Chemistry:Dibutoxy ethyl phthalate

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Dibutoxy ethyl phthalate
Names
Preferred IUPAC name
Bis(2-butoxyethyl) benzene-1,2-dicarboxylate
Other names
  • Bis(2-butoxyethyl) phthalate
  • Butyl glycol phthalate
  • Dibutoxyethyl phthalate
  • Dibutylglycol phthalate
  • Kesscoflex
  • Kronisol
  • Palatinol K
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
EC Number
  • 204-213-1
KEGG
UNII
Properties[1]
C20H30O6
Molar mass 366.454 g·mol−1
Appearance Colorless liquid
Density 1.06 g/cm3 (20 °C)
Melting point −55 °C (−67 °F; 218 K)
Boiling point 270 °C (518 °F; 543 K)
low
Solubility soluble in organic solvents
Vapor pressure 0.00217 mmHg
1.486 (20 °C/D)
Viscosity 42 mPa·s (20 °C)
Hazards
GHS pictograms GHS09: Environmental hazard
GHS Signal word Warning
H413
P273, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondFlammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilHealth code 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineReactivity code 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 208 °C (406 °F; 481 K)[1]
Lethal dose or concentration (LD, LC):
8380 mg/kg (oral rat)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Dibutoxy ethyl phthalate is an organic compound and phthalate ester, baring 2-butoxyethanol groups. Like most phthalates it is nonvolatile, and remains liquid over a wide range of temperatures. Although its water solubility is low, it remains one of the most water soluble of the common phthalates.

Uses

It is used as a plasticizer in polyvinyl chloride, polyvinyl acetate[2] and cellulose acetate. It is resistant to microbial attack.[3]

It is used to improve the collection efficiency of specialized filter papers (IP 1478) designed for bulk particulate and trace element sampling in the atmosphere.[4][5]

Safety

Bis(2-butoxyethyl) phthalate exposure has been associated with reproductive toxicity and endocrine disruption.[6][7]

References

  1. 1.0 1.1 PubChem. "Bis(2-butoxyethyl) phthalate" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/8345. 
  2. Adelman, R. L.; Allen, G. G.; Sinclair, H. K. (1963-06-01). "Binders for Nonwoven Fabrics. Evaluation of Binders Based on Copolymers of Vinyl Acetate". I&EC Product Research and Development 2 (2): 108–113. doi:10.1021/i360006a005. ISSN 0536-1079. https://doi.org/10.1021/i360006a005. 
  3. Summer, W. (1964-04-01). "Microbial degradation of plastics" (in en). Anti-Corrosion Methods and Materials 11 (4): 19–21. doi:10.1108/eb020171. ISSN 0003-5599. http://www.emerald.com/acmm/article/11/4/19-21/7363. 
  4. Gandrud, Bruce W.; Lazrus, Allan L. (2002-05-01). "Design of system for removing water-soluble materials from IPC-1478 filter paper" (in EN). doi:10.1021/es60064a002. https://pubs.acs.org/doi/pdf/10.1021/es60064a002. 
  5. Rancitelli, L. A.; Perkins, R. W. (1970). "Trace element concentrations in the troposphere and lower stratosphere" (in en). Journal of Geophysical Research 75 (15): 3055–3064. doi:10.1029/JC075i015p03055. ISSN 2156-2202. https://onlinelibrary.wiley.com/doi/abs/10.1029/JC075i015p03055. 
  6. Yu, Jia; Zou, Haoyang; Zhang, Tiehua; Zhang, Jie (2023-11-15). "Nuclear Receptors-Mediated Endocrine Disrupting Effects of Non-Phthalate Plasticizers: A Review". Journal of Agricultural and Food Chemistry 71 (45): 16902–16918. doi:10.1021/acs.jafc.3c04060. ISSN 0021-8561. https://doi.org/10.1021/acs.jafc.3c04060. 
  7. Li, Zixuan; Robaire, Bernard (2025-02-27). "Effects of Endocrine-Disrupting Chemicals on Adrenal Function" (in en). Endocrinology 166 (4). doi:10.1210/endocr/bqaf045. ISSN 1945-7170. PMID 40048632. PMC 11907101. https://academic.oup.com/endo/article/doi/10.1210/endocr/bqaf045/8058667.