Diisobutyl phthalate

Diisobutyl phthalate (DIBP) is prepared by esterification process of isobutanol and phthalic anhydride. Its structural formula is C6H4(COOCH2CH(CH3)2)2.

Diisobutyl phthalate
Names
Preferred IUPAC name
Bis(2-methylpropyl) benzene-1,2-dicarboxylate
Other names
Diisobutyl phthalate
Diisobutyl ester of phthalic acid
1,2-benzenedicarboxylic acid bis(2-methylpropyl)ester
Di(isobutyl) 1,2-benzenedicarboxylate
DIBP
DiBP
Palatinol IC
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.412
EC Number
  • 201-553-2
KEGG
RTECS number
  • TI1225000
UNII
Properties
C16H22O4
Molar mass 278.35 g/mol
Appearance Colorless viscous liquid
Density 1.038 g/cm3
Melting point −37 °C (−35 °F; 236 K)
Boiling point 320 °C (608 °F; 593 K)
1 mg/l at 20 °C
log P 4.11
Vapor pressure 0.01 Pa at 20 °C
Hazards
Main hazards Harmful (Xn), Dangerous for the environment (N)
R-phrases (outdated) R50/53-R62-R63
S-phrases (outdated) S36/37-S61
NFPA 704 (fire diamond)
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
2
0
Flash point 185 °C (365 °F; 458 K) c.c.
400 °C (752 °F; 673 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

DIBP is an odorless plasticizer and has excellent heat and light stability. It is the lowest cost plasticizer for cellulose nitrate. DIBP has lower density and freezing point than the related compound dibutyl phthalate (DBP). Otherwise, it has similar properties DBP and can often be used as a substitute for it. Its refractive index is 1.488–1.492 (at 20 °C, D).

Health issues

The concentration of a metabolite of DIBP, monoisobutyl phthalate (MIBP), has been steadily increasing in the urine of Americans over the period 1999–2008.[1]

Products in Taiwan made by Hebo Natural Products Limited (禾博天然產物有限公司) of China contained ginger contaminated with DIBP; 80,000 nutritional supplement capsules made with imported ginger powder were seized by the Public Health Department of Taiwan in June 2011.[2] In addition, soybean extract and olive leaf extract, both in powder form, were contaminated with DIBP and DBP.[3]

See also

References
  1. Center for Disease Control Fourth National Report on Human Exposure to Environmental Chemicals, Updated Tables, February 2011 CDC Exposure Report.
  2. News, Taiwan. "Taiwan News Online － Breaking News, Politics, Environment, Immigrants, Travel, and Health". Taiwan News.
  3. http://www.chinapost.com.tw/taiwan/national/national-news/2011/06/15/306275/Plasticizer-found.htmChina Post Archived 2011-06-25 at the Wayback Machine
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