804-36-4

Basic information

• Product Name: Difurazone
• Synonyms: NITROVIN;((3-(5-nitro-2-furyl)-1-(2-(5-nitro-2-furyl)vinyl)allylidene)amino)guanidine;1,5-bis(5-nitro-2-furanyl)-1,4-pentadien-3-one,(aminoiminomethyl)hydrazone;1,5-bis(5-nitro-2-furyl)-3-pentadienoneamidinonhydrazone;1,5-bis(5-nitro-2-furyl)-3-pentadienoneguanylhydrazone;bis(5-nitrofurfurylidene)acetoneguanylhydrazone;sym-bis(5-nitro-2-furfurylidene)acetoneguanylhydrazone;1-(3-(5-nitro-2-furyl)-1-(2-(5-nitro-2-furyl)vinyl)allylideneamino)guanidine hydrochloride
• CAS NO: 804-36-4
• Molecular Formula: C₁₄H₁₂N₆O₆
• Molecular Weight: 360.28
• EINECS: 212-358-7
• Mol File: 804-36-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 217° (dec)
• Boiling Point: 492.33°C (rough estimate)
• Flash Point: 302.1oC
• Appearance: /
• Density: 1.3634 (rough estimate)
• Vapor Pressure: 2.91E-13mmHg at 25°C
• Refractive Index: 1.6800 (estimate)
• Storage Temp.: 2-8°C
• PKA: 7.72±0.70(Predicted)
• CAS DataBase Reference: Difurazone(CAS DataBase Reference)
• NIST Chemistry Reference: Difurazone(804-36-4)
• EPA Substance Registry System: Difurazone(804-36-4)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 804-36-4(Hazardous Substances Data)

Usage

Brand name

Panzon;Payzone.

World Health Organization (WHO)

Difurazone, a nitrofuran derivative, was formerly used as an antiinfective agent. It has, however, been superseded by safer compounds and WHO has no information to suggest that it remains commercially available.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by subcutaneous route. Mildly toxic by ingestion. Questionable carcinogen. A growth promoter in chickens. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx.

InChI:InChI=1/C14H14N6O6/c15-14(16)18-17-9(8-11-5-7-13(26-11)20(23)24)2-1-3-10-4-6-12(25-10)19(21)22/h1,3-7H,2,8H2,(H4,15,16,18)

Upstream product

• 694-59-7 pyridine N-oxide 
• 71-55-6 1,1,1-trichloroethane 
• 148582-35-8 methyl chloro-(4-nitrophenyl)-acetate 

Relevant articles and documents

Benzodifurantrione compounds and process

Benzodifurantriones of Formula (1): STR1 in which W is unsubstituted or substituted aryl, a process for their preparation via dioxo intermediates and processes for their conversion into benzodifuranone dyes and compounds of Formula (7): STR2 are provided wherein R3 is --H, --COR2, --SO2 R2 -- which R2 is alkyl, cycloalkyl, aryl or aralkyl and R4 is --COOR2, --CONRR1 in which R and R1 each independently is --H, alkyl, cycloalkyl, aryl or aralkyl; --COOH or the alkali metal, alkaline earth metal or ammonium salts thereof; or --COX2 -- which X2 is halo.

Preparation of polycyclic dyes

A process for the preparation of a polycyclic dye of Formula (1): STR1 by reacting a compound of Formula (2): STR2 with a benzofuranone of the Formula (3): STR3 wherein: Ring A is unsubstituted or is substituted by from one to three groups; Ring B is unsubstituted, apart from the nitro group, or is substituted by one or two further groups; R is H, optionally substituted alkyl or optionally substituted aryl; and Z is an oxyammonium group, and certain novel compounds of Formula (2) are disclosed. The process provides a convenient route to polycyclic dyes which are useful for the coloration of synthetic textile materials particularly polyesters.