Deuterated acetone
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Names | |||
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Preferred IUPAC name (1,1,1,3,3,3-2H6)Propan-2-one | |||
Identifiers | |||
3D model (JSmol) | |||
1702935 | |||
ChEBI | |||
ChemSpider | |||
ECHA InfoCard | 100.010.514 | ||
EC Number |
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PubChem CID | |||
UNII | |||
UN number | 1090 | ||
CompTox Dashboard (EPA) | |||
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Properties | |||
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: | |||
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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) | |||
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). |
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
[edit]As with all deuterated compounds, the properties of deuterated acetone are virtually identical to those of regular acetone.
Manufacture
[edit]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]
![](http://upload.wikimedia.org/wikipedia/commons/thumb/1/17/Deuteration_of_acetone.svg/750px-Deuteration_of_acetone.svg.png)
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
[edit]- ^ 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.