Basic information
- CAS
666-52-4- Standard SMILES
[2H]C([2H])([2H])C(=O)C([2H])([2H])[2H]- InChIKey
CSCPPACGZOOCGX-WFGJKAKNSA-N- Molecular formula
- C3H6O
- Average molar mass
- 64.12 g/mol
- Monoisotopic mass
- 64.07952529
Overview
Acetone d6 is a deuterated compound that is acetone in which all six hydrogen atoms are replaced by deuterium. It has a role as a NMR solvent and a polar aprotic solvent. It is a member of propanones and a deuterated compound.
Names & identifiers
- Preferred name
- Acetone-D6
- IUPAC
- 1,1,1,3,3,3-hexadeuteriopropan-2-one
- English name
- ACETONE-D6
- Molecular formula
- C3D6O
- Molecular weight
- 64.12
Names & synonyms
Acetone-d6Acetone d6(2H6)AcetonehexadeuterioacetoneUNII-B0N19B53H8Acetone, perdeutero-B0N19B53H8PERDEUTERIOACETONEEINECS 211-563-92-PROPANONE-D6((2)H6)propan-2-one2-Propanone-1,1,1,3,3,3-D6-
Show more names
(CD3)2COD6-Acetone(2H6)Propan-2-oneDeuterated acetoneAcetone-d6, 100.0 atom % D, for NMRNMR STD/1% CHLOROFORM/ACETONE-D6/10MMX8"Aceton-d6Acetone-d8
CHEBI:78217DTXSID202167671,1,1,3,3,3-HEXADEUTERO-2-PROPANONEUN1090RefChem:109002DTXCID50139258CSCPPACGZOOCGX-WFGJKAKNSA-N666-52-4
Database identifiers
- CAS
666-52-4- PubChem CID
- 522220
- DTXSID
DTXSID20216767- ChEBI
CHEBI:78217- UNII
- B0N19B53H8
- EC Number
- 211-563-9
Properties
Computed structural properties
- XLogP
- -0.1
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 0
- Heavy atoms
- 4
- Formal charge
- 0
- Complexity
- 26.3
Experimental & physicochemical properties
SolventsSolvents -> Ketones (<C12)
Density0.872 @ 20°C
Boiling Point55.5 °C @760 [mm Hg]
Melting Point-95 °C
Vapor Pressure
372.0 [mmHg]
183 [mm Hg] @20 °C
Physical DescriptionHygroscopic liquid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 93.8 °C · −93.8 °C(lit.)
- Boiling point
- 56 · 56,5°C
- Density
- 0.872 g/mL · 0.872 g/mL at 25 °C(lit.)
- vapor density
- 2 · 2 (vs air)
- vapor pressure
- 14.39 psi · 14.39 psi ( 55 °C)
- refractive index
- 20 · n20/D 1.355(lit.)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P319, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 51 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationAcetone-D6: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryAn irritant that may cause severe eye irritation; Vapors may cause dizziness or drowsiness; Targets the liver and kidney; [Sigma-Aldrich MSDS] See Acetone. See Deuterium.
Hazard Classes and CategoriesFlam. Liq. 2 (100%)
Safety & protection
Protective Action Criteria (PAC)
200 [ppm]
3200 [ppm]
5700 [ppm]
Toxicology
Adverse EffectsNeurotoxin - Acute solvent syndrome
Safety data
Chemistry & industry
Applications
UsesAcetone-d6 may be used as an internal standard to detect aldehydes and acetone in water by headspace-solid-phase microextraction and gas chromatography-mass spectrometry.
UsesAcetone-d6 may be used as a deuterated solvent in the 1H NMR spectral studies of iodine containing radiopaque poly(methacrylate)copolymers. It may also be used as a source of deuterium atoms in the synthesis of labelled sterols.
UsesIsotope labelled Acetone is a common organic building block in organic chemistry.
General DescriptionAcetone-d6 can be prepared by reacting heavy water with propyne-d4 in the presence of mercury catalyst.
Preparation methods
PreparationDeuterated DMSO: DMSO is exchanged with heavy water in the presence of an alkaline catalyst (calcium oxide) to obtain DMSO-d6. This process needs to be repeated multiple times to obtain high-purity deuterated DMSO;ACETONE-D6: Acetone is exchanged with heavy water in the presence of an alkaline catalyst (LiOD) to obtain ACETONE-D6;Deuterated benzene: Benzene is exchanged with heavy water in the presence of a transition metal catalyst to obtain deuterated benzene;Deuterated tetrahydrofuran: Tetrahydrofuran is obtained by... It is prepared by exchanging heavy water under metal catalysis;Deuterated sodium hydroxide or deuterated potassium hydroxide can be prepared by reacting elemental metals with heavy water;Deuterium gas: Deuterium gas can be prepared by electrolyzing deuterated water;Lithium deuteride can be prepared by reacting metallic lithium with deuterium gas;Similarly, sodium deuteride can be synthesized by reacting metallic sodium with deuterium gas;With lithium deuteride, lithium aluminum deuteride is readily available. Deuterated lithium aluminum tetrahydrogen (lithium aluminum deuteride, LiAlD4) can be prepared by reacting lithium deuteride (LiD) with aluminum chloride.
Upstream & downstream products
Upstream raw materials
Related reactions
4 records
Compound notes
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