Product Name

  • Name

    Anthrone

  • EINECS 201-994-0
  • CAS No. 90-44-8
  • Article Data164
  • CAS DataBase
  • Density 1.194 g/cm3
  • Solubility insoluble in water
  • Melting Point 152-157 ºC
  • Formula C14H10O
  • Boiling Point 343.4 ºC at 760 mmHg
  • Molecular Weight 194.233
  • Flash Point 150.3 ºC
  • Transport Information
  • Appearance off-white to light yellow crystals
  • Safety 26-36
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 90-44-8 (Anthrone)
  • Hazard Symbols IrritantXi,HarmfulXn
  • Synonyms Anthrone(6CI,8CI);9-Oxoanthracene;Anthracene, 9,10-dihydro-9-oxo-;Carbothrone;NSC1965;
  • PSA 17.07000
  • LogP 2.82180

Synthetic route

2-Benzylbenzoic acid
612-35-1

2-Benzylbenzoic acid

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With pyrophosphoryl chloride at 20℃; for 0.5h;100%
With 2C2H3F3O*BF3 In dichloromethane Friedel-Crafts acylation;100%
With Nafion-H In various solvent(s) at 180℃; for 2h; Acylation; Friedel-Crafts intramolecular acylation;92%
9,10-bis(trimethylsilyl)-9,10-dihydro-9,10-epoxyanthracene
96913-94-9

9,10-bis(trimethylsilyl)-9,10-dihydro-9,10-epoxyanthracene

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With trifluoroacetic acid In chloroform-d1 for 0.0833333h;100%
anthracen-9(10H)-one oxime
92560-84-4

anthracen-9(10H)-one oxime

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With dihydrogen peroxide; tripropylammonium fluorochromate (VI) In acetone at 0 - 10℃; for 6.5h;97%
With CuCl*Kieselghur; oxygen In dichloromethane at 20℃; for 0.5h;85%
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-dihydroanthracene
613-31-0

9,10-dihydroanthracene

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; cobalt(II) diacetate tetrahydrate In dichloromethane; water at 0 - 5℃; for 6h; pH=8.3;96%
With manganese(IV) oxide at 105℃; for 0.0416667 - 0.0666667h; Inert atmosphere; Microwave irradiation;90%
With tert.-butylhydroperoxide; 0.5C34H18N16(4-)*2H2O*2Cu(1+)*C3H7NO In water at 20℃; for 4h; Reagent/catalyst; Sonication;87%
9,10-dihydroanthracen-9-ol
611-63-2

9,10-dihydroanthracen-9-ol

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile at 25℃; for 1.58333h;96%
With tert.-butylnitrite; oxygen; 3,6-di(2'-pyridyl)-1,2,4,5-tetrazine; acetic acid In acetonitrile at 20℃; for 4.5h; Irradiation;87%
With ammonium nitrate; hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In water; acetonitrile at 60℃; for 6h; Green chemistry;82%
9-acetoxyanthracene
1499-12-3

9-acetoxyanthracene

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With porcine liver esterase In aq. phosphate buffer; dimethyl sulfoxide at 37℃; for 1h; pH=7.5; Reagent/catalyst; Enzymatic reaction;94%
9,10-dihydroanthracen-9-ol
611-63-2

9,10-dihydroanthracen-9-ol

A

anthracene
120-12-7

anthracene

B

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

anthracen-9(10H)-one

C

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With aluminum oxide; Ru(OH)x; oxygen In para-xylene at 129.85℃; under 760 Torr; for 0.166667h;A 91%
B 7%
C 2%
C24H20O

C24H20O

A

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

anthracen-9(10H)-one

B

1,5-cyclodecadiyne
118620-70-5

1,5-cyclodecadiyne

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran at 25℃; for 0.5h;A n/a
B 90%
Anthronesemicarbazone
132556-02-6

Anthronesemicarbazone

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With potassium permanganate; silica gel In water at 20℃; for 0.25h;88%
With barium permanganate In acetonitrile for 4h; Heating;51%
9,10-dihydroanthracene
613-31-0

9,10-dihydroanthracene

A

anthracene
120-12-7

anthracene

B

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

anthracen-9(10H)-one

C

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With aluminum oxide; Ru(OH)x; oxygen In para-xylene at 129.85℃; under 760 Torr; for 4h; Product distribution; Further Variations:; Reagents;A 88%
B n/a
C n/a
With oxygen In acetonitrile at 25℃; for 24h; Sealed tube; Irradiation; Green chemistry;A 20%
B 9%
C 71%
With [Mn(IV)(O)(BQCN)(H2O)](2+) In water; acetonitrile at 0℃; Kinetics; Concentration; Inert atmosphere;A 22%
B 11%
C 14%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

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

anthracen-9(10H)-one

Conditions
ConditionsYield
In sulfuric acid at 25℃; Rate constant; electrochemical reduction at glassy carbon electrode;87%
electrolysis at a rotating glassy carbon cylinder electrode (U=-0.7 V);87%
With sodium hydroxide; sodium dithionite at 150 - 160℃;
Anthrone 2,4-dinitrophenylhydrazone
132556-00-4

