31350-00-2

Basic information

• Product Name: 2-furoylhydrazine
• Synonyms: 2-furoylhydrazine
• CAS NO: 31350-00-2
• Molecular Formula: C₅H₆N₂O
• Molecular Weight: 110.11
• Mol File: 31350-00-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 209.6°Cat760mmHg
• Flash Point: 80.5°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 0.201mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: 2-furoylhydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-furoylhydrazine(31350-00-2)
• EPA Substance Registry System: 2-furoylhydrazine(31350-00-2)

Safety Data

• Hazardous Substances Data: 31350-00-2(Hazardous Substances Data)

Usage

Description

2-Furoylhydrazine is a hydrazine derivative featuring a furan ring, which is a potential metabolite of furfural found in various food and beverages such as alcoholic drinks and coffee. It is recognized for its ability to cause DNA damage and has been a subject of research for its carcinogenic and mutagenic properties, as well as its role in cancer development.

Uses

Used in Research and Testing:
2-Furoylhydrazine is utilized as a research chemical for studying the carcinogenic and mutagenic properties of various compounds. It aids in understanding the mechanisms of DNA damage and its potential contribution to cancer development.
Used in Metabolism and Health Risk Studies:
In the field of metabolism, 2-furoylhydrazine is used to investigate the effects of different compounds on the body's metabolic processes. It provides insights into potential health risks associated with exposure to certain chemicals, particularly those found in consumable products.

InChI:InChI=1/C5H6N2O/c6-7-4-5-2-1-3-8-5/h1-4H,6H2/b7-4+

Upstream product

• 74105-61-6 N'-[1-Furan-2-yl-meth-(E)-ylidene]-hydrazinecarboxylic acid 9H-fluoren-9-ylmethyl ester 
• 81291-65-8 2-Furaldehyde Ethoxycarbohydrazone 
• 98-01-1 furfural 

Downstream Products

• 137557-46-1 C₁₂H₁₀ClN₃O₂ 
• 5428-37-5 2-furanaldazine 
• 534-22-5 2-methylfuran 
• 82357-65-1 2-methylene-2,3-dihydrofuran 

Relevant articles and documents

Kishner's reduction of 2-furylhydrazone gives 2-methylene-2,3-dihydrofuran, a highly reactive ene in the ene reaction

(Chemical Equation Presented) The Kishner reduction of 2-furylhydrazone gives 2-methylene-2,3-dihydrofuran as the major abnormal reduction product. 2-Methylene-2,3-dihydrofuran is an excellent ene in the carbonyl-ene reaction, reacting with a variety of aldehydes. Most notable was the asymmetric carbonyl-ene reaction of 2-methylene-2,3-dihydrofuran and decanal using Ti(OCH(CH3)2)4/(S)-BINOL to give the corresponding alcohol in 66% yield and 94% ee. The reaction of 2-methylene-2,3-dihydrofuran with 2 equiv of 1,4-benzoquinone unexpectedly gave a monoalkylated 1,4-hydroquinone/1,4-benzoquinone electron donor-acceptor complex.

Catalytic Transfer Hydrogenation of Furfural to Furfuryl Alcohol by using Ultrasmall Rh Nanoparticles Embedded on Diamine-Functionalized KIT-6

A Rh/ED-KIT-6 catalyst comprised of Rh nanoparticles embedded on mesoporous silica (KIT-6) functionalized with N1-[3-(trimethoxysilyl)propyl]ethane-1,2-diamine was synthesized by Rh3+ adsorption and chemical reduction in the liquid phase. The structure of ED-KIT-6 and textural properties of the pristine and supported Rh catalysts, as well as particle size and chemical state of the Rh species were examined by various analytical methods. The homogeneous dispersion of ultrasmall Rh nanoparticles, approximately 1.2 nm in size, stabilized by the grafted diamine (ED) species was confirmed. Rh/ED-KIT-6 was applied to the transfer hydrogenation of furfural (FFR) to furfuryl alcohol (FAL) by using formic acid (FA) as the hydrogen source. The effect of the solvent and reaction parameters, such as temperature, reaction time, and FA/FFR ratio, were investigated. The Rh-embedded catalyst exhibited a significantly high turnover frequency (TOF≈204 h?1) to that of Ru, Pd, or Ni-based catalysts on KIT-6. A plausible reaction mechanism was proposed after examining an independent FA decomposition reaction over the same Rh-ED-KIT-6 catalyst. The heterogeneity of the catalyst was verified by a hot filtration experiment. The Rh/ED-KIT-6 could be reused for up to three cycles without any decrease in catalytic activity and selectivity, but the slow oxidation of Rh species was detected.

Synthesis and X-ray Photoelectron Spectra of Some Azines

Arylhydrazone-N-carboxylic esters (I) were treated with hydrazine hydrate, or sodium hydroxide, to give the hydrazones (II).Acidification of the latter produced the corresponding azines (III).The structures of compounds I - III were substantiated by chemical and spectral analysis.