Cycl-isopropylidene malonate
2,2-Dimethyl-1,3-dioxane-4,6-dione
CAS: 2033-24-1
Molecular Formula: C6H8O4
Cycl-isopropylidene malonate - Names and Identifiers
| Name | 2,2-Dimethyl-1,3-dioxane-4,6-dione |
| Synonyms | Meldrums acid MELDRUMS ACID Meldrum's Acid MELDRUM'S ACID 'MELDRUM'S ACID' Isopropyl Malonate LABOTEST-BB LT00233174 Cycl-isopropylidene malonate 2,2-Dimethyl-1,3-dioxane-4,6-dione MALONIC ACID CYCLIC ISOPROPYLIDENE ESTER Malonic acid cyclic isopropylidene ester Meldrum's acid, Malonic acid cyclic isopropylidene ester |
| CAS | 2033-24-1 |
| EINECS | 217-992-8 |
| InChI | InChI=1/C6H8O4/c7-3-5-4(10-5)2-1-8-6(3)9-2/h2-7H,1H2 |
| InChIKey | GXHFUVWIGNLZSC-UHFFFAOYSA-N |
Cycl-isopropylidene malonate - Physico-chemical Properties
| Molecular Formula | C6H8O4 |
| Molar Mass | 144.13 |
| Density | 1.1311 (rough estimate) |
| Melting Point | 92-96°C(lit.) |
| Boling Point | 182.71°C (rough estimate) |
| Flash Point | 150.1°C |
| Water Solubility | 2.5 g/100 mL (20 ºC) |
| Solubility | dioxane: soluble5%, clear to very slightly hazy, colorless to faintly yellow |
| Vapor Presure | 0.044-133Pa at 25℃ |
| Appearance | Crystalline powder |
| Color | Brownish-white to beige-brown |
| Merck | 14,5817 |
| BRN | 117310 |
| pKa | 5.1(at 25℃) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.4434 (estimate) |
| MDL | MFCD00006638 |
| Physical and Chemical Properties | Appearance: White Crystal Melting Point: 94-98 ℃ |
| Use | It is obtained by condensation of aldol and reduction with triethylamine formaldehyde. The benzyl-substituted Michaelis acid is Friedel-Crafts cyclized through hydrolysis, loss of CO2 and chlorosulfonic acid to produce 2, 3-dihydro-2-indanone. Accelerated Noorengel concentration reaction between aldehyde and Michaelis acid in ionic liquid (Knoevenagel condensations). |
Cycl-isopropylidene malonate - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R45 - May cause cancer |
| Safety Description | S37/39 - Wear suitable gloves and eye/face protection S24/25 - Avoid contact with skin and eyes. S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| RTECS | JH0800000 |
| FLUKA BRAND F CODES | 10-21 |
| TSCA | Yes |
| HS Code | 29322090 |
| Hazard Class | IRRITANT |
Cycl-isopropylidene malonate - Introduction
Dissolution in water: 2.5G/100 ML (20°C), slightly soluble in ethanol and chloroform.
Last Update：2022-10-16 17:14:49
Cycl-isopropylidene malonate - Reference Information
| LogP | -1.58-4.786 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Introduction | Malonic acid ring (sub) isopropyl ester is an ester derivative, which can be prepared by the reaction of malonic acid and acetic anhydride. |
| Use | The ring (sub) isopropyl malonate can be used as an intermediate in pharmaceutical synthesis, and it can be used to prepare the compound 3-oxo-4-phenylvalerate Ethyl, further preparation of 3, 4-disubstituted-6-phenylethylpyridinone HIV-1 reverse transcriptase inhibitors. Used in organic synthesis. the protective reagent is obtained by aldol condensation and reduction with triethylamine formaldehyde. the benzyl substituted michele acid is hydrolyzed, lost CO2 and chlorosulfonic acid for Friedel-Crafts cyclization to produce 2, 3-dihydro-2-indanone. Accelerate the Noven Gall concentration reaction between aldehyde and Michaelis acid in ionic liquid (Knoevenagel condensations). Used as a pharmaceutical intermediate |
| production method | under stirring, add concentrated sulfuric acid to the suspension composed of malonic acid and acetic anhydride. After most of the malonic acid is dissolved, cool down, keep the temperature at 20-25 ℃, add acetone to the reactants, stir well, cool overnight, filter out and precipitate, wash with ice water, and dry to obtain 2,2-Dimethyl -1,3 dioxane -4,6-dione. |
Last Update：2024-04-09 02:00:07
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