Anthrone 2,4-dinitrophenylhydrazone

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With barium permanganate In acetonitrile for 2h; Heating;85%
9-bromo-9,10-dihydro-anthracene

9-bromo-9,10-dihydro-anthracene

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With oxygen; kieselguhr; copper(l) chloride In toluene for 4h; Oxidation; Heating;81%
9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

A

2-hydroxy-9,10-anthraquinone
605-32-3

2-hydroxy-9,10-anthraquinone

B

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

anthracen-9(10H)-one

C

1-hydroxyanthraquinone
129-43-1

1-hydroxyanthraquinone

D

bianthronyl
434-84-4

bianthronyl

Conditions
ConditionsYield
In sulfuric acid at 15℃; Product distribution; Mechanism; Quantum yield; Irradiation; N2;A 80%
B n/a
C n/a
D n/a
In sulfuric acid at 15℃; Irradiation;A 80%
B n/a
C n/a
D n/a
9,10-dihydroanthracen-9-ol
611-63-2

9,10-dihydroanthracen-9-ol

A

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

anthracen-9(10H)-one

B

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With manganese(III) Schiff-base; dihydrogen peroxide at 20℃; for 4.5h;A 80%
B 16%
2-(benzyl)benzoyl chloride
55810-66-7

2-(benzyl)benzoyl chloride

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With 1,1,1,3',3',3'-hexafluoro-propanol at 20℃; for 5h; Friedel-Crafts Acylation; Inert atmosphere;77%
In 1,2-dichloro-ethane at 23℃; for 2h; Friedel-Crafts Acylation; Inert atmosphere;77%
Nafion-H In benzene for 0.25h; Heating;71 % Chromat.
9,10-dihydroanthracene-9-carboxylic acid
1143-20-0

9,10-dihydroanthracene-9-carboxylic acid

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With potassium carbonate In chloroform at 20℃; for 24h; Irradiation; Inert atmosphere;75%
1,4,4a,9a-tetrahydroanthraquinone
56136-14-2

1,4,4a,9a-tetrahydroanthraquinone

A

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

anthracen-9(10H)-one

B

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With sodium hydrogencarbonate; sodium sulfite at 180℃; for 1h;A 70%
B 10%
10-diazo-10H-anthracen-9-one
1705-82-4

10-diazo-10H-anthracen-9-one

butyl magnesium bromide
693-04-9

butyl magnesium bromide

A

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

anthracen-9(10H)-one

B

10-butyl-10-hydroxy-anthrone
177979-76-9

10-butyl-10-hydroxy-anthrone

C

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

D

10-(Butyl-hydrazono)-10H-anthracen-9-one

10-(Butyl-hydrazono)-10H-anthracen-9-one

Conditions
ConditionsYield
In benzene for 2h; Ambient temperature; Further byproducts given;A 2%
B 3%
C 20%
D 62%
2-Methylbenzophenone
131-58-8

2-Methylbenzophenone

p-benzoquinone
106-51-4

p-benzoquinone

A

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

anthracen-9(10H)-one

B

2-[2-(2-benzoylphenyl)ethyl]benzophenone
7111-75-3

2-[2-(2-benzoylphenyl)ethyl]benzophenone

C

2-(2-Benzoyl-benzyl)-[1,4]benzoquinone

2-(2-Benzoyl-benzyl)-[1,4]benzoquinone

Conditions
ConditionsYield
In benzene Product distribution; Irradiation; laser jet;A 19%
B 6%
C 60%
In benzene Irradiation;A 19%
B 6%
C 60%
2-benzylidene-1-phenylbenzocyclobuten-1-ol
144303-04-8

2-benzylidene-1-phenylbenzocyclobuten-1-ol

A

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

anthracen-9(10H)-one

B

9-benzylanthracene
1498-71-1

9-benzylanthracene

C

benzylideneanthrone
14343-92-1

benzylideneanthrone

D

10-benzyl-9(10H)-anthracenone
16603-23-9

10-benzyl-9(10H)-anthracenone

E

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
In decalin for 16h; Product distribution; Heating; other 2-benzylidene-benzocyclobuten-1-ols;A n/a
B n/a
C 50%
D 24%
E 15%
9,10-dihydroanthracene
613-31-0

