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85-86-9

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85-86-9 Usage

Description

Solvent Red 23 is an oil-soluble red azo dye used in cosmetic products in Japan. Cases were reported in hairdressers, who also reacted to PPD and to paminoazobenzene. One case of contact dermatitis was reported in the metal industry.

Uses

Different sources of media describe the Uses of 85-86-9 differently. You can refer to the following data:
1. Weakly acidic azo dye. Biological stain.
2. Dye. Biological stain.
3. Weakly acidic azo dye. Biological stain. Dyes and metabolites, Environmental Testing.

Definition

ChEBI: A bis(azo) compound that is 2-naphthol substituted at position 1 by a 4-{[(2-methylphenyl)diazenyl]phenyl}diazenyl group. A fat-soluble dye predominantly used for demonstrating triglycerides in frozen sections, but which may also stain some protein bound l pids in paraffin sections.

Preparation

4-(Phenyldiazenyl)benzenamine diazotization, and Naphthalen-2-ol coupling. Note: some goods by 4-(Phenyldiazenyl)benzenamine and 2-Methyl-4-(o-tolyldiazenyl)benzenamine mixture as diazo components and have to.

Contact allergens

Solvent Red 23 is an oil-soluble red azo-dye used in cosmetic products in Japan. Cases were reported in hairdressers, who also reacted to PPD (the molecule is likely to be hydrolyzed into PPD) and to p-aminoazobenzene. One case of contact dermatitis was reported in the metal industry.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by subcutaneous and intrapleural routes. Questionable carcinogen. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Properties and Applications

yellow red to red. Soluble in ethanol and acetone, soluble in benzene. In concentrated sulfuric acid to blue light green, dilution for blue solution, and a red precipitation. Standard Light Fastness Heat-resistant(℃) water Sodium Carbonate(5%) Hydrochloric acid(5%) Melting point Stable ISO Good 195 70≥ 120 Sublimation Insoluble No change No change

Standard

Light Fastness

Melting point

Stable

ISO

Good

Purification Methods

Crystallise the dye from EtOH, EtOH/water or *benzene/absolute EtOH (1:1). [Beilstein 16 II 75, 16 III 148, 16 IV 248.]

Check Digit Verification of cas no

The CAS Registry Mumber 85-86-9 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 5 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 85-86:
(4*8)+(3*5)+(2*8)+(1*6)=69
69 % 10 = 9
So 85-86-9 is a valid CAS Registry Number.
InChI:InChI=1/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,27H/b24-23-,26-25+

85-86-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Price
  • Detail
  • TCI America

  • (S0142)  Sudan III  >90.0%(E)

  • 85-86-9

  • 25g

  • 185.00CNY

  • Detail
  • TCI America

  • (S0142)  Sudan III  >90.0%(E)

  • 85-86-9

  • 100g

  • 630.00CNY

  • Detail
  • Alfa Aesar

  • (A11461)  Sudan III (chromatographic standard)   

  • 85-86-9

  • 5g

  • 282.0CNY

  • Detail
  • Alfa Aesar

  • (A11461)  Sudan III (chromatographic standard)   

  • 85-86-9

  • 25g

  • 1120.0CNY

  • Detail
  • Alfa Aesar

  • (A11461)  Sudan III (chromatographic standard)   

  • 85-86-9

  • 100g

  • 3908.0CNY

  • Detail
  • Sigma-Aldrich

  • (68562)  SudanIII  analytical standard

  • 85-86-9

  • 68562-25MG

  • 360.36CNY

  • Detail

85-86-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Solvent Red 23

1.2 Other means of identification

Product number -
Other names Sudan Red III

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:85-86-9 SDS

85-86-9Synthetic route

aniline yellow
60-09-3

aniline yellow

β-naphthol
135-19-3

β-naphthol

Sudan III
85-86-9

Sudan III

Conditions
ConditionsYield
In ethanol65%
Stage #1: aniline yellow With hydrogenchloride; sodium nitrite Cooling;
Stage #2: β-naphthol With sodium hydroxide
β-naphthol
135-19-3

