Trimethylsilyl propanoic acid

Trimethylsilyl propanoic acid

Names
IUPAC name 3-(Trimethylsilyl)propanoic acid
Other names 3-Trimethylsilylpropanoate; 3-(Trimethylsilyl)propionic acid; 2,2-Dimethyl-2-silapentan-5-oic acid
Identifiers
CAS Number	5683-30-7
ChEBI	CHEBI:85487
ChemSpider	72062
Jmol interactive 3D	Image
PubChem	79764
InChI InChI=1S/C6H14O2Si/c1-9(2,3)5-4-6(7)8/h4-5H2,1-3H3,(H,7,8)
SMILES O=C(O)CC[Si](C)(C)C
Properties
Chemical formula	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

Trimethylsilyl propanoic acid (TMSP or TSP) is a chemical compound containing a trimethylsilyl group. It is used as internal reference in the NMR spectrum 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

References

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