Pentetic acid

Pentetic acid or diethylenetriaminepentaacetic acid (DTPA) is an aminopolycarboxylic acid consisting of a diethylenetriamine backbone with five carboxymethyl groups. The molecule can be viewed as an expanded version of EDTA and is used similarly. It is a white solid with limited solubility in water.

For the combined diphtheria-tetanus-acellular pertussis vaccine used in Australia, see DTPa.
Pentetic acid
Names
IUPAC name
N,N′-{[(Carboxymethyl)azanediyl]di(ethane-2,1-diyl)}bis[N-(carboxymethyl)glycine]
Systematic IUPAC name
2,2′,2′′,2′′′-{[(Carboxymethyl)azanediyl]bis(ethane-2,1-diylnitrilo)}tetraacetic acid
Other names
DTPA; H5dtpa; Diethylenetriaminepentaacetic acid; Penta(carboxymethyl)diethylenetriamine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.000.593
KEGG
RTECS number
  • MB8205000
UNII
  • InChI=1S/C14H23N3O10/c18-10(19)5-15(1-3-16(6-11(20)21)7-12(22)23)2-4-17(8-13(24)25)9-14(26)27/h1-9H2,(H,18,19)(H,20,21)(H,22,23)(H,24,25)(H,26,27) Y
    Key: QPCDCPDFJACHGM-UHFFFAOYSA-N Y
  • C(CN(CC(=O)O)CC(=O)O)N(CCN(CC(=O)O)CC(=O)O)CC(=O)O
Properties
C14H23N3O10
Molar mass 393.349 g·mol−1
Appearance White crystalline solid
Melting point 220 °C (428 °F; 493 K)
Boiling point decomposes at a higher temp.
<0.5 g/100 mL
Acidity (pKa) ~1.80 (20 °C)
Hazards
Flash point Non-flammable
Related compounds
Related compounds
 EDTA, NTA
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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