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Anthraquinone cas 84-65-1
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2,6-dimethyl-4-(3-methylphenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid dimethyl ester
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84-65-1 Usage

Chemical Properties

dull yellow powder

Definition

ChEBI: An anthraquinone that is anthracene in which positions 9 and 10 have been oxidised to carbonyls.

General Description

Yellow crystals or powder.

Uses

Starting material for the manufacture of dyes; bird repellent.

Uses

A precursor for dye formation

Reactivity Profile

Anthraquinone is incompatible with strong oxidizing agents.

Uses

bird repellant, irritant

Air & Water Reactions

Insoluble in water.

Purification Methods

Crystallise anthraquinone from CHCl3 (38mL/g), *benzene, or boiling acetic acid, wash it with a little EtOH and dry it under vacuum over P2O5. [Beilstein 7 IV 2556.]

Agricultural Uses

Repellent, Seed treatment: Used as a seed dressing or protectant. Banned in EU.

Trade name

(p)ANTHRAPEL®; FLIGHT CONTROL- PLUS®; HOELITE®; MORKIT®; REPELL®

Fire Hazard

Anthraquinone is combustible.

84-65-1 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Sigma-Aldrich (67372)  Meltingpointstandard283-286°C  analytical standard 84-65-1 67372-1G 1,546.74CNY Detail
Sigma-Aldrich (67372)  Meltingpointstandard283-286°C  analytical standard 84-65-1 67372-250MG 465.66CNY Detail
Sigma-Aldrich (31466)  Anthraquinone  PESTANAL®, analytical standard 84-65-1 31466-50MG 487.89CNY Detail
Alfa Aesar (A12735)  9,10-Anthraquinone, 98+%    84-65-1 5000g 5945.0CNY Detail
Alfa Aesar (A12735)  9,10-Anthraquinone, 98+%    84-65-1 1000g 2098.0CNY Detail
Alfa Aesar (A12735)  9,10-Anthraquinone, 98+%    84-65-1 250g 592.0CNY Detail

84-65-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 9,10-anthraquinone

1.2 Other means of identification

Product number -
Other names anthraquinone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Dyes,Processing aids, not otherwise listed,Surface active agents
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:84-65-1 SDS

84-65-1Synthetic route

9,10-dihydroanthracene
613-31-0

9,10-dihydroanthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With oxygen In acetone at 20℃; under 760.051 Torr; for 10h; Reagent/catalyst; Solvent; Irradiation;100%
With [bis(acetoxy)iodo]benzene; tert-butyl hydroxyperoxide; 3-chloro-benzenecarboperoxoic acid In 2,2,2-trifluoroethanol at 20℃; for 9h;99%
With 2-Picolinic acid; manganese(II) perchlorate hexahydrate; dihydrogen peroxide; sodium acetate In acetonitrile at 0 - 20℃;99%
anthracene
120-12-7

anthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With nicotinium dichromate In acetic acid for 0.75h; Heating;100%
With potassium bromate In acetic acid Heating;100%
With ruthenium trichloride; dihydrogen peroxide; acetic acid100%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With aluminum oxide; potassium permanganate; water In 1,2-dichloro-ethane for 75h; Ambient temperature;100%
With aluminum oxide; potassium permanganate for 75h;100%
With cerium(III) sulfate; barium bromate In water; acetonitrile for 20h; Heating;97%
9,10-dihydro-9,10-dihydroxyanthracene
58343-58-1

9,10-dihydro-9,10-dihydroxyanthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
In neat (no solvent) at 20℃; for 0.0333333h; Microwave irradiation;100%
With tert.-butylhydroperoxide; RhCl(PPh3)3 In benzene at 70℃; for 48h;87%
With tert.-butylhydroperoxide; RhCl(PPh3)3 In benzene at 70℃; for 48h;87%
9-methylsulfinyl-10-(methylthio)anthracene

9-methylsulfinyl-10-(methylthio)anthracene

A

Dimethyldisulphide
624-92-0

Dimethyldisulphide

B

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
Stage #1: 9-methylsulfinyl-10-(methylthio)anthracene With air; sulfuric acid In dichloromethane at 20℃; for 0.0833333h; Rearrangement;
Stage #2: With water; sodium hydrogencarbonate Hydrolysis;
A n/a
B 100%
1-anthracen-9-yl-ethane-1,2-diol

