Synthesis of deuterium labeled isobutane: Isobutane-2-d(1), isobutane-1-d(9) and Isobutane-d(10)

2-Methylpropane-2-d(1) (isobutane-2-d(1)), 2-(methyl-d(3))-propane-1,1,1,3, 3,3-d(6) (nonadeuterated isobutane) and 2-methylpropane-d(10) (perdeuterate d isobutane) were synthesized by using a combination of classical organic c hemistry and recently developed H/D exchange processes on solid acids. Isob utane-2-d(1) was synthesized from t-butyl chloride by Grignard synthesis wi th an overall yield of 27.0% (chemical purity : 99.9% and isotopic purity : 96.0%). Isobutane-1-d(9) was prepared by H/D exchange of 2-methylpropane ( isobutane) with a D2O exchanged zeolite. The deuteriated product was obtain ed with an overall yield of 80.0% (chemical purity : 99.9% and isotopic pur ity : 98.7%). Perdeuteriated isobutane was prepared by reacting isobutane-2 -d(1) with 98.0% deuteriated sulfuric acid and was obtained in a total yiel d of 98.0% (chemical purity : 99.8% and isotopic purity: 97.9%).