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254487

Sigma-Aldrich

Di-tert-butyl malonate

98%

Synonym(s):

1,3-Bis(1,1-dimethylethyl) propanedioate, 1,3-Di-tert-butyl propanedioate, Bis(1,1-dimethylethyl) malonate, di-tert-butyl propanedioate, tert-Butyl malonate

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About This Item

Linear Formula:
(CH3)3COCOCH2COOC(CH3)3
CAS Number:
541-16-2
Molecular Weight:
216.27
Beilstein:
1781766
EC Number:
208-769-6
MDL number:
MFCD00008810
UNSPSC Code:
12352100
PubChem Substance ID:
24855386
NACRES:
NA.22

Quality Level

200

Assay

98%

form

liquid

refractive index

n20/D 1.418 (lit.)

bp

110-111 °C/22 mmHg (lit.)

mp

−7-−6 °C (lit.)

density

0.966 g/mL at 25 °C (lit.)

SMILES string

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

InChI

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

InChI key

CLPHAYNBNTVRDI-UHFFFAOYSA-N

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Application

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.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

192.2 °F - closed cup

Flash Point(C)

89 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Connor L Martin et al.
Journal of the American Chemical Society, 132(13), 4894-4906 (2010-03-12)
Development of efficient sequences for the total syntheses of (+/-)-actinophyllic acid (rac-1) and (-)-actinophyllic acid (1) are described. The central step in these syntheses is the aza-Cope/Mannich reaction, which constructs the previously unknown hexacyclic ring system of actinophyllic acid in
Ramasamy Pothiraja et al.
Dalton transactions (Cambridge, England : 2003), (4)(4), 654-663 (2009-04-22)
New Hf and Zr malonate complexes have been synthesized by the reaction of metal amides with different malonate ligands (L = dimethyl malonate (Hdmml), diethyl malonate (Hdeml), di-tert-butyl malonate (Hdbml) and bis(trimethylsilyl) malonate (Hbsml)). Homoleptic eight-coordinated monomeric compounds of the

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