1-anthracen-9-yl-ethane-1,2-diol

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With osmium(VIII) oxide; trimethylamine-N-oxide In tetrahydrofuran; pyridine; water at 65℃;100%
anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With water; sodium hydroxide In tetrahydrofuran at 20℃; for 2h; Reagent/catalyst;99.03%
9,10-dimethoxyanthracene
2395-97-3

9,10-dimethoxyanthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With zinc(II) nitrate; silica gel In tetrachloromethane for 0.25h; Heating;98%
With hydrogenchloride; iodosylbenzene for 0.0833333h; Oxidation;79%
With air; acetic acid Irradiation;
With bromine
With iodine
9-vinylanthracene
2444-68-0

9-vinylanthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With aluminum oxide; potassium permanganate In dichloromethane at 20℃; for 72h;98%
buta-1,3-diene
106-99-0

buta-1,3-diene

hydroquinone
123-31-9

hydroquinone

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With oxygen; pyrographite In 5,5-dimethyl-1,3-cyclohexadiene; toluene at 120℃; under 760.051 Torr; for 48h; Schlenk technique; Cooling with ice;98%
2-Benzoylbenzoic acid
85-52-9

2-Benzoylbenzoic acid

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With sulfuric acid at 100℃;97.8%
With sulfuric acid 1.) 140-200 deg C, vacuum 100-20 mm Hg, 2.) 180-200 deg C, 10 min;93%
With Nafion-H In various solvent(s) at 180℃; for 3h; Acylation; Friedel-Crafts intramolecular acylation;90%
9-anthracene aldehyde
642-31-9

9-anthracene aldehyde

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With N-Bromosuccinimide In water; N,N-dimethyl-formamide at 20 - 80℃; for 4h; Reagent/catalyst; Solvent;97%
With water; potassium bromide In chloroform at 25℃; for 1.56667h; pH=12; pH-value; Electrochemical reaction;96%
With 1-ethyl-2,3-dimethylimidazolium iodide; sodium hydride In tetrahydrofuran at 20℃; for 72h;46%
With potassium bromate In acetic acid for 0.5h; Heating;80 mg
With tetrabutylammomium bromide; oxygen In dimethylsulfoxide-d6; chloroform-d1 at 25℃; for 8h; Reagent/catalyst; Irradiation;
N-(anthracen-9-yl)acetamide
37170-96-0

N-(anthracen-9-yl)acetamide

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With Selectfluor In methanol at 30℃; for 0.5h;97%
9,10-dihydroanthracene
613-31-0

9,10-dihydroanthracene

[(C12H8N2)2Mn(μ-O)2Mn(C12H8N2)2](ClO4)4

[(C12H8N2)2Mn(μ-O)2Mn(C12H8N2)2](ClO4)4

A

[(1,10-phenanthroline)2Mn(η1-OClO3)2]
100685-12-9, 463965-74-4

[(1,10-phenanthroline)2Mn(η1-OClO3)2]

B

anthracene
120-12-7

anthracene

C

anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

D

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
In acetonitrile Kinetics; the soln. in acetonitrile was allowed to stand overnight at room temp.; the organic products were detected by GC/MS; the soln. was layered with ether;A n/a
B 97%
C 0.8%
D 2%
9,10-bromoanthracene-9-carbaldehyde
93496-77-6

9,10-bromoanthracene-9-carbaldehyde

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With N-Bromosuccinimide In water; N,N-dimethyl-formamide at 20 - 80℃; for 4h;97%
With water; potassium bromide In chloroform at 25℃; pH=9; Electrochemical reaction;95%
9,10-epidioxy-9,10-dihydroanthracene
4741-24-6

