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Pigment Orange 5

  • Name Pigment Orange 5
  • EINECS222-429-4
  • CAS No. 3468-63-1
  • Density1.52 g/cm3
  • PSA136.59000
  • LogP5.82360
  • SolubilityN/A
  • Melting Point302oC
  • FormulaC16H10N4O5
  • Boiling Point597.9 °C at 760 mmHg
  • Molecular Weight338.279
  • Flash Point315.4 °C
  • Transport InformationN/A
  • AppearanceN/A
  • Safety16
  • Risk Codes10
  • Molecular Structure
    Molecular Structure of 3468-63-1 (Pigment Orange 5)
  • Hazard SymbolsXn,Xi
  • SynonymsXn,Xi
  • Article Data14

Pigment Orange 5 Synthetic route

135-19-3

β-naphthol

97-02-9

2,4-Dinitroanilin

3468-63-1

C.I. pigment orange 5

Conditions
ConditionsYield
Stage #1: 2,4-Dinitroanilin With sulfuric acid; sodium nitrite In water at 20℃; for 0.333333h;
Stage #2: β-naphthol In water at 20℃; for 1h; Time;
99%
Stage #1: 2,4-Dinitroanilin With sulfuric acid; sodium nitrite In water at 0℃; for 0.333333h; Green chemistry;
Stage #2: β-naphthol In water at 20℃; for 1h; Green chemistry;
99%
With nitrosylsulfuric acid; ethanol
With nitrosylpolyphosphoric acid 1.) glacial acetic acid, 40-70 deg C, 0.5 h; Yield given. Multistep reaction;
97-02-9

2,4-Dinitroanilin

3468-63-1

C.I. pigment orange 5

Conditions
ConditionsYield
With chloroform; BF3-N2O3 und Behandeln des Reaktionsprodukts mit <2>Naphthol in wss.NaOH;
120-23-0

(2-naphthoyl)oxyacetic acid

2,4-dinitro-benzenediazonium-sulfate

2,4-dinitro-benzenediazonium-sulfate

3468-63-1

C.I. pigment orange 5

Conditions
ConditionsYield
With acetic acid
93-04-9

2-Methoxynaphthalene

2,4-dinitro-benzenediazonium-sulfate

2,4-dinitro-benzenediazonium-sulfate

3468-63-1

C.I. pigment orange 5

Conditions
ConditionsYield
With acetic acid
93-18-5

2-ethoxynaphthalene

2,4-dinitro-benzenediazonium-sulfate

2,4-dinitro-benzenediazonium-sulfate

3468-63-1

C.I. pigment orange 5

Conditions
ConditionsYield
With acetic acid
3401-47-6

1-bromo-2-methoxynaphthalene

2,4-dinitro-benzenediazonium-sulfate

2,4-dinitro-benzenediazonium-sulfate

3468-63-1

C.I. pigment orange 5

Conditions
ConditionsYield
With acetic acid
40843-59-2

2-(4-methoxyphenoxy)naphthalene

2,4-dinitro-benzenediazonium-sulfate

2,4-dinitro-benzenediazonium-sulfate

3468-63-1

C.I. pigment orange 5

Conditions
ConditionsYield
With acetic acid
10484-56-7

2-butoxynaphthalene

2,4-dinitro-benzenediazonium-sulfate

2,4-dinitro-benzenediazonium-sulfate

3468-63-1

C.I. pigment orange 5

Conditions
ConditionsYield
With acetic acid
135-19-3

β-naphthol

2.4-dinitro-benzenediazonium sulfate

2.4-dinitro-benzenediazonium sulfate

3468-63-1

C.I. pigment orange 5

Conditions
ConditionsYield
With alkali

Pigment Orange 5 Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

Pigment Orange 5 Specification

The Pigment orange, with the CAS registry number 3468-63-1 and EINECS registry number 222-429-4, has the systematic name of 1-[(E)-(2,4-dinitrophenyl)diazenyl]naphthalen-2-ol. It is a kind of orange powder, and belongs to the following product categories of Dyes & Pigments and Organics. And the molecular formula of the chemical is C16H10N4O5.

The physical properties of Pigment orange are as followings: (1)ACD/LogP: 5.09; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.09; (4)ACD/LogD (pH 7.4): 5.09; (5)ACD/BCF (pH 5.5): 4382.86; (6)ACD/BCF (pH 7.4): 4382.86; (7)ACD/KOC (pH 5.5): 14072.25; (8)ACD/KOC (pH 7.4): 14072.24; (9)#H bond acceptors: 9; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 136.59 Å2; (13)Index of Refraction: 1.711; (14)Molar Refractivity: 86.91 cm3; (15)Molar Volume: 222 cm3; (16)Polarizability: 34.45×10-24cm3; (17)Surface Tension: 70.7 dyne/cm; (18)Density: 1.52 g/cm3; (19)Flash Point: 315.4 °C; (20)Enthalpy of Vaporization: 92.33 kJ/mol; (21)Boiling Point: 597.9 °C at 760 mmHg; (22)Vapour Pressure: 6.82E-15 mmHg at 25°C.

Preparation and uses of Pigment orange: Diazotize 2,4-dinitro-naphthylamine with Sulfuric acid and sodium sulfite, and then react with 2-isonaphthol, after a series of filtration, drying, grinding, you can get the product. And it is usually used in paint, ink, watercolor and so on.

You should be cautious while dealing with this chemical. It is a kind of flammable chemical. Therefore, you had better keep it away from sources of ignition, and do not smoke.

You can still convert the following datas into molecular structure:
(1)SMILES: O=N(=O)c3ccc(/N=N/c1c2ccccc2ccc1O)c(c3)N(=O)=O
(2)InChI: InChI=1/C16H10N4O5/c21-15-8-5-10-3-1-2-4-12(10)16(15)18-17-13-7-6-11(19(22)23)9-14(13)20(24)25/h1-9,21H/b18-17+
(3)InChIKey: HBHZKFOUIUMKHV-ISLYRVAYBU

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