Diethyl 4,4-(ethyne-1,2-diyl)dibenzoate

Name: Diethyl 4,4-(ethyne-1,2-diyl)dibenzoate
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CAS No. 83536-13-4
Cat. No. CS-0146262
Purity≥96%
MDL No.MFCD34563613

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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+
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Diethyl 4,4-(ethyne-1,2-diyl)dibenzoate|CS-0146262

Structure of 83536-13-4

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Description

Diethyl 4,4-(ethyne-1,2-diyl)dibenzoate features a rigid ethynylene spacer linking two benzoate ester units, enabling precise spatial control in molecular architectures. This electron-deficient diyne scaffold integrates readily into conjugated systems, offering enhanced stability and predictable orientation for applications in materials chemistry and cross-coupling reactions.

Application

Diethyl 4,4-(ethyne-1,2-diyl)dibenzoate serves as a versatile diyne building block for transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated enediynes and complex aromatic systems. Its robust diester functionality exhibits excellent bench stability and facilitates straightforward purification, while the terminal alkyne moieties support reliable Sonogashira, Glaser, or Huisgen cycloadditions. This compound functions as a key scaffold in the synthesis of extended π-conjugated architectures and functionalized heterocycles relevant to materials science and medicinal chemistry applications.

General Information

CAS No. 83536-13-4
Cat. No. CS-0146262
Purity ≥96%
MDL No. MFCD34563613
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₈O₄
Molecular Weight 322.36
Synonym(s) Diethyl 4,4'-(ethyne-1,2-diyl)dibenzoate
SMILES O=C(OCC)C1=CC=C(C#CC2=CC=C(C=C2)C(OCC)=O)C=C1

Computational Chemistry Data

TPSA 52.6
LogP 3.4398
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 4

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Diethyl 4,4-(ethyne-1,2-diyl)dibenzoate

CAS No. 83536-13-4

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