Trimethylsilyl propanoic acid

Trimethylsilyl propanoic acid

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 ^Y
PubChem	79764
ChemSpider	72062
Jmol-3D images	Image 1
SMILES O=C(O)CC[Si](C)(C)C
InChI InChI=InChI=1S/C6H14O2Si/c1-9(2,3)5-4-6(7)8/h4-5H2,1-3H3,(H,7,8)
Properties
Molecular 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)
Exact mass	145.068481 (anion)
Appearance	Colorless liquid
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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.

References

^ 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.