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63405

Sigma-Aldrich

Methyl potassium malonate

≥99.0% (NT)

Synonym(s):

Monomethyl malonate potassium salt, Potassium monomethyl malonate

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50 G
PLN 507.00
250 G
PLN 956.00

PLN 507.00

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50 G
PLN 507.00
250 G
PLN 956.00

About This Item

Linear Formula:
CH3OCOCH2COOK
CAS Number:
38330-80-2
Molecular Weight:
156.18
Beilstein:
3633585
EC Number:
253-886-8
MDL number:
MFCD00014021
UNSPSC Code:
12352100
PubChem Substance ID:
57651936
NACRES:
NA.22

PLN 507.00

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Quality Level

200

Assay

≥99.0% (NT)

functional group

ester

SMILES string

[K+].COC(=O)CC([O-])=O

InChI

1S/C4H6O4.K/c1-8-4(7)2-3(5)6;/h2H2,1H3,(H,5,6);/q;+1/p-1

InChI key

WWTULTKUWBKVGV-UHFFFAOYSA-M

Application

Methyl potassium malonate can be used in the total synthesis of (±)-vincorine, an akuammiline alkaloid which can find applications in biology.[1] It can also be used to synthesize a key keto proline ester intermediate to prepare acutumine.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCBL6325V
1389077V
1366810
1359178
1338676

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?Classical carbonyl reactivity enables a short synthesis of the core structure of acutumine?
Moreau.JR and Sorensen.JE
Tetrahedron, 63(28), 6446-6453 (2007)
"The akuammiline alkaloids; origin and synthesis"
Eckermann R and Gaich C
Synthesis, 45(20), 2813- 2823 (2013)

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