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: 500 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

Hazard Category	H315
Hazard Statement	GHS H Statement H315-H319-H335 Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statement	P264b-P280-P302+P352-P305+P351+P338-P332+P313-P362
DOTInformation	Hazard Class: 9; Packaging Group: III
EINECSNumber	217-992-8
RTECSNumber	JH0800000
TSCA	Yes
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only