DIBENZO(b,def)CHRYSENE-7,14-DIONE supplier

Name
Vat Yellow 4
EINECS 204-903-2
CAS No. 128-66-5
Article Data20
CAS DataBase
Density 1.418 g/cm³
Solubility significant
Melting Point
Formula C24H12 O2
Boiling Point 606.7 °C at 760 mmHg
Molecular Weight 332.358
Flash Point 219.9 °C
Transport Information
Appearance viscous orange liquid
Safety Questionable carcinogen with experimental carcinogenic and tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 2,3,7,8-Dibenzpyrene-1,6-quinone;3,4:8,9-Dibenzopyrene-5,10-dione; Ahcovat Printing Golden Yellow GK; AmanthreneGolden Yellow GK; Anthravat Golden Yellow GK; Arlanthrene Golden Yellow GK;Benzadone Gold Yellow GK; C.I. 59100; C.I. Vat Yellow 4; Calcoloid GoldenYellow GKWP; Caledon Golden Yellow GK; Caledon Printing Yellow GK; CarbanthreneGolden Yellow GK; Cibanone Golden Yellow FGK; Cibanone Golden Yellow GK;Dibenzpyrenequinone; Fenanthren Golden Yellow GK; Golden Yellow ZhKh;Helanthrene Yellow GOK; Hostavat Golden Yellow GK; Indanthren Golden Yellow GK;Indanthren Printing Yellow GOK; Indanthrene Golden Yellow GK; Leucosol GoldenYellow GK; Mayvat Golden Yellow GK; Mikethrene Gold Yellow GK; NSC 30987;Nihonthrene Golden Yellow GK; Nyanthrene Golden Yellow GK; Palanthrene GoldenYellow GK; Paradone Golden Yellow GK; Pharmanthrene Golden Yellow GK;Romantrene Golden Yellow FGK; Romantrene Golden Yellow GOK; Sandothrene GoldenYellow NGK; Sandothrene Printing Yellow NH; Solanthrene Brilliant Yellow J;Tinon Golden Yellow GK; Tyrian Yellow I-GOK; Vat Golden Yellow ZhKh; Vat GoldenYellow ZhKhD; Vat Golden Yellow ZhKhP; Vat Yellow 4; Yellow GK base
PSA 34.14000
LogP 5.26260

Synthetic route

: 189-64-0
dibenz[a,h]pyrene

: Mangantriacetat

A: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

B: 141396-59-0
Acetic acid dibenzo[b,def]chrysen-7-yl ester

C: 141396-63-6
Acetic acid 14-acetoxy-dibenzo[b,def]chrysen-7-yl ester

Conditions

Conditions	Yield
In acetic acid; benzene at 40℃; for 4h;	A n/a B 47% C 10%
In acetic acid; benzene at 40℃; Rate constant;

...Expand

: 4-(2-formylphenyl)-7H-benzo[de]anthracen-7-one

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With tetrafluoroboric acid; Barluenga reagent In diethyl ether; dichloromethane at -60℃; for 18h;	31%

: 99-65-0
meta-dinitrobenzene

: 83-80-7
1,5-dibenzoylnaphthalene

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With aluminium trichloride; sodium chloride at 160℃;

: 83-80-7
1,5-dibenzoylnaphthalene

: 127-68-4
sodium 3-nitrobenzenesulfonate

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With aluminium trichloride; sodium chloride at 160℃;

: 83-80-7
1,5-dibenzoylnaphthalene

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With aluminium trichloride; sodium chloride at 120 - 130℃; Einleiten von Luft oder Sauerstoff;
With aluminium trichloride; sodium chloride at 120 - 130℃; Einleiten von Luft oder Sauerstoff;
With aluminium trichloride at 170 - 195℃;

: 6535-66-6
3-benzoyl-benz[de]anthracen-7-one

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With aluminium trichloride; sodium chloride at 120 - 130℃; Einleiten von Luft oder Sauerstoff;
With aluminium trichloride at 180℃;
With aluminium trichloride; sodium chloride at 120 - 130℃; Einleiten von Luft oder Sauerstoff;

: 1,5-dibenzoyl-4,8-dichloro-naphthalene

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With quinoline; potassium hydroxide

: 1,5-dianthraniloyl-naphthalene

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With hydrogenchloride Diazotization.Behandeln mit wss. H2O2 oder mit heisser wss. (oder aethanol.) Blei(IV)-acetat-Loesung;
With hydrogenchloride; water Diazotization.Bestrahlen mit UV-Licht;

: 642-29-5
1-benzoylnaphthalene

: 98-88-4
benzoyl chloride

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With aluminium trichloride at 115 - 130℃;
With aluminium trichloride; sodium chloride at 115 - 130℃;

: 82-05-3
7H-benz[d,e]anthracene-7-one

: 98-88-4
benzoyl chloride

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With aluminium trichloride; sodium 3-nitrobenzenesulfonate
With aluminium trichloride; zinc(II) chloride at 155℃;
With aluminium trichloride at 115 - 120℃;

