Sodium trimethylsilylpropanesulfonate (DSS) is the organosilicon compound with the formula (CH₃)₃SiCH₂CH₂CH₂SO₃⁻Na⁺. It is the sodium salt of trimethylsilylpropanesulfonic acid. A white, water-soluble solid, it is used as a chemical shift standard for proton NMR spectroscopy of aqueous solutions. The chemical shift, specifically the signal for the trimethylsilyl group, is relatively insensitive to pH. The proton spectrum of DSS also exhibits resonances at 2.91 ppm (m), 1.75 ppm (m), and 0.63 ppm (m) at an intensity of 22% of the reference resonance at 0 ppm.

Alternatives

Sodium

trimethylsilyl propionate 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-(trimethyls ...

(TSP) is a related compound used as an NMR standard. It uses a

carboxylic acid In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an R-group. The general formula of a carboxylic acid is or , with R referring to the alkyl, alkenyl, aryl, or other group. Carboxylic ...

instead of the

sulfonic acid In organic chemistry, sulfonic acid (or sulphonic acid) refers to a member of the class of organosulfur compounds with the general formula , where R is an organic alkyl or aryl group and the group a sulfonyl hydroxide. As a substituent, it is kn ...

found in DSS to confer water solubility. As a weak acid, TSP is more sensitive to changes in pH. 4,4-Dimethyl-4-silapentane-1-ammonium trifluoroacetate (DSA) has also been proposed as an alternative, to overcome certain drawbacks of DSS.

References

{{Reflist Sulfonic acids Trimethylsilyl compounds Organic sodium salts Nuclear magnetic resonance