17354-14-2

Basic information

• Product Name: Solvent Blue 35
• Synonyms: LABOTEST-BB LT00159953;CI 61554;1,4-bis(butylamino)-9,10-anthracenedione;1,4-BIS[BUTYLAMINO]-9,10-ANTHRAQUINONE;1,4-Bis(butylamino)anthraquinone;SUDAN BLUE II;SUDAN BLUE;SUDAN BLUE 2
• CAS NO: 17354-14-2
• Molecular Formula: C₂₂H₂₆N₂O₂
• Molecular Weight: 350.45
• EINECS: 241-379-4
• Product Categories: Solvent Dyestuff;Solvents and Intermediates
• Mol File: 17354-14-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 120-122 °C(lit.)
• Boiling Point: 568.7 °C at 760 mmHg
• Flash Point: 187.2 °C
• Appearance: Dark red-purple almost black/Powder
• Density: 1.179 g/cm³
• Vapor Pressure: 5.97E-13mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: room temp
• Solubility: Chloroform (Slightly), DMSO (Slightly, Sonicated)
• PKA: 5.45±0.20(Predicted)
• BRN: 2398560
• CAS DataBase Reference: Solvent Blue 35(CAS DataBase Reference)
• NIST Chemistry Reference: Solvent Blue 35(17354-14-2)
• EPA Substance Registry System: Solvent Blue 35(17354-14-2)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 17354-14-2(Hazardous Substances Data)

Usage

Preparation

Solvent Blue 35 is prepared from 1,4-Dihydroxyanthracene-9,10-dione and Butan-1-amine(2 Moore) condensation.

General Description

Sudan Blue II is a synthetic dye, with a functional azo group and aromatic ring. It is widely used to stain alcohols, esters, hydrocarbon derivatives, oils, fats and waxes. Sudan Blue II is carcinogenic and is harmful to human health and environment.

Properties and Applications

brilliant green blue (NC raw lacquer). Dark blue powder, insoluble in water, but soluble in organic solvent. Standard Light Fastness Heat-resistant(℃) water Sodium Carbonate(5%) Hydrochloric acid(5%) Melting point Stable ISO Well 110≥ 100 Sublimation Insoluble Well Green

Standard

Light Fastness

Melting point

Stable

ISO

Well

InChI:InChI=1/C22H26N2O2/c1-3-5-13-23-17-11-12-18(24-14-6-4-2)20-19(17)21(25)15-9-7-8-10-16(15)22(20)26/h7-12,23-24H,3-6,13-14H2,1-2H3

Upstream product

• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 6119-74-0 1,4-dimethoxyanthraquinone 
• 109-73-9 N-butylamine 
• 28736-42-7 1,4-difluoroanthracene-9,10-dione 
• 96701-06-3 9,10-dioxo-9,10-dihydroanthracene-1,4-diyl bis(4-methylbenzenesulfonate) 
• 84-65-1 9,10-phenanthrenequinone 

Downstream Products

• 128-95-0 1,4-diamino-9,10-anthraquinone 
• 62956-46-1 1-amino-4-butylaminoanthraquinone 
• 121749-44-8 1-amino-4-butyrylamidoanthraquinone 
• 1429478-45-4 C₃₂H₃₂N₂O₄ 

Relevant articles and documents

Synthesis and solid state structure of fluorous probe molecules for fluorous separation applications

A series of colored hydrocarbon and fluorocarbon tagged 1-fluoro-4-alkylamino-anthraquinones and 1,4-bis-alkylamino-anthraquinone probe molecules were synthesized from a (fluorinated) alkyl amine and 1,4-difluoroanthraquinone to aid in the development of fluorous separation applications. The anthraquinones displayed stacking of the anthraquinone tricycle and interdigitation of the (fluorinated) alkyl chains in the solid state. Furthermore, intramolecular N-H?O hydrogen bonds forced the hydrocarbon and fluorocarbon tags into a conformation pointing away from the anthraquinone tricycle, with the angle of the tricycle plane normal and the main (fluorinated) alkyl vector ranging from 1° to 39°. Separation of the probe molecules on fluorous silica gel showed that the degree of fluorination of the probe molecules plays only a minor role with most eluents (e.g., hexane/ethyl acetate and methyl nonafluorobutyl ethers/ethyl acetate). However, toluene as eluent caused a pronounced separation by degree of fluorination for fluorocarbon, but not hydrocarbon tagged probe molecules on both silica gel and fluorous silica gel. These studies suggest that hydrocarbon and fluorocarbon tagged anthraquinones are useful probe molecules for the development of laboratory scale fluorous separation applications.

Solvent blue 35 of a kind of preparation method

The invention discloses a method for preparing solvent blue 35. The method comprises the following steps: adding ethanol, anhydrous sodium sulfate, 1,4-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone leuco, acetic acid and n-butylamine into a reactor, closing the reactor, heating to a refluxing temperature, reacting under a pressure of 0.08Mpa or less for 1-4h, distilling off an ethanol and n-butylamine mixed solvent, adding alkaline water to realize separation, filtering, washing, drying, and discharging. In the invention, acetic acid is used as a catalyst, anhydrous sodium sulfate is used as a water absorbing agent, and 1,4-dihydroxyanthraquinone is mixed with the 1,4-dihydroxyanthraquinone leuco in reasonable proportion, so the reaction speed is improved, and the yield is improved; and ethanol is adopted as a solvent to reduce the generation of tar, and a recovered ethanol and n-butylamine mixed solution can be directly used after dehydration in order to reduce the generation of wastewater.

1,4-Diamino- and 1,4-Dibutylamino-anthraquinones: Reduction and/or Deprotonation-initiated Elimination of the Butyl Groups in Dipolar Aprotic Media

The standard redox potentials of the one- and two-electron reductions of the title compounds have been determined.The deprotonated form of the dibutylamino compound underwent a base-initiated elimination of the butyl groups and the basicity of the radical anion resulting from one-electron reduction was sufficient to provoke the same type of cleavage through an initial father-son reaction.A multi-step mechanism is proposed for the elimination on the basis of the identification of intermediates.