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Di-tert-Butyl malonate

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  • Di-tert-Butyl malonate
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  • 2025-06-27
  • CAS:541-16-2
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Di-tert-Butyl malonate Basic information
Product Name:Di-tert-Butyl malonate
Synonyms:Propanedioic acid, bis(1,1-dimethylethyl) ester;propanedioicacid,bis(1,1-dimethylethyl)ester;Di-tert-butyl malonate stab. with potassium carbonate;Di-tert-Butyl malote;1,3-di-tert-butyl propanedioate;DI-TERT-BUTYL MALONATE;DI-T-BUTYL MALONATE;bis(1,1-dimethylethyl) malonate
CAS:541-16-2
MF:C11H20O4
MW:216.27
EINECS:208-769-6
Product Categories:Building Blocks;C10 to C11;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;C10 to C11;Carbonyl Compounds;Esters;bc0001
Mol File:541-16-2.mol
Di-tert-Butyl malonate Structure
Di-tert-Butyl malonate Chemical Properties
Melting point -7--6 °C (lit.)
Boiling point 110-111 °C/22 mmHg (lit.)
density 0.966 g/mL at 25 °C (lit.)
refractive index n20/D 1.418(lit.)
Fp 88 °C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform, Ethyl Acetate
pka11.87±0.46(Predicted)
form Liquid
color Clear colorless to slightly yellow
Water Solubility It is hardly soluble in water.
Merck 14,3034
BRN 1781766
InChI1S/C11H20O4/c1-10(2,3)14-8(12)7-9(13)15-11(4,5)6/h7H2,1-6H3
InChIKeyCLPHAYNBNTVRDI-UHFFFAOYSA-N
SMILESCC(C)(C)OC(=O)CC(=O)OC(C)(C)C
CAS DataBase Reference541-16-2(CAS DataBase Reference)
NIST Chemistry Referencedi-tert-Butyl malonate(541-16-2)
EPA Substance Registry SystemPropanedioic acid, bis(1,1-dimethylethyl) ester (541-16-2)
Safety Information
Risk Statements 36/37/38-24/25
Safety Statements 23-24/25
WGK Germany 3
TSCA TSCA listed
HS Code 29171910
Storage Class10 - Combustible liquids
MSDS Information
ProviderLanguage
Malonic acid di-tert-butyl ester English
ACROS English
SigmaAldrich English
ALFA English
Di-tert-Butyl malonate Usage And Synthesis
Chemical Propertiesclear colorless to slightly yellow liquid
UsesIn the preparation of ketones.
UsesDi-tert-butyl malonate, is used as a pharmaceutical intermediate. it can be used to produce Diazomalonsaeure-di-tert-butylester at the ambient temperature. It will need reagents cesium carbonate, p-toluenesulfonyl azide and solvent tetrahydrofuran with the reaction time of 1 hour. T
UsesDi-tert-butyl malonate was used in total synthesis of (+/)-actinophyllic acid. It was also employed as precursor for metal-organic chemical vapor deposition of HfO2 and ZrO2 thin films.
Synthesis

Step 1. Malonic acid dichloride: 8.0 g (76.9 mmol) of malonic acid and 30.0 g (0.25 ) of thionyl chloride were first heated at 50C for 3 days, then at 60C for 6 hours. mol) of thionyl chloride were heated at 50C for 3 days, then at 60C for 6 hours. After removing the thionyl chloride in a rotary evaporator, the residue was distilled. Yield: 6.3 g (58%), oil, boiling point 43 C / 12 Torr.

Step 2, Di-tert-butyl malonate: to a solution of 19.5 g (0.26 mol) of anhydrous tert-butanol in 20 mL of anhydrous N,N-dimethylaniline was added dropwise at room temperature a solution dissolved in 6.0 g (0.43 mmol) of malonic acid dichloride in a 15 mL solution of anhydrous CHCl3. Subsequently, the solution was heated at reflux for 4 hours and 40 mL of 3M sulfuric acid was added to the cooled solution. The aqueous phase was extracted three times with 50 mL of ether. The combined organic phases were washed with 20 mL of water, 20 mL of saturated aqueous potassium carbonate solution, and 20 mL of saturated sodium chloride solution. The ether phase was dried over magnesium sulfate and filtered. The solvent was evaporated and the residue was distilled. Yield: 6.0 g (62%), bp 93 C/ 10 Torr.

Tag:Di-tert-Butyl malonate(541-16-2) Related Product Information
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