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Basic Information
CAS No.: 116-71-2
Name: DIBENZANTHRONE
Molecular Structure:
Molecular Structure of 116-71-2 (DIBENZANTHRONE)
Formula: C34H16O2
Molecular Weight: 456.5
Synonyms: Violanthrone(8CI);5,10-Violanthrenedione;Amanthrene Dark Blue BO;Anthravat Dark Blue BO;Belanthrene Dark BlueBO;Benzadone Dark Blue BOR;Benzadone Dark Blue BORI;Anthra[9,1,2-cde]benzo[rst]pentaphene-5,10-dione;Bianthrone A;C.I. Pigment Blue 65;C.I. VatBlue 20;Calcoloid Dark BlueBOD;Caledon Dark Blue BM;Caledon Navy BM;Caledon Printing Dark Blue BM;Carbanthrene Dark Blue DR;Cibanone DarkBlue BO;Cibanone Dark Blue FBOA;Cibanone Dark Blue MBA;Dibenzanthrone;Dinaphtho[1,2,3-cd:3',2',1'-lm]perylene-5,10-dione;Farbanthren Dark Blue BOA;Fenanthren Dark Blue BO;Indanthren Dark Blue BOA;Indanthren Dark Blue DB;Irgalite Blue 2R;MikethreneDark Blue B;Mikethrene Dark Blue BO;NSC 2212;Navinon Blue BO;Navinon Dark Blue BO;Nyanthrene Navy Blue BR;Ostanthren Dark Blue BOA;PalanthreneDark Blue BOA;Paradone Dark Blue;Paradone Dark Blue 58321;Pernithrene DarkBlue BOA;Ponsol Dark Blue BR;Ponsol Dark Blue BRD;Sandothrene Dark Blue BOA;Sandothrene Dark Blue NBO;Sandothrene Dark Blue NBOA;Sandothrene Dark BlueNMBA;Solanthrene Dark Blue BA;Solanthrene Dark BlueBOA;Solanthrene Dark Blue F-BA;Tinon Dark Blue BO;TinonDark Blue BOR;Tinon Dark Blue MB;Tinon Dark Blue MBA;Vat Dark Blue O;Violanthrene N;Violanthrone A;
EINECS: 204-152-0
Density: 1.487g/cm3
Melting Point: 338-339 °C
Boiling Point: 522.64°C (rough estimate)
Appearance: Bluish-black to black powder
Risk Codes: R23/24/25
PSA: 34.14000
LogP: 8.16000
Synthetic route
81-96-9

3-bromobenzanthrone

A

82-05-3

7H-benz[d,e]anthracene-7-one

B

116-71-2

isoviolanthrone

C

116-96-1

13,13'-dibenzanthronyl

Conditions
ConditionsYield
With potassium hydroxide; (Ph3P)2PdCl; hydrazine; alkyltrimethylammonium chloride In toluene at 90 - 95℃;A n/a
B 20%
C n/a
Stage #1: 3-bromobenzanthrone With [2,2]bipyridinyl; nickel dichloride; zinc In N,N-dimethyl-formamide at 70℃; for 3h;
Stage #2: With hydrogenchloride In N,N-dimethyl-formamide at 30 - 40℃; for 0.5h; Title compound not separated from byproducts;
82-05-3

7H-benz[d,e]anthracene-7-one

116-71-2

isoviolanthrone

Conditions
ConditionsYield
With methanol; potassium hydroxide; potassium acetate at 215℃; Reagens 4: Naphthalin; weitere Angaben: unter Zusatz von KClO3, NaNO2, MnO2 oder anderen Oxydationsmitteln;
With potassium hydroxide; ammonia; aluminium at 240℃;
With potassium hydroxide; formaldehyd; sodium acetate at 230 - 240℃;
82-05-3

7H-benz[d,e]anthracene-7-one

A

116-71-2

isoviolanthrone

B

128-64-3

isoviolanthrone

Conditions
ConditionsYield
With methanol; potassium hydroxide
With methanol; potassium hydroxide at 170 - 180℃; Behandeln des Reaktionsprodukts mit Luft;
With potassium hydroxide; ethanol at 170 - 180℃; Behandeln des Reaktionsprodukts mit Luft;
81-96-9

