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Ethyl 2,3-butadienoate

ALDRICH/494992 - 95%

Synonym: (Ethoxycarbonyl)allene; Ethyl allenecarboxylate; Ethyl butadienoate

CAS Number: 14369-81-4
Empirical Formula (Hill Notation): C6H8O2
Molecular Weight: 112.13
MDL Number: MFCD01863567
Linear Formula: H2C=C=CHCO2C2H5
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-494992-1G 1 g
$113.00
1/EA
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45-494992-5G 5 g
$389.00
1/EA
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assay 95%
bp 80 °C/60 mmHg (lit.)
density 0.966 g/mL at 25 °C (lit.)
InChI 1S/C6H8O2/c1-3-5-6(7)8-4-2/h5H,1,4H2,2H3
InChI key GLSUOACRAMLJIW-UHFFFAOYSA-N
refractive index n20/D 1.46 (lit.)
SMILES string [H]C([H])=C=C([H])C(=O)OCC
Application: Ethyl 2,3-butadienoate may be used in the synthesis of dihydropyrans by reacting with acyclic enones. It may also be used to synthesize spiranic heterocycles by reacting with heterocyclic bis-arylidene ketones via phosphine-catalyzed [3+2] annulations.
General description: Ethyl 2,3-butadienoate is an α-allenic ester. The reaction of ethyl 2,3-butadienoate with N-tosylated imines in the presence of DABCO (1,4-diazabicyclo[2.2.2]octane) or DMAP (4-dimethylaminopyridine) forms azetidine derivatives or novel dihydropyridine derivatives respectively. The performance of bifunctional N-acyl aminophosphines to catalyze the asymmetric [3+2] cycloaddition of phenylidenemalononitrile with ethyl 2,3-butadienoate has been evaluated.
Packaging: 1, 5 g in glass bottle
Symbol GHS02  GHS02
Signal word Warning
Hazard statements H226
Precautionary statements P210 - P233 - P240 - P241 - P242 - P243
Risk Statements 10
RIDADR UN 3272 3 / PGIII
WGK Germany WGK 3
Flash Point(F) 116.6 °F - closed cup
Flash Point(C) 47 °C - closed cup
Purity 95%
bp 80 °C/60 mmHg (lit.)
Density 0.966 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.46 (lit.)
UNSPSC 12352100

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