Isopropylidene malonate, 97%, Thermo Scientific Chemicals

Description

Isopropylidene malonate is an important reagent in synthetic chemistry and involved in the formation of new C-C bonds, rings, amides, esters, and acids. The presence of carbonyl groups at C-4 and C-6 positions favors the alkylation and acylation reactions due to its acidic nature. It is also employed as an antimicrobial agent. It is used in the preparation of 4-pyridyl-substituted heterocycles, 2-substituted indoles, isofraxidin and macrocyclic beta-keto lactones. Further, it is involved in the Knoevenagel condensation reaction with aldehydes.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Isopropylidene malonate is an important reagent in synthetic chemistry and involved in the formation of new C-C bonds, rings, amides, esters, and acids. The presence of carbonyl groups at C-4 and C-6 positions favors the alkylation and acylation reactions due to its acidic nature. It is also employed as an antimicrobial agent. It is used in the preparation of 4-pyridyl-substituted heterocycles, 2-substituted indoles, isofraxidin and macrocyclic beta-keto lactones. Further, it is involved in the Knoevenagel condensation reaction with aldehydes.

Solubility
Soluble in water. Slightly soluble in ethanol and chloroform.

Notes
Store in a cool place. Incompatible with strong oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 2033-24-1
• Molecular Formula: C6H8O4
• Molecular Weight (g/mol): 144.126
• MDL Number: MFCD00006638
• InChI Key: GXHFUVWIGNLZSC-UHFFFAOYSA-N
• Synonym: meldrum's acid, isopropylidene malonate, meldrums acid, 1,3-dioxane-4,6-dione, 2,2-dimethyl, sub-isopropyl malonate, 2,2-dimethyl-1,3-dioxan-4,6-dione, cycl-isopropylidene malonate, cyclic isopropylidene malonate, malonic acid cyclic isopropylidene ester, meldrum acid
• PubChem CID: 16249
• IUPAC Name: 2,2-dimethyl-1,3-dioxane-4,6-dione
• SMILES: CC1(OC(=O)CC(=O)O1)C

• Melting Point: 92°C to 96°C
• Quantity: 100 g
• Beilstein: 117310
• Sensitivity: Moisture sensitive
• Merck Index: 14,5817
• Solubility Information: Soluble in water. Slightly soluble in ethanol and chloroform.
• Formula Weight: 144.13
• Percent Purity: 98%
• Chemical Name or Material: Isopropylidene malonate

Safety and Handling

Product Identifier

• Isopropylidene malonate

Signal Word

• Warning

Hazard Category

• LONG-TERM AQUATIC HAZARD Chronic 2
• ACUTE AQUATIC Acute 1
• Skin corrosion/irritation Category 2

Hazard Statement

• H315-Causes skin irritation.
• H400-Very toxic to aquatic life.
• H411-Toxic to aquatic life with long lasting effects.

Precautionary Statement

• P280-Wear protective gloves/protective clothing/eye protection/face protection.
• P302+P352-IF ON SKIN: Wash with plenty of water/soap.
• P332+P313-If skin irritation occurs: Get medical advice/attention.

Supplemental information

• MIXTURE LIST-Contains : Isopropylidene malonate

RUO – Research Use Only