Lot numbers can be found on the outside label of a product:
Phenyl methanesulfonate
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CAS No. 16156-59-5
- Cat. No. CS-0150117
- Purity≥97%
- MDL No.MFCD00095143
*For research and further manufacturing use only, not for direct human use.
Structure of 16156-59-5
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General Information
- CAS No. 16156-59-5
- Cat. No. CS-0150117
- Purity ≥97%
- MDL No. MFCD00095143
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₈O₃S
- Molecular Weight 172.20
- Synonym(s) Methanesulfonic Acid Phenyl Ester
- SMILES CS(=O)(=O)OC1=CC=CC=C1
Description
Phenyl methanesulfonate serves as a robust sulfonate ester reagent for nucleophilic substitution reactions. This bench-stable compound facilitates efficient O- and S-alkylation processes, enabling reliable functional group interconversions in synthetic workflows. Its aryl-sulfonate linkage ensures high reactivity while maintaining stability under standard conditions.
Application
Phenyl methanesulfonate serves as a reliable arylating agent in nucleophilic aromatic substitution reactions, enabling efficient C–O and C–N bond formation under mild conditions. Its bench-stable nature and tolerance to common functional groups facilitate straightforward purification and integration into multi-step syntheses. Functions effectively as a leaving group in the construction of biaryl and heterocyclic scaffolds relevant to medicinal chemistry and materials science.
Synthesis
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Route1
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124-63-0 -
108-95-2
- ~99%
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In-stock
16156-59-5
References
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Bezrodnyi, V. P.; Skrypnik, Yu. G.; Baranov, S. N. Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, p. 1581 - 1586 Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 9 p. 1863 - 1868
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Route2
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108-95-2
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7143-01-3
- ~74%
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In-stock
16156-59-5
References
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Smith, Keith; Ewart, Gordon M.; El-Hiti, Gamal A.; Randles, Kenneth R. Organic and Biomolecular Chemistry, 2004 , vol. 2, # 21 p. 3150 - 3154
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Route3
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1529-50-6
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124-63-0
- ~88%
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In-stock
16156-59-5
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1066-45-1
References
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Kozuka; Yamaguchi; Tagaki Bulletin of the Chemical Society of Japan, 1983 , vol. 56, # 2 p. 573 - 576
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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-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 43.37
- LogP 1.025
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 2
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