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Allyl 4-methylbenzenesulfonate,98% stabilized with MEHQ
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CAS No. 4873-09-0
- Cat. No. CS-0137209
- Purity≥96%
- MDL No.MFCD00093777
*For research and further manufacturing use only, not for direct human use.
Structure of 4873-09-0
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General Information
- CAS No. 4873-09-0
- Cat. No. CS-0137209
- Purity ≥96%
- MDL No. MFCD00093777
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₁₂O₃S
- Molecular Weight 212.27
- Synonym(s) Allyl p-toluenesulphonate
- SMILES O=S(C1=CC=C(C)C=C1)(OCC=C)=O
Description
Allyl 4-methylbenzenesulfonate, stabilized with MEHQ, features a reactive allyl group paired with a bench-stable sulfonate leaving group. This combination enables efficient coupling reactions in synthetic workflows, particularly in transition-metal-catalyzed processes where controlled reactivity and handling are critical.
Application
Allyl 4-methylbenzenesulfonate, 98% (stabilized with MEHQ) serves as a reliable allylating agent in nucleophilic substitution reactions, enabling efficient formation of allyl ethers and esters under mild conditions. Its bench-stable nature, enhanced by MEHQ stabilization, ensures consistent performance in synthetic workflows. The tosylate group exhibits high reactivity with soft nucleophiles, facilitating clean transformations with excellent functional group tolerance. This reagent functions effectively in the construction of complex architectures, including heterocyclic scaffolds and natural product intermediates, making it a practical choice for industrial and academic R&D applications.
Synthesis
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Route1
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107-18-6 -
98-59-9
- ~96%
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In-stock
4873-09-0
References
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Del Valle, David J.; Krische, Michael J. Journal of the American Chemical Society, 2013 , vol. 135, # 30 p. 10986 - 10989
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Route2
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104-15-4
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107-18-6
- ~88%
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In-stock
4873-09-0
References
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Choudary, Boyapati M.; Chowdari, Naidu S.; Kantam, Mannepalli L. Tetrahedron, 2000 , vol. 56, # 37 p. 7291 - 7298
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Route3
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104-15-4
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106-95-6
- ~92%
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In-stock
4873-09-0
References
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Dong, Xiang; Sang, Rui; Wang, Qiang; Tang, Xiang-Ying; Shi, Min Chemistry - A European Journal, 2013 , vol. 19, # 50 p. 16910 - 16915
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H335
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Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 1.88632
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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