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81840

Sigma-Aldrich

Dimethyl propargylmalonate

≥95.0% (GC)

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$143.50
50 ML
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About This Item

Linear Formula:
HC≡CCH2CH(COOCH3)2
CAS Number:
Molecular Weight:
170.16
Beilstein/REAXYS Number:
3539408
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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$143.50

List Price$287.00Save 50%
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In StockDetails


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assay

≥95.0% (GC)

form

liquid

refractive index

n20/D 1.444

bp

93-95 °C/7 mmHg (lit.)

density

1.119 g/mL at 20 °C (lit.)

functional group

ester

SMILES string

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

InChI

1S/C8H10O4/c1-4-5-6(7(9)11-2)8(10)12-3/h1,6H,5H2,2-3H3

InChI key

PWQAXFWWMXTVFT-UHFFFAOYSA-N

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This Item
9141540252
assay

≥95.0% (GC)

assay

≥95.0% (GC)

assay

≥95.0% (GC)

density

1.119 g/mL at 20 °C (lit.)

density

0.96 g/mL at 20 °C (lit.)

density

0.859 g/mL at 25 °C (lit.)

refractive index

n20/D 1.444

refractive index

-

refractive index

n20/D 1.397-1.401, n20/D 1.400 (lit.)

form

liquid

form

liquid

form

-

bp

93-95 °C/7 mmHg (lit.)

bp

-

bp

130-133 °C (lit.)

functional group

ester

functional group

chloro

functional group

amine, ether

Application

Dimethyl propargylmalonate can be used as a reactant to synthesize:
  • Nitro methylenecyclopentanes by [3+2] annulation reaction with various nitroalkenes in the presence of Triton B.[1]
  • Propargylmalonamides intermediates, applicable in the preparation of ″click BOX″ ligands by copper-catalyzed cycloaddition and oxazoline ring formation reaction.[2]
  • Cyclopentene derivatives by reacting with various α, β-unsaturated ketones using a combination of organocatalysts and transition metal catalysts.[3]

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves


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