82-22-4

Basic information

• Product Name: 1,1'-DIANTHRIMIDE
• Synonyms: 1,1’-iminobis-10-anthracenedione;1,1’-iminodi-anthraquinon;1,1-dianthrimid;anthraquinonylaminoanthraquinone;anthrimide;bis-(1-anthrachinonyl)amin;di-1,1’-anthrachinonylamin;DIANTHRAQUINONYLAMINE
• CAS NO: 82-22-4
• Molecular Formula: C₂₈H₁₅NO₄
• Molecular Weight: 429.42
• EINECS: 201-405-7
• Product Categories: Anthraquinones;Chloroanthraquine, etc.
• Mol File: 82-22-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 300 °C
• Boiling Point: 544.01°C (rough estimate)
• Appearance: /
• Density: 1.2950 (rough estimate)
• Refractive Index: 1.6290 (estimate)
• PKA: -4.72±0.20(Predicted)
• Merck: 14,690
• CAS DataBase Reference: 1,1'-DIANTHRIMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-DIANTHRIMIDE(82-22-4)
• EPA Substance Registry System: 1,1'-DIANTHRIMIDE(82-22-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• RTECS: CB7780000
• Hazardous Substances Data: 82-22-4(Hazardous Substances Data)

Usage

Uses

Determination of boron. 1,1'-Dianthrimide is used as a 0.02% solution in Concentrated H2SO4. The olive-green solution turns blue in the presence of boron. The blue solution has an absorption max at 620 nm. Also used in the determination of silicon.

Purification Methods

Crystallise anthrimide from chlorobenzene (red needles) or nitrobenzene (red rhombs). It is poorly soluble in organic solvents. [Eckert & Steiner Monatsh Chem 35 1129 1914.]

Upstream product

• 93-58-3 benzoic acid methyl ester 
• 82-44-0 1-chloroanthracene-9,10-dione 
• 82-45-1 1-amino-9,10-anthracenedione 
• 82-34-8 1-nitroanthraquinone 
• 98-95-3 nitrobenzene 
• 127-09-3 sodium acetate 

Downstream Products

• 60466-85-5 4,4'-dianilino-1,1'-imino-di-anthraquinone 
• 128-88-1 4,4'-dinitro-1,1'-imino-di-anthraquinone 
• 6370-65-6 Bis(9,10-dioxo-9,10-dihydro-1-anthryl)amine-4,4'-disulfonic Acid 
• 4229-15-6 16H-dinaphtho[2,3-a;2',3'-i]carbazole-5,10,15,17-tetraone 

Relevant articles and documents

Preparation of anthraquinone imide compounds

The preparation of anthraquinone imide compounds by condensation of anthraquinone compounds containing at least one primary amino group with halogenized aromatics or by condensation of halogenized anthraquinone compounds with primary aromatic amines, in the presence of a vat-dyeing catalyst and an acid-binding agent in an organic solvent, in which the organic solvent used is an alkyl benzoate.

Process for the preparation of anthraquinoid intermediates and vat dyes

A novel process for the preparation of anthraquinoid intermediates and vat dyes by alkali fusion of suitable precursors in the presence of alcohol. The process comprises starting from benzanthrone, pyrazolanthrone or anthraquinone derivatives and carrying out the reaction in a machine with kneading action and in the presence of an alkali metal hydroxide and an aliphatic alcohol with a boiling point below 120° C., at elevated temperature, to effect dimerization or cyclization, the weight ratio of alkali metal hydroxide to benzanthrone, pyrazolanthrone or anthraquinone derivative being 1:1. The process makes it possible to prepare in good quality anthraquinoid intermediate which can be further processed to dyes, as well as vat dyes which are suitable for dyeing or printing cellulosic material.