2266-41-3

Basic information

• Product Name: 4-FLUOROBENZENESULFONOHYDRAZIDE
• Synonyms: 4-FLUOROBENZENESULFONOHYDRAZIDE
• CAS NO: 2266-41-3
• Molecular Formula: C₆H₇FN₂O₂S
• Molecular Weight: 190.1953832
• Mol File: 2266-41-3.mol
• Article Data: 53

Chemical Properties

• Melting Point: 87-88 °C
• Boiling Point: 326.4±44.0 °C(Predicted)
• Appearance: /
• Density: 1.447±0.06 g/cm3(Predicted)
• PKA: 8.95±0.10(Predicted)
• CAS DataBase Reference: 4-FLUOROBENZENESULFONOHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUOROBENZENESULFONOHYDRAZIDE(2266-41-3)
• EPA Substance Registry System: 4-FLUOROBENZENESULFONOHYDRAZIDE(2266-41-3)

Safety Data

• Hazardous Substances Data: 2266-41-3(Hazardous Substances Data)

Usage

General Description

4-Fluorobenzenesulfonohydrazide is a chemical compound with the molecular formula C6H6FNO2S. It is a white to off-white crystalline powder with a slightly bitter taste. This chemical is primarily used as a reagent in organic synthesis and pharmaceutical manufacturing. It can also be utilized in the production of agrochemicals and dyes. 4-Fluorobenzenesulfonohydrazide is considered to be a moderately hazardous substance and should be handled with care, as exposure to high concentrations can cause irritation to the skin, eyes, and respiratory system. It is important to follow proper safety protocols when working with this chemical to prevent any potential health risks.

Upstream product

• 349-88-2 4-Fluorobenzenesulfonyl chloride 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 16108-86-4 1-<4-Fluor-benzolsulfonylhydrazono>-1-<5-fluor-2-hydroxy-phenyl>-aethan 
• 16167-62-7 1-<4-Fluor-benzolsulfonylhydrazono>-1-<5-fluor-2-hydroxy-phenyl>-butan 
• 132283-80-8 2,3a,4,5,6,7-Hexahydro-2-(4-fluorophenylsulphonyl)spiro<3H-indazole-3,3'(3H)-indole>-2'(1H)-one 
• 132283-83-1 4',5'-cyclopenta-2'-(4-fluorophenylsulphonyl)-4-trifluoromethylspiro-<3H-indole-3,3'-(3H)pyrazol>-2(1H)-one 
• 132283-82-0 C₂₁H₁₇F₄N₃O₃S 
• 1815-07-2 4-Hydroxy-benzaldehyd-<4-fluor-benzolsulfonyl-hydrazon> 
• 2063-04-9 4-fluoro-N'-(4-hydroxy-3-methoxybenzylidene)benzenesulfonohydrazide 
• 2377-63-1 4-Dimethylamino-benzaldehyd-<4-fluor-benzol-sulfonyl-(1)-hydrazon> 

Relevant articles and documents

Complementary Site-Selective Sulfonylation of Aromatic Amines by Superacid Activation

Under superacidic conditions, aniline and indole derivatives are sulfonylated at low temperature with easy-to-access arenesulfonic acids or arenesulfonyl hydrazides. By modification of the functional-group directing effect through protonation, this method allows nonclassical site functionalization by overcoming the innate regioselectivity of electrophilic aromatic substitution. This superacid-mediated sulfonylation of arenes is complementary to existing methods and can be applied, through protection by protonation, to the late-stage site-selective functionalization of natural alkaloids and active pharmaceutical ingredients.

Electrochemical heterodifunctionalization of α-CF3alkenes to access α-trifluoromethyl-β-sulfonyl tertiary alcohols

An unprecedented electrochemical heterodifunctionalization of α-CF3alkenes with benzenesulfonyl hydrazides was accomplished in this work, wherein a β-sulfonyl and a α-hydroxyl group were simultaneously incorporated across the olefinic double bond in a single operation. Consequently, a series of potentially medicinally valuable and densely functionalized α-trifluoromethyl-β-sulfonyl tertiary alcohols were assembled under mild conditions. Electrochemically-driven oxidative 1,2-difunctionlization of electron-deficient alkenes well obviates the need for oxidizing reagents, thus rendering this protocol more eco-friendly.

Dual Roles of Rongalite: Reductive Coupling Reaction to Construct Thiosulfonates Using Sulfonyl Hydrazides

A tunable and practical transformation of structurally diverse sulfonyl hydrazides into thiosulfonates in the presence of Rongalite (NaHSO 2·CH 2O) was developed. Transition-metal-free conditions, operational simplicity, and readily available reagents are the striking features of this protocol. It is the first example for the synthesis of thiosulfonates using sulfonyl hydrazides with the assistance of reductant. Additionally, the mechanistic studies revealed that this transformation probably undergoes via a reducing-coupling pathway.