: 642-29-5
1-benzoylnaphthalene

: 93-97-0
benzoic acid anhydride

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With aluminium trichloride at 115 - 130℃;
With aluminium trichloride; sodium chloride at 115 - 130℃;

: 82-05-3
7H-benz[d,e]anthracene-7-one

: 93-97-0
benzoic acid anhydride

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With aluminium trichloride
With aluminium trichloride; sodium chloride at 120 - 130℃;

: 4378-57-8
7,14-dioxo-7,14-dihydro-dibenzo[b,def]chrysene-2,3-dicarboxylic acid anhydride

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With quinoline; copper; copper(l) chloride Heating;

1.5-bis-<2-bromo-benzoyl>-naphthalene: 1.5-bis-<2-bromo-benzoyl>-naphthalene

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With sodium cyanide at 350℃;
With potassium acetate at 350℃;
With sodium carbonate at 350℃;
With potassium phtalimide at 350℃;
With quinoline; potassium hydroxide

1.5-bis-<2-chloro-benzoyl>-naphthalene: 1.5-bis-<2-chloro-benzoyl>-naphthalene

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
With sodium cyanide at 350℃;
With potassium acetate at 350℃;
With sodium carbonate at 350℃;
With potassium phtalimide at 350℃;

: 7446-70-0
aluminium trichloride

: 83-80-7
1,5-dibenzoylnaphthalene

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
at 170 - 195℃;

: 7446-70-0
aluminium trichloride

: 6535-66-6
3-benzoyl-benz[de]anthracen-7-one

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
at 180℃;

: 40138-16-7
2-formylbenzene boronic acid

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 47 percent / Pd(PPh3)4; K3PO4 / 1,2-dimethoxy-ethane / 48 h / 80 °C 2: 74 percent / IPy2BF4; HBF4 / CH2Cl2; diethyl ether / 20 h / -60 °C 3: 31 percent / IPy2BF4; HBF4 / CH2Cl2; diethyl ether / 18 h / -60 °C View Scheme

: 898821-48-2
2,2'-(naphthalene-1,5-diyl)dibenzaldehyde

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 74 percent / IPy2BF4; HBF4 / CH2Cl2; diethyl ether / 20 h / -60 °C 2: 31 percent / IPy2BF4; HBF4 / CH2Cl2; diethyl ether / 18 h / -60 °C View Scheme

: C28H24O4

A: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

B: 27921-59-1
Benzindeno<2,1-b>anthracen-8,10-dion

Conditions

Conditions	Yield
With methanesulfonic acid; trifluorormethanesulfonic acid at 140℃; Friedel-Crafts Acylation;

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

: 89343-06-6
tris-iso-propylsilyl acetylene

: 1201792-81-5
7,14-bis((triisopropylsilyl)ethynyl)dibenzo[b,def ]chrysene

Conditions

Conditions	Yield
Stage #1: tris-iso-propylsilyl acetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.533333h; Inert atmosphere; Stage #2: dibenzo[b,def]chrysene-7,14-dione In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water at 20℃; for 2h; Inert atmosphere;	60%

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

: 1066-54-2
trimethylsilylacetylene

: 7,14-bis((trimethylsilyl)ethynyl)dibenzo[b,def]chrysene

Conditions

Conditions	Yield
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.533333h; Inert atmosphere; Stage #2: dibenzo[b,def]chrysene-7,14-dione In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water at 20℃; for 2h; Inert atmosphere;	45%

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

: 73022-81-8
2-ethynyl-1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane

: 7,14-bis(tris(trimethylsilyl)ethynyl)dibenzo[b,def]chrysene

Conditions

Conditions	Yield
Stage #1: 2-ethynyl-1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.533333h; Inert atmosphere; Stage #2: dibenzo[b,def]chrysene-7,14-dione In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water at 20℃; for 2h; Inert atmosphere;	43%

: 1777-03-3
2-triethylsilylacetylene

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

: 1201792-82-6
7,14-bis((triethylsilyl)ethynyl)dibenzo[b,def ]chrysene

Conditions

Conditions	Yield
Stage #1: 2-triethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.533333h; Inert atmosphere; Stage #2: dibenzo[b,def]chrysene-7,14-dione In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water at 20℃; for 2h; Inert atmosphere;	42%

: 917-92-0
2,2-dimethyl-3-butyne

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

: 7,14-bis((tertbutyl)ethynyl)dibenzo[b,def]chrysene

Conditions

Conditions	Yield
Stage #1: 3,3-Dimethylbut-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.533333h; Inert atmosphere; Stage #2: dibenzo[b,def]chrysene-7,14-dione In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water at 20℃; for 2h; Inert atmosphere;	37%

: 86318-61-8
(tert-butyldimethylsilyl)acetylene

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

: 7,14-bis((tertbutyldimethylsilyl)ethynyl)dibenzo[b,def]chrysene

Conditions

Conditions	Yield
Stage #1: (tert-butyldimethylsilyl)acetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.533333h; Inert atmosphere; Stage #2: dibenzo[b,def]chrysene-7,14-dione In tetrahydrofuran; hexane at -78 - 20℃; for 16h; Inert atmosphere; Stage #3: With hydrogenchloride; tin(ll) chloride In tetrahydrofuran; hexane; water at 20℃; for 2h; Inert atmosphere;	34%