9,10-epidioxy-9,10-dihydroanthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;97%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 60℃;74%
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With water; potassium bromide In chloroform at 25℃; pH=9; Electrochemical reaction;96%
With air; ethanol Irradiation.Sonnenlicht;
With osmium(VIII) oxide In hexane at 25℃; for 4.75h; Irradiation;
Multi-step reaction with 3 steps
1: potassium thioacetate; potassium phosphate; bis(dibenzylideneacetone)-palladium(0); 1,1'-bis-(diphenylphosphino)ferrocene / toluene; acetone / 48 h / Inert atmosphere; Reflux
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / Reflux
3: oxygen / 12 h / Irradiation
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere
1.2: 2 h / -78 - 20 °C / Inert atmosphere
1.3: Inert atmosphere
2.1: oxygen / acetonitrile / 0.5 h / Irradiation
View Scheme
9-Anthracenecarboxylic acid
723-62-6

9-Anthracenecarboxylic acid

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With N-Bromosuccinimide In water; N,N-dimethyl-formamide at 20 - 80℃; for 3.5h;96%
With water; potassium bromide In chloroform at 25℃; pH=9; Electrochemical reaction;91%
With chromium(VI) oxide; acetic acid
With air
With perchloric acid; water In acetonitrile at 20℃; Electrochemical reaction; Inert atmosphere;
9,10-dihydroanthracene
613-31-0

9,10-dihydroanthracene

A

anthracene
120-12-7

anthracene

B

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; H5PV2Mo10O40(1,11) In toluene for 24h; Ambient temperature;A 96%
B 4%
With dinitrogen monoxide; Ru(5,10,15,20-tetramesitylporphyrin)(O)2 In benzene at 200℃; under 7600 Torr; for 20h; Product distribution; Further Variations:; Solvents; Reagents; Temperatures;A 9%
B 90%
With dinitrogen monoxide; dioxo(tetramesitylporphyrinato)ruthenium(VI) In benzene at 200℃; under 7600 Torr; for 20h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures;A 9%
B 90%
9-methoxyanthracene
2395-96-2

9-methoxyanthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With water; potassium bromide In chloroform at 25℃; pH=9; Electrochemical reaction;96%
10-benzhydrylidene-9-anthrone
667-91-4

10-benzhydrylidene-9-anthrone

A

benzophenone
119-61-9

benzophenone

B

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With methyl 3,5-bis((1H-1,2,4-triazol-1-yl)methyl)benzoate; oxygen; sodium acetate; nickel dibromide at 120℃; under 760.051 - 912.061 Torr; for 48h; chemoselective reaction;A 94%
B 96%
1-<<(4-fluorophenyl)sulfonyl>oxy>-9,10-anthraquinone
123412-37-3

1-<<(4-fluorophenyl)sulfonyl>oxy>-9,10-anthraquinone

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With triethylammonium formate; palladium diacetate; 1,3-bis-(diphenylphosphino)propane In 1,4-dioxane at 90℃; for 0.5h; Product distribution;95%
9-hydroxymethylanthracene
1468-95-7

9-hydroxymethylanthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With sodium bromate; nitric acid; Nafion-Ce(IV) In acetonitrile for 1h; Heating;95%
With sodium bromate; Nafion-Ce(IV); Nafion-H In water; acetonitrile for 4h; Heating;90%
With water; potassium bromide In chloroform at 25℃; pH=9; Electrochemical reaction;84%
With air In water-d2
anthracene; phenanthrene; mixture of

anthracene; phenanthrene; mixture of

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
Stage #1: anthracene; phenanthrene; mixture of With manganese(II)carbonate; oxygen; acetic anhydride; acetic acid; sodium bromide at 100℃; for 24h;
Stage #2: With water; dihydrogen peroxide at 50℃; for 2h;
95%
9,10-Diaminoanthrazene
53760-37-5

9,10-Diaminoanthrazene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With sodium periodate In water; ethyl acetate at 20℃; for 0.166667h;95%
With [bis(acetoxy)iodo]benzene In acetone at 20℃; for 0.25h;90%
1,4-dihydro-9,10-anthraquinone
885-19-8

1,4-dihydro-9,10-anthraquinone

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
palladium on activated charcoal In toluene for 12h; Heating;94%
With air
9-methoxyanthracene-10-carboxaldehyde
63934-06-5

