Deuterated acetone

Deuterated acetone

Skeletal formula of deuterated acetone Spacefill model of deuterated acetone
Identifiers
CAS Number	666-52-4 Y
3D model (JSmol)	Interactive image
Beilstein Reference	1702935
ChEBI	CHEBI:78217 Y
ChemSpider	455535 Y
ECHA InfoCard	100.010.514
EC Number	211-563-9
PubChem CID	522220
UNII	B0N19B53H8 Y
UN number	1090
CompTox Dashboard (EPA)	DTXSID20216767
InChI InChI=1S/C3H6O/c1-3(2)4/h1-2H3/i1D3,2D3 Y Key: CSCPPACGZOOCGX-WFGJKAKNSA-N Y
SMILES [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H]
Properties
Chemical formula	C32H6O
Molar mass	64.1161 g mol−1
Density	0.872 g cm−3
Melting point	−94 °C (−137 °F; 179 K)
Boiling point	56 °C (133 °F; 329 K)
Vapor pressure	24.5-25.3 kPa (at 20 °C)
Hazards
NFPA 704 (fire diamond)	1 3 0
Flash point	−19 °C (−2 °F; 254 K)
Related compounds
Related compounds	Acetone
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Deuterated acetone ((CD₃)₂CO), also known as Acetone-D₆, is a form (called an isotopologue) of acetone (CH₃)₂CO in which the hydrogen atom ("H") is replaced with deuterium (heavy hydrogen) isotope ("D"). Deuterated acetone is a common solvent used in NMR spectroscopy.

Properties

As with all deutrated compounds, the properties of deuterated acetone are virtually identical to those of regular acetone.

Manufacture

Deuterated acetone is prepared from heavy water, D₂O, by what amounts to an aldol reaction. In this case, the base used is a deuterated version of lithium hydroxide:

In order to fully deuterate the acetone, the process is repeated several times, distilling off the acetone from the heavy water, and re-running the reaction in a fresh batch of heavy water.