179973

Sigma-Aldrich

Acetone

Laboratory Reagent, ≥99.5%

Linear Formula:
CH3COCH3
CAS Number:
Molecular Weight:
58.08
Beilstein/REAXYS Number:
635680
EC Number:
MDL number:
eCl@ss:
39021201
PubChem Substance ID:
NACRES:
NA.21

grade

Laboratory Reagent

Quality Level

vapor density

2 (vs air)

vapor pressure

184 mmHg ( 20 °C)

assay

≥99.5%

form

liquid

expl. lim.

13.2 %

impurities

≤0.5% water

evapn. residue

≤0.002%

refractive index

n20/D 1.359 (lit.)

pH

5-6 (20 °C, 395 g/L)

bp

56 °C/760 mmHg (lit.)

mp

−94 °C (lit.)

density

0.791 g/mL at 25 °C (lit.)

SMILES string

CC(C)=O

InChI

1S/C3H6O/c1-3(2)4/h1-2H3

InChI key

CSCPPACGZOOCGX-UHFFFAOYSA-N

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General description

Acetone is a polar organic solvent. It can undergo photocatalytic oxidation in the presence of mixed TiO2-rare earth oxides.

Application

Acetone undergoes aldolization in the presence of Mg-Al layered double hydroxides (LDH) as catalysts and Cl- and/or CO32- as compensating anions to afford diacetone alcohol and mesityl oxide as the main products. Its enantioselective Aldol condensation with various isatins in the presence of a dipeptide catalyst forms 1-alkyl 3-(2-oxopropyl)-3-hydroxyindolin-2-ones. Aqueous solution of acetone may be used as a medium for the oxidation of alkynes to 1,2-diketones using potassium permanganate.
Acetone′s luminesence intensity is dependent upon the solution components . The absorption of UV light by acetone, results in its photolysis and the production of radials .

Packaging

4×4 L in poly bottle
18 L in steel drum
1, 6×1, 4, 4×4 L in glass bottle

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

hazcat

Eye Irrit. 2 - Flam. Liq. 2 - STOT SE 3

Target Organs

Central nervous system

Supp Hazards

EUH066

storage_class_code

3 - Flammable liquids

WGK Germany

WGK 1

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17.0 °C - closed cup

Certificate of Analysis

Certificate of Origin

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. Who do I contact about larger solvent volume needs?

    Email us at labessentials@sial.com or visit Sigma-Aldrich Fine Chemicals for development and manufacturing-scale inquiries: safcglobal@sial.com

  4. How do I know what packaging options are available for a solvent?

    The Solvent Center gives you the ability to review all the specifications associated with our solvent packaging. This includes physical dimensions, closure types, dispensing methods, UN/DOT Rating as well as solvent compatibility. Visit the Solvent Center.

  5. Who do I contact if I need a solvent blend, which you do not carry?

    Email us at labessentials@sial.com. For a complete listing of all our Solvent blends, visit the Solvent Center

  6. The dispensing of solvents provides some challenges due to the number of container options available. What dispensing options are available for each container?

    The Sigma-Aldrich Solvent Center provides numerous dispensing options for each container type. For a complete listing of all our dispensing options, visit the Solvent Center.

  7. Which solvent grade should I be using for my application?

    Sigma-Aldrich Solvent Applications Table gives a guideline to common applications and the appropriate solvent grades.  Visit: Solvents

  8. What are the options for drying solvents? 

    Sigma-Aldrich offers a full range of high-purity solvents with extremely low water levels specifically manufactured for moisture sensitive Organic and Biotech applications.  Sigma-Aldrich also carries various drying agents such as molecular sieves, which are typically compatible with organic solvents.

  9. What apparatus do you recommend for HPLC solvent filtration?

    The Sigma-Aldrich Vacuum Filtration Assembly gives you all the components you need including: funnel top, fritted glass funnel support, filtration flask, aluminum clamp, and silicone stopper.  The Acrodisc Syringe Filters offer high quality filtration for analytical samples, certified for HPLC to ensure low extractable and available in a broad range of membranes to meet sample compatibility requirements.

  10. Can you recommend a Solvent Extractor for organics from aqueous solution?

    Solvent extractors are often used for the quantitative extraction of organics from aqueous solutions and separations in immunoassays. The MIXXOR system has been applied successfully in many laboratory solvent extraction operations and is ideal for the rapid screening of alternative solvents for specific extraction problems.

Preparation of 1,2-diketones: oxidation of alkynes by potassium permanganate in aqueous acetone
Srinivasan NS and Donald GL
The Journal of Organic Chemistry, 44(9), 1574-1574 (1979)
Gianluigi Luppi et al.
The Journal of organic chemistry, 70(18), 7418-7421 (2005-08-27)
[reaction: see text] The aldol condensation of acetone with several isatins is described. The desired compound was obtained in quantitative yield and with good enantioselectivities up to 77%. The best results were obtained with 10 mol % H-D-Pro-L-beta3-hPhg-OBn as a...
Aldol condensation of acetone over layered double hydroxides of the meixnerite type.
Tichit D, et al.
Applied Clay Science, 13(5), 401-415 (1998)
An investigation on photocatalytic activities of mixed TiO2-rare earth oxides for the oxidation of acetone in air.
Lin J and Jimmy CY.
Journal of Photochemistry and Photobiology A: Chemistry, 116(1), 63-67 (1998)
Sinisa Bjelic et al.
Journal of molecular biology, 426(1), 256-271 (2013-10-29)
Designed retroaldolases have utilized a nucleophilic lysine to promote carbon-carbon bond cleavage of β-hydroxy-ketones via a covalent Schiff base intermediate. Previous computational designs have incorporated a water molecule to facilitate formation and breakdown of the carbinolamine intermediate to give the...

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