1868-85-5

Basic information

• Product Name: 2,3,5,6-TETRAFLUORO-4-HYDRAZINOBENZOTRIFLUORIDE
• Synonyms: (ALPHA,ALPHA,ALPHA,2,3,5,6-HEPTAFLUORO-P-TOLYL)HYDRAZINE;2,3,5,6-TETRAFLUORO-4-(TRIFLUOROMETHYL)PHENYL-HYDRAZINE;2,3,5,6-TETRAFLUORO-4-HYDRAZINOBENZOTRIFLUORIDE;(TETRAFLUORO-4-TRIFLUOROMETHYL)PHENYLHYDRAZINE;(PERFLUORO-P-TOLYL)HYDRAZINE;A,A,A,2,3,5,6-HEPTAFLUORO-P-*TOLYLHYDRAZ INE;4-HEPTAFLUOROTOLYLHYDRAZINE;α,α,α,2,3,5,6-Heptafluoro-p-tolylhydrazine
• CAS NO: 1868-85-5
• Molecular Formula: C₇H₃F₇N₂
• Molecular Weight: 248.1
• Product Categories: Phenylhydrazine
• Mol File: 1868-85-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 81-83 °C(lit.)
• Boiling Point: 142.9 °C at 760 mmHg
• Flash Point: 40.2 °C
• Appearance: /
• Density: 1.694 g/cm³
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 3.30±0.40(Predicted)
• CAS DataBase Reference: 2,3,5,6-TETRAFLUORO-4-HYDRAZINOBENZOTRIFLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-TETRAFLUORO-4-HYDRAZINOBENZOTRIFLUORIDE(1868-85-5)
• EPA Substance Registry System: 2,3,5,6-TETRAFLUORO-4-HYDRAZINOBENZOTRIFLUORIDE(1868-85-5)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1868-85-5(Hazardous Substances Data)

Usage

Uses

[2,3,5,6-Tetrafluoro-4-(trifluoromethyl)phenyl]hydrazine is used in preparing useful herbicides and plant growth regulators.

Upstream product

• 434-64-0 perfluorotoluene 

Downstream Products

• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 2358-29-4 2,3,6-trifluorobenzoic acid 
• 30091-13-5 1-azido-2,3,5,6-tetrafluoro-4-(trifluoromethyl)benzene 
• 111246-73-2 5-amino-3,4-dicyano-1-(2,3,5,6-tetrafluoro-4-trifluoromethylphenyl)pyrazole 
• 651-83-2 4-trifluoromethyl-2,3,5,6-tetrafluoroaniline 
• 122571-42-0 trimethyl(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)silane 

Relevant articles and documents

Synthesis of polyfluorinated arylhydrazines, arylhydrazones and 3-methyl-1-aryl-1H-indazoles

Polyfluorinated arylhydrazones were synthesized starting from 1-(4-amino-tetrafluorophenyl)ethanone and polyfluorinated arylhydrazines by action of p-toluenesulfonic acid in good yields. The resulting mixtures of E- and Z-isomers were next treated with K2CO3 in MeCN at room temperature. Under these mild reaction conditions Z-isomers underwent intramolecular nucleophilic cyclization to form 3-methyl-1-aryl-1H-indazole derivatives, while E-isomers were not active and were isolated unchanged. Molecular and crystal structures of prepared polyfluorinated (E)-arylhydrazones as well as selected 3-methyl-1-aryl-1H-indazoles were solved by the X-ray diffraction analysis. Meanwhile, the polyfluorinated acetophenone reacted with hydrazine in THF in the absence of a catalyst through a condensation–nucleophilic substitution cascade process to form a 3-methyl-1H-indazole derivative in excellent yield.