Diisobutyl phthalate

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
84-69-5 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:79053 N
ChemSpider 6524 YesY
ECHA InfoCard 100.001.412
EC Number 201-553-2
KEGG C15205 YesY
PubChem 6782
RTECS number TI1225000
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 R50/53;R62;R63
S-phrases S36/37;S61
NFPA 704
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oil Health code 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g., sodium chloride Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
1
0
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 YesYN ?)
Infobox references

Diisobutyl Phthalate (DIBP) is prepared by esterification process of isobutanol and phthalic anhydride. Its structural formula is C6H4(COOCH2CH(CH3)2)2. Refractive index is 1.488 - 1.492 (20 °C, D).

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 DBP (dibutyl phthalate, CAS No.: 84-74-2). It has similar properties as dibutyl phthalate and can be used as a substitute for it.

DIBP is used in nitro cellulose plastic, nail polish, explosive material, lacquer manufacturing and used with methyl methacrylate applications.

The concentration of a metabolite of DIBP (Mono-isobutyl phthalate or MIBP) has been steadily increasing in the urine of Americans over the period 1999-2008.[1] Prenatal maternal exposure is associated with substantial harm to intellectual development in children.[2]

Contamination

Products in Taiwan made from Hebo Natural Products Limited (禾博天然產物有限公司) of China contained ginger contaminated with DIBP, some 80,000 nutritional supplement capsules made with imported ginger powder were seized by the Public Health Department of Taiwan in June 2011.[3] In addition, soybean extract and olive leaf extract, both in powder form, were contaminated with DIBP and DBP. Concentration of DIBP in the ginger extract powder was found to be 33,100 parts per million (ppm), that of DIBP in the soybean extract powder, 41 ppm, and that of DIBP and DBP in the olive leaf extract powder, 768 ppm and 441 ppm, respectively.[4]

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. ↑ Persistent Associations between Maternal Prenatal Exposure to Phthalates on Child IQ at Age 7 Years. PLOS ONE
  3. ↑ http://www.etaiwannews.com/etn/news_content.php?id=1627491&lang=eng_news&cate_rss=TAIWAN_eng
  4. ↑ http://www.chinapost.com.tw/taiwan/national/national-news/2011/06/15/306275/Plasticizer-found.htm China Post
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