Ethyl phenylpropiolate

Name: Ethyl phenylpropiolate
Brand: ChemScene
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CAS No. 2216-94-6
Cat. No. CS-0066796
Purity≥95%
MDL No.MFCD00009185

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Structure of 2216-94-6

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Description

Ethyl phenylpropiolate features a conjugated enyne system with a terminal alkyne and ester functionality, enabling efficient coupling reactions. This bench-stable reagent integrates readily into Sonogashira and Glaser-type transformations, offering high functional group tolerance. The phenyl group enhances π-conjugation, while the ethyl ester facilitates downstream derivatization.

Application

Ethyl phenylpropiolate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to conjugated enynes and heterocycles via [2+2] cycloadditions and metal-catalyzed couplings. Its stable alkyne functionality exhibits excellent tolerance to diverse functional groups and facilitates straightforward purification, making it well-suited for iterative synthesis and scale-up applications in medicinal chemistry and materials science.

General Information

CAS No. 2216-94-6
Cat. No. CS-0066796
Purity ≥95%
MDL No. MFCD00009185
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₀O₂
Molecular Weight None
Synonym(s) Phenylpropiolic Acid Ethyl Ester
SMILES O=C(OCC)C#CC1=CC=CC=C1

Computational Chemistry Data

TPSA 26.3
LogP 1.6012
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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Precautionary Statements : N/A

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Life Science Click Chemistry Reagents Alkyne

Chemical Biology Pharmaceutical Development and Drug Discovery Research Conjugation Chemistry/Click Chemistry Terminal Alkynes

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

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Ethyl phenylpropiolate

CAS No. 2216-94-6

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