2-Nitrobenzenesulfonohydrazide

Name: 2-Nitrobenzenesulfonohydrazide
Brand: ChemScene
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CAS No. 5906-99-0
Cat. No. CS-0199174
Purity≥95%
MDL No.MFCD01318654

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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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2-Nitrobenzenesulfonohydrazide|CS-0199174

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General Information

CAS No. 5906-99-0
Cat. No. CS-0199174
Purity ≥95%
MDL No. MFCD01318654
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇N₃O₄S
Molecular Weight 217.20
Synonym(s) o-Nitrobenzenesulfonylhydrazide
SMILES O=S(C1=CC=CC=C1[N+]([O-])=O)(NN)=O

Description

2-Nitrobenzenesulfonohydrazide features a reactive hydrazide group paired with an electron-deficient nitrobenzene sulfonamide scaffold. This combination enables selective conjugation in synthetic and biochemical workflows, particularly useful for labeling or immobilization under mild conditions. The molecule exhibits stability during storage and handling, facilitating integration into diverse reaction sequences.

Application

2-Nitrobenzenesulfonohydrazide serves as a reliable reagent for the synthesis of hydrazones and heterocyclic scaffolds, particularly in the construction of sulfonamide-based bioactive molecules. Its bench-stable nature and tolerance to common functional groups facilitate straightforward purification and integration into multi-step syntheses. The nitro group enhances electrophilicity at the sulfonamide nitrogen, enabling efficient cyclization reactions under mild conditions. This compound functions as a key building block in medicinal chemistry workflows requiring controlled N–N bond formation.

Synthesis

Route1
- 1694-92-4
- ~92%
- In-stock
  
  5906-99-0
References
- Yamashita, Mitsuji; Takeuchi, Jun; Nakatani, Kaname; Oshikawa, Tatsuo; Inokawa, Saburo Bulletin of the Chemical Society of Japan, 1985 , vol. 58, # 1 p. 377 - 378

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 115.33
LogP -0.2532
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Nitrobenzenesulfonohydrazide

CAS No. 5906-99-0

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