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360015

Sigma-Aldrich

tert-Butyl methyl malonate

95%

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About This Item

Linear Formula:
CH3OCOCH2COOC(CH3)3
CAS Number:
42726-73-8
Molecular Weight:
174.19
Beilstein:
1772136
EC Number:
255-919-1
MDL number:
MFCD00042856
UNSPSC Code:
12352100
PubChem Substance ID:
24862137
NACRES:
NA.22

Assay

95%

form

liquid

impurities

5% dimethyl malonate

refractive index

n20/D 1.415 (lit.)

bp

80 °C/11 mmHg (lit.)

density

1.03 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

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

InChI

1S/C8H14O4/c1-8(2,3)12-7(10)5-6(9)11-4/h5H2,1-4H3

InChI key

XPSYZCWYRWHVCC-UHFFFAOYSA-N

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General description

tert-Butyl methyl malonate is an ester. Stereospecific Pd(O)-catalyzed addition of tert-butyl methyl malonate to allylic carbonates is reported.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

174.2 °F - closed cup

Flash Point(C)

79 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0001451948
0001451946
1451946V
1451946
1451948

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Bingli Yan et al.
The Journal of organic chemistry, 69(8), 2859-2862 (2004-04-13)
A combination of cross-metathesis and malonate addition was applied to a formal synthesis of the mammalian lignan enterolactone 5. The cross-metathesis of alkene 6 and phosphonate 3a gave the substituted allylic phosphonate 3d. The palladium-catalyzed addition of malonate 10d to

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