Diethyl ketomalonate
Synonym(s):Diethyl mesoxalate;Ketomalonic acid diethyl ester
- CAS NO.：609-09-6
- Empirical Formula: C7H10O5
- Molecular Weight: 174.15
- MDL number: MFCD00009121
- EINECS: 210-176-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-11-13 11:39:26
What is Diethyl ketomalonate?
Chemical properties
Clear yellow liquid
The Uses of Diethyl ketomalonate
Diethyl ketomalonate, reagent employed in Wittig and Aza-Wittig reactions for synthesis of triazoles, and 2-azadienes, respectively.
Synthesis Reference(s)
Synthetic Communications, 24, p. 695, 1994 DOI: 10.1080/00397919408012648
The Journal of Organic Chemistry, 46, p. 2598, 1981 DOI: 10.1021/jo00325a039
Chemical properties
Diethyl ketomalonate reacts because of its highly polarized keto group as electrophile in addition reactions and is a highly active reactant in pericyclic reactions such as the Diels-Alder reactions, cycloadditions or ene reactions. At humid air, mesoxalic acid diethyl ester reacts with water to give diethyl mesoxalate hydrate and the green-yellow oil are spontaneously converted to white crystals.
Properties of Diethyl ketomalonate
| Melting point: | -70°C |
| Boiling point: | 208-210 °C (lit.) |
| Density | 1.142 g/mL at 25 °C (lit.) |
| refractive index | n |
| Flash point: | >230 °F |
| storage temp. | Inert atmosphere,Room Temperature |
| solubility | Chloroform (Slightly), Methanol |
| form | liquid |
| color | green-yellow |
| Specific Gravity | 1.142 |
| Water Solubility | Fully miscible with water. |
| Sensitive | Moisture Sensitive |
| Merck | 14,5913 |
| BRN | 971873 |
| CAS DataBase Reference | 609-09-6(CAS DataBase Reference) |
| NIST Chemistry Reference | Propanedioic acid, oxo-, diethyl ester(609-09-6) |
| EPA Substance Registry System | Propanedioic acid, oxo-, diethyl ester (609-09-6) |
Safety information for Diethyl ketomalonate
| Signal word | Warning |
| Pictogram(s) |
 Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. |
Computed Descriptors for Diethyl ketomalonate
| InChIKey | DBKKFIIYQGGHJO-UHFFFAOYSA-N |
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