C.I. Vat Yellow 4

Base Information

• Chemical Name: C.I. Vat Yellow 4
• CAS No.: 128-66-5
• Deprecated CAS: 115685-46-6,12772-52-0,39280-74-5,662165-69-7,12772-52-0,39280-74-5,662165-69-7
• Molecular Formula: C24H12 O2
• Molecular Weight: 332.358
• Hs Code.: 2914399090
• European Community (EC) Number: 204-903-2
• NSC Number: 30987
• UNII: 8XO6A4G496
• DSSTox Substance ID: DTXSID6021454
• Nikkaji Number: J5.411I
• Wikipedia: Dibenzpyrenequinone
• Wikidata: Q6585166
• Mol file: 128-66-5.mol

Synonyms:dibenzo(b,def)chrysene-7,14-dione;Vat Yellow 4

Chemical Property of C.I. Vat Yellow 4

Chemical Property:

• Appearance/Colour: viscous orange liquid
• Vapor Pressure: 1.15E-14mmHg at 25°C
• Refractive Index: 1.792
• Boiling Point: 606.7 °C at 760 mmHg
• Flash Point: 219.9 °C
• PSA: 34.14000
• Density: 1.418 g/cm³
• LogP: 5.26260
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 332.083729621
• Heavy Atom Count: 26
• Complexity: 570

Purity/Quality:

99%, ^*data from raw suppliers

VatYellow4 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C3=C4C(=CC=C5C4=C(C=C3)C(=O)C6=CC=CC=C65)C2=O
• Uses: Vat Yellow 4 is a commercial dye used in textiles. Polyaromatic hydrocarbon with potential carcinogenic activity.Environmental toxin on US EPA Toxic Release Inventory list (TRI) list.

Technology Process of C.I. Vat Yellow 4

There total 21 articles about C.I. Vat Yellow 4 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 31.0%

4-(2-formylphenyl)-7H-benzo[de]anthracen-7-one → dibenzo[b,def]chrysene-7,14-dione (128-66-5)

Guidance literature:

With tetrafluoroboric acid; Barluenga reagent; In diethyl ether; dichloromethane; at -60 ℃; for 18h;

DOI:10.1002/anie.200504448

Reference yield: 10.0%

dibenz[a,h]pyrene (189-64-0) + Mangantriacetat → dibenzo[b,def]chrysene-7,14-dione (128-66-5) + Acetic acid dibenzo[b,def]chrysen-7-yl ester (141396-59-0) + Acetic acid 14-acetoxy-dibenzo[b,def]chrysen-7-yl ester (141396-63-6)

Guidance literature:

In acetic acid; benzene; at 40 ℃; for 4h;

DOI:10.1021/jo00038a015

Reference yield:

1,5-dibenzoylnaphthalene (83-80-7) → dibenzo[b,def]chrysene-7,14-dione (128-66-5)

Guidance literature:

With aluminium trichloride; sodium chloride; at 120 - 130 ℃; Einleiten von Luft oder Sauerstoff;

DOI:10.1021/ja01860a066

upstream raw materials:

meta-dinitrobenzene

1,5-dibenzoylnaphthalene

sodium 3-nitrobenzenesulfonate

3-benzoyl-benz[de]anthracen-7-one

Downstream raw materials:

7,14-dihydro-dibenzo[b,def]chrysene

dibenz[a,h]pyrene

indeno[123-cd]fluoranthene

13H-naphto<3,2,1-cd>fluoranthene-13-one

Refernces

• 1、 Barluenga, Jose,Trincado, Monica,Rubio, Eduardo,Gonzalez, Jose M.. "Direct intramolecular arylation of aldehydes promoted by reaction with IPy2BF4/HBF4: Synthesis of benzocyclic ketones". . p. 3140 - 3143. Retrieved 2007/10/03.