Diacetone alcohol
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| Diacetone alcohol | |
|---|---|
| Image:DiacetoneAlcohol.png | |
| IUPAC name | 4-Hydroxy-4-methyl-pentan-2-one |
| Other names | 2-Pentanone, 4-hydroxy-4-methyl; 4-Hydroxy-2-keto-4-methylpentane; Diacetone alcohol |
| Identifiers | |
| CAS number | |
| RTECS number | SA9100000 |
| SMILES | CC(=O)CC(C)(C)O |
| Properties | |
| Molecular formula | C6H12O2 |
| Molar mass | 116.16 g/mol |
| Appearance | Colorless liquid |
| Density | 0.938 g/mL |
| Melting point |
- 47 °C |
| Boiling point |
166 °C |
| Solubility in water | moderate |
| Solubility | most organic solvents |
| Hazards | |
| Main hazards | Flammable |
| R-phrases | R36 |
| S-phrases | S24/25 |
| Related Compounds | |
| Related compounds | Acetone, methyl isobutyl ketone |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
Diacetone alcohol is a chemical compound with the formula CH3C(O)CH2C(OH)(CH3)2. This liquid is common synthetic intermediate used for the preparation of other compounds.
It is a natural ingredient of Sleepy grass (Achnatherum robustum).
Synthesis
First identified by Heintz[1], its preparation entails the Ba(OH)2-catalyzed condensation of two molecules of acetone[1] It undergoes dehydration to give the α,β-unsaturated ketone, mesityl oxide:[1] Hydrogenation of mesityl oxide gives the industrial solvent, methyl isobutyl ketone ("MIBK").
References
Acknowledgement and Attribution Regarding Sources of Content
Some of the initial content on this page may be incorporated in part from copyleft sources in the public domain including wikis such as Wikipedia and AskDrWiki. Drug information for patients came from the The National Library of Medicine. Infectious disease information may have come from the Centers for Disease Control (CDC). Differential Diagnoses are drawn from clinicians as well as an amalgamation of 3 sources: 1.The Disease Database; 2. Kahan, Scott, Smith, Ellen G. In A Page: Signs and Symptoms. Malden, Massachusetts: Blackwell Publishing, 2004:3; 3. Sailer, Christian, Wasner, Susanne. Differential Diagnosis Pocket. Hermosa Beach, CA: Borm Bruckmeir Publishing LLC, 2002:7 .