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

A: 193-43-1
indeno[123-cd]fluoranthene

B: 13227-56-0
13H-naphto<3,2,1-cd>fluoranthene-13-one

Conditions

Conditions	Yield
at 1200℃;	A 17% B 4.5%
at 1200℃; Product distribution; further temp., vacuum flow app.;	A 17% B 4.5%

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

: 36867-56-8
dibenzo[b,def]chrysene-7,14-diol

Conditions

Conditions	Yield
With sodium hydroxide; nickel at 55℃; Hydrogenation;

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

: 10034-85-2
hydrogen iodide

red phosphorus: red phosphorus

: 7350-86-9
7,14-dihydro-dibenzo[b,def]chrysene

Conditions

Conditions	Yield
at 190 - 200℃;

...Expand

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

zinc-powder: zinc-powder

: 189-64-0
dibenz[a,h]pyrene

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

zinc-powder: zinc-powder

water containing ZnCl2: water containing ZnCl2

NaCl: NaCl

: 189-64-0
dibenz[a,h]pyrene

Conditions

Conditions	Yield
at 280℃;

...Expand

: 128-66-5
dibenzo[b,def]chrysene-7,14-dione

zinc-powder: zinc-powder

water containing ZnCl2: water containing ZnCl2

NaCl: NaCl

A: 7350-86-9
7,14-dihydro-dibenzo[b,def]chrysene

B: 189-64-0
dibenz[a,h]pyrene

Conditions

Conditions	Yield
at 280℃;

...Expand

DIBENZO(b,def)CHRYSENE-7,14-DIONE Chemical Properties

Product Name: Dibenzo(b,def)chrysene-7,14-dione (CAS NO.128-66-5)

Molecular Formula: C₂₄H₁₂O₂
Molecular Weight: 332.35088g/mol
Mol File: 128-66-5.mol
Einecs: 204-903-2
Appearance: viscous orange liquid
Boiling point: 606.7 °C at 760 mmHg
Flash Point: 219.9 °C
Density: 1.418 g/cm³
Water Solubility: Significant
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Surface Tension: 70.3 dyne/cm
Enthalpy of Vaporization: 90.18 kJ/mol
Vapour Pressure: 1.15E-14 mmHg at 25°C
XLogP3-AA: 5.4
H-Bond Donor: 0
H-Bond Acceptor: 2

DIBENZO(b,def)CHRYSENE-7,14-DIONE Uses

Dibenzo(b,def)chrysene-7,14-dione (CAS NO.128-66-5) is used to cotton, silk, nylon fabric dyeing printing. It can also be used for communication polyester viscose blend fabric printing. It is brittle sub-light weight, are generally used less frequently is the Wing On dark winter sun. It can be replaced to restore the Yellow GCN and also Brilliant Green FFB fight Green, to restore the yellow color as compared to GCN is much higher. Respectively, and restore it to yellow GCN, restore Yan RF, to restore the red R, Vat Brown RRD, to restore the gray BG and other colors, to make use of mutual adjustment shade. Its printing and dyeing fabric, using urea-formaldehyde or cyanide-aldehyde, DMEU, 2D resin finishing, color very slightly, but in order to BHES resin finishing, color light than the red and dark.

DIBENZO(b,def)CHRYSENE-7,14-DIONE Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	2270mg/kg (2270mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 27(4), Pg. 54, 1983.
rat	LD50	intraperitoneal	5750mg/kg (5750mg/kg)		Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 27(4), Pg. 54, 1983.

DIBENZO(b,def)CHRYSENE-7,14-DIONE Consensus Reports

NCI Carcinogenesis Bioassay Completed; Results Positive: Mouse NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-134 ,1979. ; Negative: Rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-134 ,1979. . Reported in EPA TSCA Inventory. Community Right-To-Know List.

DIBENZO(b,def)CHRYSENE-7,14-DIONE Safety Profile

Questionable carcinogen with experimental carcinogenic and tumorigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.

DIBENZO(b,def)CHRYSENE-7,14-DIONE Specification

Dibenzo(b,def)chrysene-7,14-dione ,its CAS NO. is 128-66-5,the synonyms is 1',2',6',7'-Dibenzpyrene-7,14-quinone ; Dibenzo(b)chrysene-7,14-dione ; C.i.vatyellow4 ; Vat yellow 4 (c.i. 59100) ; C.i.59100 ; Indanthren printing yellow gok ; Nihonthrene golden yellow gk .

Product Name

Vat Yellow 4

Synthetic route

DIBENZO(b,def)CHRYSENE-7,14-DIONE Chemical Properties

DIBENZO(b,def)CHRYSENE-7,14-DIONE Uses

DIBENZO(b,def)CHRYSENE-7,14-DIONE Toxicity Data With Reference

DIBENZO(b,def)CHRYSENE-7,14-DIONE Consensus Reports

DIBENZO(b,def)CHRYSENE-7,14-DIONE Safety Profile

DIBENZO(b,def)CHRYSENE-7,14-DIONE Specification

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