenticides dimouse, murine, and chlorpyrone, and is also an important solvent. Diethyl phthalate is used as a plasticizer for plastics. Diethyl phthalate is used as an analytical reagent, a gas chromatography stationary solution, a solvent for cellulose and esters, a plasticizer and a lubricant. Diethyl phthalate is used as plasticizer, solvent, lubricant, fixative, foaming agent for colored or rare metal mine flotation, gas chromatography fixative, alcohol denaturant, spray insecticide. This product is mixed with cellulose acetate, cellulose acetate butyrate, polyvinyl acetate, nitrocellulose, ethyl cellulose, polymethyl methacrylate, polystyrene, polyvinyl butyral, vinyl chloride-vinyl acetate Most resins such as copolymers have good compatibility. It is mainly used as a plasticizer for cellulose resin, but the product has high volatility, which limits its wide application.

Technology Process of Diethyl Phthalate

There total 51 articles about Diethyl Phthalate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

Triethyl orthoacetate (78-39-7) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) → Diethyl phthalate (84-66-2)

Guidance literature:

In various solvent(s); at 80 ℃; for 2h;

DOI:10.1016/j.tet.2005.09.147

Reference yield: 97.0%

phthalic anhydride (85-44-9) + ethanol (64-17-5) → Diethyl phthalate (84-66-2)

Guidance literature:

With butylamine-functionalized [Cr₃O(BDC-SO₃H)_2.4(BDC-SO₃NH₃-Bu)_0.6]_n; for 5h; Reagent/catalyst; Reflux;

DOI:10.1016/j.poly.2019.114142

Reference yield: 96.0%

ethanol (64-17-5) + C18H18ClInO4 (1041479-60-0) + carbon monoxide (201230-82-2) → Diethyl phthalate (84-66-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine; Desyl chloride; at 60 ℃; for 24h;

DOI:10.1021/ja801116s

upstream raw materials:

phthalic anhydride

tetraethoxy orthosilicate

diethyl sulphite

ethanol

Downstream raw materials:

2-(1H-quinolin-2-ylidene)-indan-1,3-dione

phthalic acid bis-(2-trimethylsilanyloxy-ethyl ester)

di-isopentylphthalate

6-methyl-8-nitrophenanthridine

Refernces

• 1、 Mehta, Mohit J.,Kulshrestha, Akshay,Sharma, Shweta,Kumar, Arvind. "Room temperature depolymerization of lignin using a protic and metal based ionic liquid system: an efficient method of catalytic conversion and value addition". . p. 1240 - 1247. Retrieved 2021/02/26.
• 2、 Antonyuk, Sergiy,Breuninger, Paul,Ernst, Stefan,Thiel, Werner R.,Vafaeezadeh, Majid,Wilhelm, Christian. "A Janus-type Heterogeneous Surfactant for Adipic Acid Synthesis". . . Retrieved 2020/04/08.