Deuterated acetone

Deuterated acetone
Skeletal formula of deuterated acetone
Skeletal formula of deuterated acetone
Spacefill model of deuterated acetone
Spacefill model of deuterated acetone
Skeletal formula of deuterated acetone
Names
Preferred IUPAC name
(1,1,1,3,3,3-2H6)Propan-2-one
Identifiers
CAS Number
  • 666-52-4 checkY
3D model (JSmol)
  • Interactive image
Beilstein Reference
 1702935
ChEBI
  • CHEBI:78217 checkY
ChemSpider
  • 455535 checkY
ECHA InfoCard 100.010.514 Edit this at Wikidata
EC Number
  • 211-563-9
PubChem CID
  • 522220
UNII
  • B0N19B53H8 checkY
UN number 1090
CompTox Dashboard (EPA)
  • DTXSID20216767 Edit this at Wikidata
InChI
  • InChI=1S/C3H6O/c1-3(2)4/h1-2H3/i1D3,2D3 checkY
    Key: CSCPPACGZOOCGX-WFGJKAKNSA-N checkY
  • [2H]C([2H])([2H])C(=O)C([2H])([2H])[2H]
Properties
Chemical formula
 C32H6O or C3D6O
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
GHS labelling:
Pictograms
 GHS02: FlammableGHS07: Exclamation mark
Danger
H225, H319, H336
P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P312, P337+P313, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 3: Liquids and solids that can be ignited under almost all ambient temperature conditions. Flash point between 23 and 38 °C (73 and 100 °F). E.g. gasolineInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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
Chemical compound

Deuterated acetone ((CD3)2CO), also known as acetone-d6, is a form (isotopologue) of acetone (CH3)2CO in which the hydrogen atom (H) is replaced with deuterium (heavy hydrogen) isotope (2H or D). Deuterated acetone is a common solvent used in NMR spectroscopy.[1]

Properties

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

Manufacture

Deuterated acetone is prepared by the reaction of acetone with heavy water, 2H2O or D2O, in the presence of a base. In this case, the base used is deuterated lithium hydroxide:[1]

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.

References

  1. ^ a b Paulsen, P. J.; Cooke, W. D. (1963). "Preparation of Deuterated Solvents for Nuclear Magnetic Resonance Spectrometry". Analytical Chemistry. 35 (10): 1560. doi:10.1021/ac60203a072.
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Reference
1H and 13C chemical shifts
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