4-(Prop-2-yn-1-yl)thiomorpholine 1,1-dioxide

Name: 4-(Prop-2-yn-1-yl)thiomorpholine 1,1-dioxide
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 10442-03-2
Cat. No. CS-0047848
Purity≥97%
MDL No.None

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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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4-(Prop-2-yn-1-yl)thiomorpholine 1,1-dioxide|CS-0047848

Structure of 10442-03-2

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General Information

CAS No. 10442-03-2
Cat. No. CS-0047848
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₁₁NO₂S
Molecular Weight 173.23
Synonym(s) 4-Propargylthiomorpholine 1,1-Dioxide
SMILES O=S1(=O)CCN(CC#C)CC1

Description

4-(Prop-2-yn-1-yl)thiomorpholine 1,1-dioxide features a reactive alkyne handle tethered to a sulfonamide-containing heterocycle. This combination enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC), facilitating site-specific conjugation in chemical biology and materials science applications. The molecule exhibits excellent stability under standard conditions and compatibility with aqueous environments.

Application

4-(Prop-2-yn-1-yl)thiomorpholine 1,1-dioxide serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized heterocycles via copper-catalyzed azide-alkyne cycloaddition (CuAAC). The terminal alkyne functionality supports robust conjugation reactions with azides under mild conditions, while the sulfonamide group enhances solubility and provides a polar handle for downstream derivatization. Bench-stable and readily purified by standard chromatography, it functions effectively in modular synthesis workflows.

Synthesis

Route1
- 77-77-0
- 2450-71-7
- ~%
- In-stock
  
  10442-03-2
References
- Recueil des Travaux Chimiques des Pays-Bas, , vol. 81, p. 156 - 159

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.38
LogP -0.65
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Thiomorpholine compounds

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

Key Words

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4-(Prop-2-yn-1-yl)thiomorpholine 1,1-dioxide

CAS No. 10442-03-2

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