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Isopropylidene malonate, 97%, Thermo Scientific Chemicals

Catalog No. AAA1560336
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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.

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

Specifications

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

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

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