Catalog Number
ACMA00016939
Product Name
Dimethyl Phthalate
Description
Dimethyl phthalate appears as a water-white liquid without significant odor. Denser than water and insoluble in water. Hence sinks in water. Flash point 300°F. Eye contact may produce severe irritation and direct skin contact may produce mild irritation. Used in the manufacture of a variety of products including plastics, insect repellents, safety glass, and lacquer coatings.;Liquid;COLOURLESS OILY LIQUID.;Colorless, oily liquid with a slight, aromatic odor.;Colorless, oily liquid with a slight, aromatic odor. [Note: A solid below 42°F.]
IUPAC Name
dimethyl benzene-1,2-dicarboxylate
Molecular Weight
194.18g/mol
Molecular Formula
C6H4(COOCH3)2;C10H10O4;C10H10O4
Canonical SMILES
COC(=O)C1=CC=CC=C1C(=O)OC
InChI
InChI=1S/C10H10O4/c1-13-9(11)7-5-3-4-6-8(7)10(12)14-2/h3-6H,1-2H3
InChI Key
NIQCNGHVCWTJSM-UHFFFAOYSA-N
Boiling Point
542.7 °F at 760 mm Hg (NTP, 1992);283.7 °C;283.7 °C at 760 mm Hg;284 °C;543°F;543°F
Melting Point
32 °F (NTP, 1992);5.5 °C;5.5 °C;5.5 °C;32°F;42°F
Flash Point
295 °F (NTP, 1992);295 °F (146 °C) (Closed cup);146 °C c.c.;295°F;295°F
Density
1.1905 at 68 °F (USCG, 1999);1.196 at 15.6 °C/15.6 °C; 1.1940 at 20 °C/20 °C; 1.189 at 25 °C/25 °C;Relative density (water = 1): 1.19;1.19;1.19
Solubility
less than 1 mg/mL at 68° F (NTP, 1992);0.02 M;In water, 4,000 mg/L at 25 °C;Miscible with alcohol, ether, chloroform. Practically insoluble in petroleum ether, and other paraffin hydrocarbons.;Solubility in mineral oil at 20 °C: 0.34 g/100 g;Miscible with ethanol, ethyl ether; soluble in benzene; slightly soluble in carbon tetrachloride;Readily soluble in organic solvents, alcohols, esters, ketones, chlorinated hydrocarbons. Slightly soluble in some types of mineral oil.;Solubility in water, g/100ml at 20 °C: 0.43;0.4%
Application
Dimethyl Phthalate is a versatile compound that serves various purposes across different industries. It is a colorless, or faintly colored, odorless liquid that acts as both a solvent and plasticizer, particularly for cellulose acetate and cellulose acetate-butyrate compositions. Its ability to increase the flexibility of plastics makes it a commonly used phthalate ester in numerous applications worldwide. Beyond its industrial utility, Dimethyl Phthalate functions effectively as an insect repellent, offering personal protection when formulated in creams or lotions, typically at a 40% concentration, and even as a treatment for tent fabrics. Additionally, it plays a significant role in pharmaceutical applications, where it is used as a solvent and plasticizer in film-coatings for materials like hydroxypropyl methylcellulose.
Color/Form
Pale yellow;Colorless, oily liquid [Note: A solid below 42 degrees F]
Covalently-Bonded Unit Count
1
Exact Mass
194.057909g/mol
Heat of Vaporization
93.1 g-cal/g
Log P
1.6 (LogP);log Kow = 1.60;1.47/2.12
MeSH Entry Terms
dimethyl phthalate;dimethyl phthalate, conjugate diacid;dimethylphthalate
Monoisotopic Mass
194.057909g/mol
Other Experimental
VOLATILITY: 4.0 MG/SQ CM/HR AT 100 °C;WEIGHT/VOLUME CONVERSION: 7.93 MG/CU M= APPROX 1 PPM;The release time of the repellent chemical ... dimethyl phthalate ... from porous propylene slabs was much higher (approx 7 times more) than from porous propylene powders. The release time was a function of the initial concn and was inversely proportional to vapor pressure in case of porous powder. /Former US/;BP: 232.7 °C at 200 mm Hg; 210.0 °C at 100 mm Hg; 194.0 °C at 60 mm Hg; 182.8 °C at 40 mm Hg; 164.0 °C at 20 mm Hg; 147.6 °C at 10 mm Hg; 131.8 °C at 5 mm Hg; 100.3 °C at 1.0 mm Hg;The commercial product freezes at approximately 0 °C.;VP: <0.01 mm Hg at 20 °C;Bulk density 9.93 lb/gal at 68 °F.;Readily hydrolyzed by alkalis, with cleavage of both ester groups.;Phthalate esters would be expected to have UV maxima in the 230 nm and 270 nm regions. /Phthalate esters/;... Resistance to migration from polymers, low temperature flexibility ... compatibility with polar polymers and additives over a wide range of compositions. /Phthalate esters/;Henry's Law constant = 1.97X10-7 cu cm/molec-sec at 25 °C (est);Hydroxyl radical reaction rate constant = 5.74X10-13 cu cm/molec-sec at 25 °C (est)
Refractive Index
Index of refraction: 1.5168 at 20 °C/D
Stability
Stable under recommended storage conditions.
Vapor Density
6.69 (NTP, 1992) (Relative to Air);6.69 (Air = 1);Relative vapor density (air = 1): 6.69;6.69
Vapor Pressure
1 mm Hg at 212.5 °F ; 5 mm Hg at 269.2° F; 10 mm Hg at 297.7° F (NTP, 1992);0.00 mmHg;3.08X10-3 mm Hg at 25 °C /from experimentally-derived coefficients/;Vapor pressure, Pa at 20 °C: 0.8;0.01 mmHg;0.01 mmHg
Viscosity
17.2 cP at 25 °C
