Trimethylsilylpropanoic acid

Trimethylsilylpropanoic acid (TMSP or TSP) is a chemical compound containing a trimethylsilyl group. It is used as internal reference in nuclear magnetic resonance for aqueous solvents (e.g. D2O). For that use it is often deuterated (3-(trimethylsilyl)-2,2,3,3-tetradeuteropropionic acid or TMSP-d4).[1] Other internal references that are frequently used in NMR experiments are DSS and tetramethylsilane.

Deuterated TMSP
Trimethylsilylpropanoic acid
Skeletal formula of TMSP
Ball-and-stick model of the TMSP molecule
Names
Preferred IUPAC name
3-(Trimethylsilyl)propanoic acid
Other names
3-Trimethylsilylpropanoate; 3-(Trimethylsilyl)propionic acid; 2,2-Dimethyl-2-silapentan-5-oic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.024.678
UNII
  • InChI=1S/C6H14O2Si/c1-9(2,3)5-4-6(7)8/h4-5H2,1-3H3,(H,7,8)
  • O=C(O)CC[Si](C)(C)C
Properties
C6H14O2Si (acid), C6H13O2Si− (anion)
Molar mass 146.26 g/mol (acid), 145.25 g/mol (anion), 172.27 g/mol (sodium salt of deuterated molecule)
Appearance Colorless liquid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. Pohl, L.; Eckle, M. (1969). "Sodium 3-(trimethylsilyl)tetradeuteriopropionate, a new water-soluble standard for 1H NMR". Angewandte Chemie International Edition in English. 8 (5): 381. doi:10.1002/anie.196903811.


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