β-naphthol

diazotized 4-amino-azobenzene

diazotized 4-amino-azobenzene

Sudan III
85-86-9

Sudan III

Conditions
ConditionsYield
With alkali
iron(III) chloride hexahydrate

iron(III) chloride hexahydrate

Sudan III
85-86-9

Sudan III

[Fe(sud)Cl3H2O]

[Fe(sud)Cl3H2O]

Conditions
ConditionsYield
In ethanol; N,N-dimethyl-formamide for 2h; Reflux;88%
Sudan III
85-86-9

Sudan III

bis{1-[4-(phenyldiazenyl)phenyldiazenyl]naphthalen-2-olato}cobalt(II)

bis{1-[4-(phenyldiazenyl)phenyldiazenyl]naphthalen-2-olato}cobalt(II)

Conditions
ConditionsYield
In N,N-dimethyl-formamide; isopropyl alcohol for 1h; Reflux;87%
Sudan III
85-86-9

Sudan III

bis{1-[4-(phenyldiazenyl)phenyldiazenyl]naphthalen-2-olato}nickel(II)

bis{1-[4-(phenyldiazenyl)phenyldiazenyl]naphthalen-2-olato}nickel(II)

Conditions
ConditionsYield
In N,N-dimethyl-formamide; isopropyl alcohol for 1h; Reflux;81%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

Sudan III
85-86-9

Sudan III

[Ni(sudan III)(1,10-phenanthroline)Cl2]

[Ni(sudan III)(1,10-phenanthroline)Cl2]

Conditions
ConditionsYield
Stage #1: 1,10-Phenanthroline; nickel(II) chloride hexahydrate; Sudan III With ammonium hydroxide In ethanol; N,N-dimethyl-formamide at 60℃;
Stage #2: In ethanol; N,N-dimethyl-formamide for 2h; Reflux;
79%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

iron(III) chloride hexahydrate

iron(III) chloride hexahydrate

Sudan III
85-86-9

Sudan III

[Fe(sudan III)(1,10-phenanthroline)Cl2]Cl*H2O

[Fe(sudan III)(1,10-phenanthroline)Cl2]Cl*H2O

Conditions
ConditionsYield
Stage #1: 1,10-Phenanthroline; iron(III) chloride hexahydrate; Sudan III With ammonium hydroxide In ethanol; N,N-dimethyl-formamide at 60℃;
Stage #2: In ethanol; N,N-dimethyl-formamide for 2h; Reflux;
79%
copper diacetate
142-71-2

copper diacetate

Sudan III
85-86-9

Sudan III

bis{1-[4-(phenyldiazenyl)phenyldiazenyl]naphthalen-2-olato}copper(II)

bis{1-[4-(phenyldiazenyl)phenyldiazenyl]naphthalen-2-olato}copper(II)

Conditions
ConditionsYield
In N,N-dimethyl-formamide; isopropyl alcohol for 1h; Reflux;76%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

zinc(II) chloride dihydrate

zinc(II) chloride dihydrate

Sudan III
85-86-9

Sudan III

[Zn(sudan III)(1,10-phenanthroline)Cl2]

[Zn(sudan III)(1,10-phenanthroline)Cl2]

Conditions
ConditionsYield
Stage #1: 1,10-Phenanthroline; zinc(II) chloride dihydrate; Sudan III With ammonium hydroxide In ethanol; N,N-dimethyl-formamide at 60℃;
Stage #2: In ethanol; N,N-dimethyl-formamide for 2h; Reflux;
74%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

cadmium(II) chloride dihydrate

cadmium(II) chloride dihydrate

Sudan III
85-86-9

Sudan III

[CdCl(sudan III)(1,10-phenanthroline)(H2O)]Cl*0.5H2O

[CdCl(sudan III)(1,10-phenanthroline)(H2O)]Cl*0.5H2O

Conditions
ConditionsYield
Stage #1: 1,10-Phenanthroline; cadmium(II) chloride dihydrate; Sudan III With ammonium hydroxide In ethanol; N,N-dimethyl-formamide at 60℃;
Stage #2: In ethanol; N,N-dimethyl-formamide for 2h; Reflux;
74%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

