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DI-T-BUTYL MALONATE

Di-tert-butyl malonate

CAS: 541-16-2

Molecular Formula: C11H20O4

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DI-T-BUTYL MALONATE - Names and Identifiers

Name Di-tert-butyl malonate
Synonyms DI-T-BUTYL MALONATE
Di-tert-Butyl malote
DI-TERT-BUTYL MALONATE
Di-tert-butyl malonate
di-tert-butyl propanedioate
1,3-di-tert-butyl propanedioate
bis(1,1-dimethylethyl) malonate
MALONIC ACID DI-TERT-BUTYL ESTER
propanedioicacid,bis(1,1-dimethylethyl)ester
Propanedioic acid, bis(1,1-dimethylethyl) ester
Di-tert-butyl malonate stab. with potassium carbonate
CAS 541-16-2
EINECS 208-769-6
InChI InChI=1/C11H20O4/c1-10(2,3)14-8(12)7-9(13)15-11(4,5)6/h7H2,1-6H3
InChIKey CLPHAYNBNTVRDI-UHFFFAOYSA-N

DI-T-BUTYL MALONATE - Physico-chemical Properties

Molecular FormulaC11H20O4
Molar Mass216.27
Density0.966 g/mL at 25 °C (lit.)
Melting Point-7--6 °C (lit.)
Boling Point110-111 °C/22 mmHg (lit.)
Flash Point88 °C
Water SolubilityIt is hardly soluble in water.
Solubility Chloroform, Ethyl Acetate
Vapor Presure0.132mmHg at 25°C
AppearanceLiquid
ColorClear colorless to slightly yellow
Merck14,3034
BRN1781766
pKa11.87±0.46(Predicted)
Storage ConditionKeep in dark place,Sealed in dry,Room Temperature
Refractive Indexn20/D 1.418(lit.)

DI-T-BUTYL MALONATE - Risk and Safety

Risk CodesR36/37/38 - Irritating to eyes, respiratory system and skin.
R24/25 -
Safety DescriptionS23 - Do not breathe vapour.
S24/25 - Avoid contact with skin and eyes.
WGK Germany3
TSCAYes
HS Code29171910

DI-T-BUTYL MALONATE - Reference Information

NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
Application Ditert-butyl malonate is a diester of malonate. The hydrogen atom on the active methylene group in the malonate diester molecule is easy to react with other groups, so it can carry out alkylation, hydroxylation, amidation and other reactions. It is an important intermediate for the synthesis of medicine, pesticide, dye, perfume and other fine chemicals.
Preparation Step 1, malonic acid dichloride: First, 8.0g(76.9 mmol) of malonic acid and 30.0g(0.25
mol) of thionyl chloride are heated at 50°C for 3 days, and then at 60°C for 6 hours.
After removing thionyl chloride in a rotary vaporizer, distill the residue. Output: 6.3g(58%), oil, boiling point 43 ℃/ 12 Torr. Step 2: ditert-butyl malonate: at room temperature, drop 19.5g(0.26 mol) of anhydrous tert-butanol in 20 mL of anhydrous N,N-dimethylaniline solution with 6.0
g(0.43 mmol) of anhydrous CHCl3 solution. Subsequently, the solution was heated under reflux for 4 hours, and 40mL
3M sulfuric acid was added to the cooled solution. The aqueous phase was extracted 3 times with 50mL ether. The combined organic phase was washed with 20 mL of water, 20 mL of saturated potassium carbonate solution and 20 mL of saturated sodium chloride solution.
The ether phase is dried and filtered by magnesium sulfate. After evaporating the solvent, the residue is distilled. Output: 6.0g(62%),bp 93 ℃/ 10Torr.
Last Update:2024-04-09 02:00:05
DI-T-BUTYL MALONATE
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DI-T-BUTYL MALONATE
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