Dimethyl phthalate

Dimethyl phthalate[1][2]
Names
Preferred IUPAC name
Dimethyl benzene-1,2-dicarboxylate
Other names
Dimethyl phthalate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.004.557 Edit this at Wikidata
EC Number
  • 205-011-6
KEGG
UNII
UN number 3082
  • InChI=1S/C10H10O4/c1-13-9(11)7-5-3-4-6-8(7)10(12)14-2/h3-6H,1-2H3 checkY
    Key: NIQCNGHVCWTJSM-UHFFFAOYSA-N checkY
  • InChI=1/C10H10O4/c1-13-9(11)7-5-3-4-6-8(7)10(12)14-2/h3-6H,1-2H3
    Key: NIQCNGHVCWTJSM-UHFFFAOYAF
  • O=C(OC)c1ccccc1C(=O)OC
Properties
C10H10O4
Molar mass 194.184 g/mol
Appearance Colorless oily liquid
Odor slight aromatic odor[2]
Density 1.19 g/cm3
Melting point 2 °C (36 °F; 275 K)
Boiling point 283 to 284 °C (541 to 543 °F; 556 to 557 K)
0.4% (20°C)[2]
Vapor pressure 0.01 mmHg (20°C)[2]
Pharmacology
P03BX02 (WHO) QP53GX02 (WHO)
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
1
0
Flash point 146 °C (295 °F; 419 K)
460 °C (860 °F; 733 K)
Explosive limits 0.9%-?[2]
Lethal dose or concentration (LD, LC):
6900 mg/kg (rat, oral)
1000 mg/kg (rabbit, oral)
2400 mg/kg (guinea pig, oral)
6800 mg/kg (rat, oral)
6800 mg/kg (mouse, oral)
4400 mg/kg (rabbit, oral)
2400 mg/kg (guinea pig, oral)[3]
9630 mg/m3[3]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 5 mg/m3[2]
REL (Recommended)
 TWA 5 mg/m3[2]
IDLH (Immediate danger)
 2000 mg/m3[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Dimethyl phthalate (DMP) is an organic compound and phthalate ester. it is a colourless and oily liquid that is soluble in organic solvents,[4] but which is only poorly soluble in water (~4 g/L).

It is used in a variety of products and is most commonly used as insect repellent such as ectoparasiticide for mosquitoes and flies for animal livestock.[4] The short-chain or low molecular weight phthalate is also frequently used in consumer products such as cosmetics, ink, soap, household cleaning supplies, etc.[5] Other uses of DMP include solid rocket propellants (as a stabilizer) and plastics.[4][5]

The U.S Environmental Protection Agency has classified Dimethyl phthalate as not classifiable for human carcinogenicity.[6][7] Its oral LD50 is 4390 to 8200 mg/kg bw/d in rats and the dermal LD50 is 38000 mg/kg bw in rats and more than 4800 mg/kg bw in guinea pigs.[8]

  1. ^ Dimethyl phthlate at chemicalland21.com
  2. ^ a b c d e f g h NIOSH Pocket Guide to Chemical Hazards. "#0228". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ a b "Dimethylphthalate". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  4. ^ a b c Carlson KR, Patton LE. Toxicity Review for Dimethyl Phthalate (DMP, CASRN 131-11-3) (PDF) (Report). U.S Consumer Product Safety Commission.
  5. ^ a b Schettler T (February 2006). "Human exposure to phthalates via consumer products". International Journal of Andrology. 29 (1): 134–139, discussion 181–185. doi:10.1111/j.1365-2605.2005.00567.x. PMID 16466533.
  6. ^ Phillips L (June 2015). "EPA's Exposure Assessment Toolbox (EPA-Expo-Box)". Journal of Environmental Informatics. 25 (2): 81–84. doi:10.3808/jei.201400269. ISSN 1726-2135. S2CID 113872276.
  7. ^ Newburg-Rinn SD (November 1982). "Commentary: Activities of the Environmental Protection Agency concerning Phthalate Esters". Environmental Health Perspectives. 45: 137–139. doi:10.2307/3429398. ISSN 0091-6765. JSTOR 3429398. PMC 1568984. PMID 7140687.
  8. ^ National Industrial Chemicals Notification and Assessment Scheme (NICNAS); Australia Government (June 2008). "Dimethyl Phthalate" (PDF). Existing Chemical Hazard Assessment Report.