copper(II) choride dihydrate

copper(II) choride dihydrate

Sudan III
85-86-9

Sudan III

[Cu(sudan III)(1,10-phenanthroline)Cl2]*1.5H2O

[Cu(sudan III)(1,10-phenanthroline)Cl2]*1.5H2O

Conditions
ConditionsYield
Stage #1: 1,10-Phenanthroline; copper(II) choride dihydrate; Sudan III With ammonium hydroxide In ethanol; N,N-dimethyl-formamide at 60℃;
Stage #2: In ethanol; N,N-dimethyl-formamide for 2h; Reflux;
73%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

chromium(III) chloride hexahydrate

chromium(III) chloride hexahydrate

Sudan III
85-86-9

Sudan III

[Cr(sudan III)(1,10-phenanthroline)Cl2]Cl*H2O

[Cr(sudan III)(1,10-phenanthroline)Cl2]Cl*H2O

Conditions
ConditionsYield
Stage #1: 1,10-Phenanthroline; chromium(III) chloride hexahydrate; Sudan III With ammonium hydroxide In ethanol; N,N-dimethyl-formamide at 60℃;
Stage #2: In ethanol; N,N-dimethyl-formamide for 2h; Reflux;
72%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

Sudan III
85-86-9

Sudan III

[MnCl(sudan III)(1,10-phenanthroline)(H2O)]Cl

[MnCl(sudan III)(1,10-phenanthroline)(H2O)]Cl

Conditions
ConditionsYield
Stage #1: 1,10-Phenanthroline; manganese(II) chloride tetrahydrate; Sudan III With ammonium hydroxide In ethanol; N,N-dimethyl-formamide at 60℃;
Stage #2: In ethanol; N,N-dimethyl-formamide for 2h; Reflux;
70%
1,10-Phenanthroline
66-71-7

1,10-Phenanthroline

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

Sudan III
85-86-9

Sudan III

[Co(sudan III)(1,10-phenanthroline)Cl2]

[Co(sudan III)(1,10-phenanthroline)Cl2]

Conditions
ConditionsYield
Stage #1: 1,10-Phenanthroline; cobalt(II) chloride hexahydrate; Sudan III With ammonium hydroxide In ethanol; N,N-dimethyl-formamide at 60℃;
Stage #2: In ethanol; N,N-dimethyl-formamide for 2h; Reflux;
68%
Sudan III
85-86-9

Sudan III

A

aniline
62-53-3

aniline

B

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

Conditions
ConditionsYield
With sodium hydroxide; sodium dithionite In water at 100℃; for 1h; Product distribution; Further Variations:; Temperatures; Solvents; pH-values; reflux condenser;
acryloyl chloride
814-68-6

acryloyl chloride

Sudan III
85-86-9

Sudan III

acrylic acid 1-(4-phenylazo-phenylazo)-naphthalen-2-yl ester

acrylic acid 1-(4-phenylazo-phenylazo)-naphthalen-2-yl ester

Conditions
ConditionsYield
Stage #1: Sudan III With triethylamine at 21℃; for 0.166667h; Inert atmosphere;
Stage #2: acryloyl chloride at 55℃; for 18h; Inert atmosphere;
96 mg

85-86-9Downstream Products

85-86-9Relevant articles and documents

Chemical and electrochemical synthesis, local atomic structure, and properties of copper(II), cobalt(II), and nickel(II) complexes with azo compounds containing an additional azo group in the para or ortho position of the amine fragment

Burlov,Mashchenko,Vlasenko,Garnovskaya,Zubavichus, Ya. V.,Levchenkov,Kurinnaya, Yu. S.

, p. 2338 - 2347 (2015)

New copper(II), cobalt(II), and nickel(II) complexes with 1-[4-(phenydiazenyl)phenyldiazenyl]-naphthalen-2-ol and 1-[4-methyl-2-(4-methylphenyldiazenyl)phenyldiazenyl]naphthalen-2-ol have been synthesized by chemical and electrochemical methods and characterized by IR, 1H NMR, and X-ray absorption spectroscopy, as well as by magnetochemistry and quantum chemical calculations. Coordination of the nitrogen atom in the additional azo group to the metal ion is determined by its position (ortho or para) and metal nature.

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