Dibutoxy ethyl phthalate

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
ECHA InfoCard 100.003.831
EC Number
  • 204-213-1
KEGG
UNII
  • InChI=1S/C20H30O6/c1-3-5-11-23-13-15-25-19(21)17-9-7-8-10-18(17)20(22)26-16-14-24-12-6-4-2/h7-10H,3-6,11-16H2,1-2H3
    Key: CMCJNODIWQEOAI-UHFFFAOYSA-N
  • CCCCOCCOC(=O)C1=CC=CC=C1C(=O)OCCOCCCC
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 labelling:
Warning
H413
P273, P501
NFPA 704 (fire diamond)
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

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. ^ a b PubChem. "Bis(2-butoxyethyl) phthalate". pubchem.ncbi.nlm.nih.gov. Retrieved 2026-01-27.
  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.
  3. ^ Summer, W. (1964-04-01). "Microbial degradation of plastics". Anti-Corrosion Methods and Materials. 11 (4): 19–21. doi:10.1108/eb020171. ISSN 0003-5599.
  4. ^ Gandrud, Bruce W.; Lazrus, Allan L. (2002-05-01). "Design of system for removing water-soluble materials from IPC-1478 filter paper". ACS Publications. doi:10.1021/es60064a002. Retrieved 2026-01-27.
  5. ^ Rancitelli, L. A.; Perkins, R. W. (1970). "Trace element concentrations in the troposphere and lower stratosphere". Journal of Geophysical Research. 75 (15): 3055–3064. doi:10.1029/JC075i015p03055. ISSN 2156-2202.
  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.
  7. ^ Li, Zixuan; Robaire, Bernard (2025-02-27). "Effects of Endocrine-Disrupting Chemicals on Adrenal Function". Endocrinology. 166 (4). doi:10.1210/endocr/bqaf045. ISSN 1945-7170. PMC 11907101. PMID 40048632.