N,N-Diallyl-4-methylbenzenesulfonamide

Name: N,N-Diallyl-4-methylbenzenesulfonamide
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 50487-72-4
Cat. No. CS-0187558
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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N,N-Diallyl-4-methylbenzenesulfonamide|CS-0187558

Structure of 50487-72-4

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General Information

CAS No. 50487-72-4
Cat. No. CS-0187558
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇NO₂S
Molecular Weight 251.34
Synonym(s) None
SMILES C=CCN(CC=C)S(=O)(=O)C1=CC=C(C)C=C1

Description

N,N-Diallyl-4-methylbenzenesulfonamide features a sulfonamide core with two diallyl substituents, enabling efficient incorporation into polymer networks via thiol-ene click chemistry. The para-methyl group enhances electron density at the aromatic ring, improving reactivity in conjugate addition processes. This bench-stable, moisture-tolerant compound serves as a robust building block for functionalized materials and bioconjugation scaffolds.

Application

N,N-Diallyl-4-methylbenzenesulfonamide serves as a versatile sulfonamide building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles and conjugated systems. The diallyl moiety facilitates [3+2] cycloaddition and radical polymerization reactions, while the sulfonamide group provides excellent stability and orthogonal reactivity. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for medicinal chemistry and materials synthesis workflows.

Synthesis

Route1
- 98-59-9
- 124-02-7
- ~97%
- In-stock
  
  50487-72-4
References
- So, Chau Ming; Kume, Satoshi; Hayashi, Tamio Journal of the American Chemical Society, 2013 , vol. 135, # 30 p. 10990 - 10993
Route2
- In-stock
  
  70-55-3
- 106-95-6
- ~94%
- In-stock
  
  50487-72-4
References
- Terada, Yukiyoshi; Arisawa, Mitsuhiro; Nishida, Atsushi Angewandte Chemie - International Edition, 2004 , vol. 43, # 31 p. 4063 - 4067
Route3
- 133886-40-5
- ~6%
- In-stock
  
  50487-72-4
- 212326-97-1
References
- Hayashi, Naoki; Shibata, Ikuya; Baba, Akio Organic Letters, 2004 , vol. 6, # 26 p. 4981 - 4983

Safety Information

Download SDS

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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.38
LogP 2.35772
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Olefins

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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N,N-Diallyl-4-methylbenzenesulfonamide

CAS No. 50487-72-4

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