9-methoxyanthracene-10-carboxaldehyde

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With water; potassium bromide In chloroform at 25℃; pH=9; Electrochemical reaction;94%
With N-Bromosuccinimide In water; N,N-dimethyl-formamide at 20 - 80℃; for 3h;92%
bei der Oxydation;
With (bipyH2)-CrOCl5 In dichloromethane for 12h; Ambient temperature; other reagents, variation of conditions protic or aprotic media;
9,10-diacetoxy-9,10-dihydro-9,10-epidioxidoanthracene

9,10-diacetoxy-9,10-dihydro-9,10-epidioxidoanthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With sodium hydroxide In water; acetonitrile at 20℃; for 5h;94%
9,10-dihydroanthracen-9,10-dicarbaldehyde
71440-45-4

9,10-dihydroanthracen-9,10-dicarbaldehyde

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With tetrafluoroboric acid diethyl ether; iodosylbenzene In diethyl ether; dichloromethane at 20℃; for 2h;93%
9,10-bis(trimethylsilyloxy)anthracene
28871-52-5

9,10-bis(trimethylsilyloxy)anthracene

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With lithium perchlorate In acetonitrile anode potential 1.0 V vs. SCE, graphite felt anode, 2.5 F mol-1;92%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

9,10-Dihydroxyanthracene
4981-66-2

9,10-Dihydroxyanthracene

Conditions
ConditionsYield
at 24.84℃; Kinetics; Quantum yield; UV-irradiation;100%
With aluminium(III) iodide In acetonitrile for 1h; Heating;70%
With sodiumsulfide nonahydrate In ethanol at 78℃; for 2h; Inert atmosphere;10%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

5,6-dihydro-6,11-dioxomorphanthridine
1143-50-6

5,6-dihydro-6,11-dioxomorphanthridine

Conditions
ConditionsYield
With sodium azide; sulfuric acid In dichloromethane at 0 - 20℃;100%
With sodium azide; sulfuric acid In chloroform at 20 - 40℃; for 4h;97%
Stage #1: 9,10-phenanthrenequinone With sulfuric acid In dichloromethane at 0℃; Schlenk technique; Inert atmosphere;
Stage #2: With sodium azide In dichloromethane at 0 - 20℃; for 16h; Schlenk technique; Inert atmosphere;
96%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

dimethyl 4,5-bis(methylthio)-1,3-dithiole phosphonate ester
138519-02-5

dimethyl 4,5-bis(methylthio)-1,3-dithiole phosphonate ester

bis[4,5-di(methylsulfanyl)-1,3-dithiol-2-ylidene]-9,10-dihydroanthracene
159638-86-5

bis[4,5-di(methylsulfanyl)-1,3-dithiol-2-ylidene]-9,10-dihydroanthracene

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h;100%
With n-butyllithium In tetrahydrofuran; hexane 1.) -78 deg C, 0.5 h, 2.) -78 deg C, 1 h; -78 deg C to r.t., overnight;38%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

allylindium sesquiiodide

allylindium sesquiiodide

10-[1-(prop-2-enyl)]-10-hydroxy-9(10H)-anthracenone
32501-68-1

10-[1-(prop-2-enyl)]-10-hydroxy-9(10H)-anthracenone

Conditions
ConditionsYield
In N,N-dimethyl-formamide at -23℃; for 3h;100%
N-benzylglycine
17136-36-6

N-benzylglycine

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

N-benzyl-10H-spiro[anthracene-9,5′-oxazolidin]-10-one

N-benzyl-10H-spiro[anthracene-9,5′-oxazolidin]-10-one

Conditions
ConditionsYield
With formaldehyd In 1,4-dioxane; benzene for 3h; Reflux; Dean-Stark;100%
formaldehyd
50-00-0

formaldehyd

N-benzylglycine
17136-36-6

N-benzylglycine

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

N-benzyl-10H-spiro[anthracene-9,5′-oxazolidin]-10-one

N-benzyl-10H-spiro[anthracene-9,5′-oxazolidin]-10-one

Conditions
ConditionsYield
In 1,4-dioxane; benzene for 3h; Dean-Stark; Reflux;100%
sodium metaborate

sodium metaborate

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

sodium perborate hexahydrate

sodium perborate hexahydrate

Conditions
ConditionsYield
With oxygen; nickel In xylene in a cyclic oxidation process, anthraquinone in xylol/2-octanol (1:1) is reduced over Ni/H2, the cat. is removed and sodium metaborate (containing seed crystals of peroxoborate) is added; subsequent oxidation with O2 at 30°C for 20-30 min.;; containing 10% of active oxygene;;99.5%
With O2; nickel In xylene; further solvent(s) in a cyclic oxidation process, anthraquinone in xylol/2-octanol (1:1) is reduced over Ni/H2, the cat. is removed and sodium metaborate (containing seed crystals of peroxoborate) is added; subsequent oxidation with O2 at 30°C for 20-30 min.;; containing 10% of active oxygene;;99.5%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