3-bromobenzanthrone

116-71-2

isoviolanthrone

Conditions
ConditionsYield
With potassium hydroxide; palladium on activated charcoal; Lindlar's catalyst; hydrazine hydrate at 139℃; under 7355.08 Torr;
116-90-5

4,4'-dibenzanthronyl

116-71-2

isoviolanthrone

Conditions
ConditionsYield
With aluminium trichloride; sodium chloride at 120 - 140℃; unter Zusatz von NaNO3, NaNO2 oder As2O5;
With potassium hydroxide beim Schmelzen; Behandeln des Reaktionsprodukts mit Luft;
With potassium hydroxide; sodium acetate at 230 - 240℃; Behandeln des Reaktionsprodukts mit Luft;
116-90-5

4,4'-dibenzanthronyl

A

116-71-2

isoviolanthrone

B

128-64-3

isoviolanthrone

Conditions
ConditionsYield
With potassium hydroxide at 190℃; nachfolgend Behandeln mit Luft;
116-96-1

13,13'-dibenzanthronyl

116-71-2

isoviolanthrone

Conditions
ConditionsYield
With potassium hydroxide; chlorobenzene at 80 - 120℃; Reagens 4: Methanol;
With potassium hydroxide; kerosine at 80 - 120℃; Reagens 4: Aethanol;
With potassium hydroxide; xylene at 80 - 120℃; Reagens 4: Methanol;
6404-64-4

4.4'-Dibenzoyl-dinaphthyl-(1.1')

116-71-2

isoviolanthrone

Conditions
ConditionsYield
With aluminium trichloride at 95 - 100℃;
With aluminium trichloride at 95 - 100℃;
52905-36-9

7H-benzofluoren-7-one-6-carboxylic acid

116-71-2

isoviolanthrone

Conditions
ConditionsYield
With potassium hydroxide at 300 - 360℃;
14205-06-2

[6,6']bi[benz[de]anthracenyl]-7,7'-dione

116-71-2

isoviolanthrone

Conditions
ConditionsYield
With potassium hydroxide; water at 260 - 270℃;
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Chemistry

Product Name: Violanthrone (CAS NO.116-71-2)


Molecular Formula: C34H16O2
Molecular Weight: 456.49g/mol
Mol File: 116-71-2.mol
Einecs: 204-152-0
Appearance: Bluish-black to black powder.
Density: 1.487 g/cm3
Water Solubility: Insoluble in water
Surface Tension: 82.5 dyne/cm
XLogP3-AA: 8
H-Bond Donor: 0
H-Bond Acceptor: 2
Product Categories: Organics

Uses

 Violanthrone (CAS NO.116-71-2) is mainly used for dyeing cotton fibers, affinity is good, color fast, leveling medium. It is less used in printing, colors are more for the fight. It can be used silk, viscose fiber, sticky cotton and cotton dyed-dimensional, but also for the polyester-cotton blend fabrics dyed with disperse dye bath melt, but also for the preparation of organic pigments.

Production

 Violanthrone (CAS NO.116-71-2) is based around benzanthrone as raw material, refined naphthalene medium using potassium hydroxide and sodium acetate alkali fusion and condensation, through the recovery of naphthalene was conducted after the deal was finished refined

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD oral > 5gm/kg (5000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(4), Pg. 93, 1990.
mouse LD50 intraperitoneal 2600mg/kg (2600mg/kg)   Russian Pharmacology and Toxicology Vol. 40, Pg. 137, 1977.
rat LD oral > 5gm/kg (5000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(4), Pg. 93, 1990.
rat LD50 intraperitoneal 5gm/kg (5000mg/kg)   Russian Pharmacology and Toxicology Vol. 40, Pg. 137, 1977.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating fumes.

Specification

 Violanthrone ,its CAS NO. is 116-71-2,the synonyms is Dibenzanthrone ; 5,10-Violanthrenedione ; Ahcovat dark blue bo ; Ahcovatdarkbluebo ; Amanthrene dark blue bo ; Amanthrene supra dark blue bo ; Amanthrenedarkbluebo ; Amanthrenesupradarkbluebo .