2-Ethynyl-1-tosyl-1H-pyrrole

Name: 2-Ethynyl-1-tosyl-1H-pyrrole
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CAS No. 180283-63-0
Cat. No. CS-0899743
Purity≥97%
MDL No.None

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Type	HazMat Fee
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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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Structure of 180283-63-0

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General Information

CAS No. 180283-63-0
Cat. No. CS-0899743
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₁NO₂S
Molecular Weight 245.30
Synonym(s) None
SMILES O=S(C1=CC=C(C)C=C1)(N2C=CC=C2C#C)=O

Description

2-Ethynyl-1-tosyl-1H-pyrrole features a reactive alkyne handle flanked by a tosyl group and a pyrrolic nitrogen, enabling efficient coupling in transition-metal-catalyzed reactions. This bench-stable scaffold integrates readily into complex molecular architectures, particularly in medicinal chemistry and materials science applications requiring site-specific functionalization.

Application

2-Ethynyl-1-tosyl-1H-pyrrole serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to substituted pyrroles and heterocyclic scaffolds. The tosyl group provides excellent stability and orthogonality in multi-step synthesis, while the terminal alkyne facilitates Sonogashira, click, or Glaser-type couplings. Its bench-stable, crystalline nature supports straightforward handling and purification, making it ideal for iterative synthetic workflows in medicinal chemistry and materials science.

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

Quality Control

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Computational Chemistry Data

TPSA 39.07
LogP 2.01482
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Sulfonamide

Building Blocks Functional Group Alkyne

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Conjugation Chemistry/Click Chemistry Terminal Alkynes

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

Key Words

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2-Ethynyl-1-tosyl-1H-pyrrole

CAS No. 180283-63-0

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