1-nitroanthraquinone
82-34-8

1-nitroanthraquinone

Conditions
ConditionsYield
In water; nitric acid99.2%
With phosphoric acid; sulfuric acid; nitric acid In tetrachloromethane for 6h; Ambient temperature;90%
With nitric acid In water71%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

9,10-bis(formamido)anthracene
10303-96-5

9,10-bis(formamido)anthracene

Conditions
ConditionsYield
for 12h; Reflux;99%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

9,10-dihydroanthracene
613-31-0

9,10-dihydroanthracene

Conditions
ConditionsYield
With hydrogen iodide; acetic acid for 120h; Heating;99%
With phenylphosphane at 140℃; for 72h;91%
With potassium hydroxide; Raney Ni-Al alloy In water at 90℃; for 8h;91%
Conditions
ConditionsYield
With triphenylphosphine In benzene at 20℃; for 24h; Corey-Fuchs olefination;99%
With triphenylphosphine In benzene at 20℃; for 24h;96%
With triphenylphosphine In dichloromethane at 20℃;91%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

glycerol
56-81-5

glycerol

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

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

Conditions
ConditionsYield
Stage #1: 9,10-phenanthrenequinone With sulfuric acid; hydrogen; sodium dodecyl-sulfate In chlorobenzene under 10501.1 Torr; Heating;
Stage #2: glycerol With sulfuric acid In chlorobenzene Reagent/catalyst; Pressure; Heating;
98.8%
in schwefelsaurer Loesung;
With sulfuric acid; acetic anhydride
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

1-anthraquinonesulfonic acid
82-49-5

1-anthraquinonesulfonic acid

Conditions
ConditionsYield
In nitric acid-treated palladium; sulfuric acid98%
With sulfuric acid; sulfur trioxide; mercury at 130℃;
With mercurosulfate; sulfuric acid; sulfur trioxide at 150℃;
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

cis-11,12-Dicyano-9,10-ethano-9,10-dihydro-9,10-dihydroxyanthracene
132206-01-0

cis-11,12-Dicyano-9,10-ethano-9,10-dihydro-9,10-dihydroxyanthracene

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In pyridine for 2h;98%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

dimethyl 1,3-benzodithiol-2-ylphosphonate
62217-35-0

dimethyl 1,3-benzodithiol-2-ylphosphonate

9,10-bis-(1,3-benzdithiol-2-ylidene)-9,10-dihydroanthracene
69213-08-7

9,10-bis-(1,3-benzdithiol-2-ylidene)-9,10-dihydroanthracene

Conditions
ConditionsYield
Stage #1: dimethyl 1,3-benzodithiol-2-ylphosphonate With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Wittig-Horner reaction;
Stage #2: 9,10-phenanthrenequinone In tetrahydrofuran; hexane at 20℃;
98%
With n-butyllithium 1.) THF, -78 deg C, 20 min, 2.) -78 deg C, 1 h -> r.t., 24 h; Yield given. Multistep reaction;
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

aniline
62-53-3

aniline

N,N'-diphenylanthroquinonediimine
34863-09-7

N,N'-diphenylanthroquinonediimine

Conditions
ConditionsYield
With aluminum (III) chloride; triethylamine In chloroform at 20℃; for 2h;97.2%
With boric acid; tin(ll) chloride
With aluminium trichloride
With aluminum tri-bromide
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

phenyltellurotrimethylsilane
73296-31-8

phenyltellurotrimethylsilane

9,10-bis(trimethylsilyloxy)anthracene
28871-52-5

9,10-bis(trimethylsilyloxy)anthracene

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.5h; reductive silylation;97%

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