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.)

Flash point:

88 °C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform, Ethyl Acetate

form 

Liquid

pka

11.87±0.46(Predicted)

color 

Clear colorless to slightly yellow

Water Solubility 

It is hardly soluble in water.

Merck 

14,3034

BRN 

1781766

InChI

1S/C11H20O4/c1-10(2,3)14-8(12)7-9(13)15-11(4,5)6/h7H2,1-6H3

InChIKey

CLPHAYNBNTVRDI-UHFFFAOYSA-N

SMILES

CC(C)(C)OC(=O)CC(=O)OC(C)(C)C

CAS DataBase Reference

541-16-2(CAS DataBase Reference)

NIST Chemistry Reference

di-tert-Butyl malonate(541-16-2)

EPA Substance Registry System

Propanedioic 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 Class

10 - Combustible liquids

MSDS

• Language:English Provider:Malonic acid di-tert-butyl ester
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Di-tert-Butyl malonate Usage And Synthesis

Chemical Properties

clear colorless to slightly yellow liquid

Uses

Di-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

Uses

Di-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.

Uses

In the preparation of ketones.

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 50??C for 3 days, then at 60??C for 6 hours. mol) of thionyl chloride were heated at 50??C for 3 days, then at 60??C 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.

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

• Dimethyl malonate
• Dibutyl phthalate
• Tris(trimethylsilyl)phosphate
• Diethyl methylmalonate
• Cyhalofop-butyl
• Buprofezin
• Malonic acid
• Di-tert-butyl dicarbonate
• Di-tert-Butyl azodicarboxylate
• Methyl acrylate
• BUTYL OLEATE
• 3-tert-Butoxy-3-oxopropanoic acid
• MALONIC ACID DI-N-BUTYL ESTER
• Malonyl chloride
• 2,2-Dimethyl-1,3-dioxane-4,6-dione
• Diethyl malonate
• tert-Butanol
• Diisopropyl malonate