Sodium (4-nitrophenyl)methanesulfonate

Name: Sodium (4-nitrophenyl)methanesulfonate
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CAS No. 36639-50-6
Cat. No. CS-0088831
Purity≥97%
MDL No.MFCD02334757

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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+
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Sodium (4-nitrophenyl)methanesulfonate|CS-0088831

Structure of 36639-50-6

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General Information

CAS No. 36639-50-6
Cat. No. CS-0088831
Purity ≥97%
MDL No. MFCD02334757
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆NNaO₅S
Molecular Weight 239.18
Synonym(s) Sodium 4-nitrobenzylsulphonate
SMILES O=S(CC1=CC=C([N+]([O-])=O)C=C1)([O-])=O.[Na+]

Description

Sodium (4-nitrophenyl)methanesulfonate serves as a stable, bench-ready sulfonate source for nucleophilic substitution reactions. The para-nitro group enhances electrophilicity at the aromatic ring, enabling efficient coupling under mild conditions. This reagent integrates seamlessly into synthetic workflows requiring activated aryl transfer, offering high solubility and predictable reactivity in aqueous or mixed solvent systems.

Application

Sodium (4-nitrophenyl)methanesulfonate serves as a reliable sulfonate ester reagent for nucleophilic substitution reactions, enabling efficient conversion of alcohols to their corresponding sulfonate derivatives under mild conditions. Its bench-stable crystalline form facilitates handling and purification, while the electron-withdrawing 4-nitrophenyl group enhances leaving group ability. This compound functions effectively in standard coupling protocols and is compatible with diverse functional groups, making it a practical choice for synthetic applications requiring stable, reactive intermediates.

Synthesis

Route1
- 100-14-1
- ~%
- In-stock
  
  36639-50-6
References
- Auspex Pharmaceuticals, Inc. Patent: US2008/103189 A1, 2008 ; Location in patent: Page/Page column 38 ;
Route2
- 100-11-8
- ~%
- In-stock
  
  36639-50-6
References
- Hill, Bryan; Liu, Yong; Taylor, Scott D. Organic Letters, 2004 , vol. 6, # 23 p. 4285 - 4288

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 100.34
LogP -2.356
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Sulfonic Acid

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Sodium (4-nitrophenyl)methanesulfonate

CAS No. 36639-50-6

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