9,10-dihydroanthracene

acetic acid
64-19-7

acetic acid

A

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

anthracen-9(10H)-one

B

acetic acid 10-oxo-9,10-dihydro-anthracen-9-yl ester
1705-94-8

acetic acid 10-oxo-9,10-dihydro-anthracen-9-yl ester

C

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With sodium acetate In acetonitrile anodic oxidadion;A 7%
B 48%
C 15%
anthracene
120-12-7

anthracene

A

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

anthracen-9(10H)-one

B

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With [Mn(IV)(O)(BQCN)(H2O)](2+) In water; acetonitrile at 0℃; Kinetics; Concentration; Inert atmosphere;A 47%
B 17%
With sodium hydroxide at 80 - 85℃; Einleiten von Chlor;
With copper diacetate; oxygen; sodium chloride In acetic acid at 90℃; under 380 Torr; for 1h; Rate constant; Product distribution; Mechanism; var. conc. of Cu(OAc)2 and NaCl, different times;
for 2h; Photolysis;
anthracene
120-12-7

anthracene

A

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

anthracen-9(10H)-one

B

oxanthrone
549-99-5

oxanthrone

C

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With phosphate buffer; Fe(III) meso-tetrakis(3,5-disulfonatomesityl)porphyrin; dihydrogen peroxide In acetonitrile at 20℃; for 0.5h; Mechanism;A n/a
B 5%
C 21%
With phosphate buffer; Fe(III) tetrasulfophthalocyanine; dihydrogen peroxide In acetonitrile at 20℃; for 0.0166667h;A n/a
B 5 % Chromat.
C 21 % Chromat.
With potassium peroxomonosulfate; phosphate buffer; Fe(III) meso-tetrakis(3,5-disulfonatomesityl)porphyrin In acetonitrile at 20℃; for 1h;A n/a
B 43 % Chromat.
C 16 % Chromat.
9,10-dihydroanthracene
613-31-0

9,10-dihydroanthracene

A

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

anthracen-9(10H)-one

B

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With oxygen In acetone for 10h; Irradiation;A 6.8%
B 20.7%
methanol
67-56-1

methanol

10-(Diethoxymethyl)-9-anthrone
77224-36-3

10-(Diethoxymethyl)-9-anthrone

A

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

anthracen-9(10H)-one

B

10-(Dimethoxymethyl)-9-anthrone
77224-42-1

10-(Dimethoxymethyl)-9-anthrone

Conditions
ConditionsYield
With sodium methylate for 0.333333h;A 3%
B 5%
2-benzofuran-1(3H)-one
87-41-2

2-benzofuran-1(3H)-one

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

anthracen-9(10H)-one

Conditions
ConditionsYield
With aluminium trichloride; benzene
diethyl ether
60-29-7

diethyl ether

10-bromo-10H-anthracen-9-one
1560-32-3

10-bromo-10H-anthracen-9-one

phenylmagnesium bromide

phenylmagnesium bromide

A

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

anthracen-9(10H)-one

B

bianthronyl
434-84-4

bianthronyl

C

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

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

anthracen-9(10H)-one

allyl bromide
106-95-6

allyl bromide

10,10-bisallylanthrone
57996-28-8

10,10-bisallylanthrone

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane for 1.5h; Ambient temperature;100%
With sodium hydroxide In water for 2h;70%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane; water for 1h; Schlenk technique; Inert atmosphere;63%
With lithium methanolate
N-methylmaleimide
930-88-1

N-methylmaleimide

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

anthracen-9(10H)-one

4-Hydroxy-2-methyl-3a,4,9,9a-tetrahydro-4,9<1',2'>benzeno-1H-benzisoindole-1,3(2H)-dione
118494-66-9

4-Hydroxy-2-methyl-3a,4,9,9a-tetrahydro-4,9<1',2'>benzeno-1H-benzisoindole-1,3(2H)-dione

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 0.25h; Ambient temperature; other anthrones, other dienophiles;100%
In N,N-dimethyl-formamide at 25℃; Product distribution; other related phenols, hydroquinones, and naphthacene analogues, other dienophiles, var. solvents and temperatures; solvent-dependent diene reactivity, base-catalyzed Diels-Alder reaction;100%
With triethylamine In tetrahydrofuran at 24℃; for 0.25h;100%
dihydroquinidine 9-O-(4-chlorobenzoate) In chloroform
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

10,10-Dibut-2-enylanthrone
119060-49-0

10,10-Dibut-2-enylanthrone

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane for 1.5h; Ambient temperature;100%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

cis-11,12-Dicyano-9,10-dihydro-9-hydroxy-9,10-ethanoanthracene
125250-02-4

cis-11,12-Dicyano-9,10-dihydro-9-hydroxy-9,10-ethanoanthracene

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 1h;100%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

trans-1-(4-fluorophenyl)-2-nitro-ethene
706-08-1, 5153-69-5

trans-1-(4-fluorophenyl)-2-nitro-ethene

(R)‐10‐(1‐(4‐fluorophenyl)‐2‐nitroethyl)anthracen‐9(10H)‐one

(R)‐10‐(1‐(4‐fluorophenyl)‐2‐nitroethyl)anthracen‐9(10H)‐one

Conditions
ConditionsYield
With O-benzoylcupreine In dichloromethane at -40℃; for 12h; asymmetric Michael addition reaction;99%
(E)-5-(2-(furan-2-yl)vinyl)-3-methyl-4-nitroisoxazole

(E)-5-(2-(furan-2-yl)vinyl)-3-methyl-4-nitroisoxazole

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

anthracen-9(10H)-one

(+)-10-(1-(furan-2-yl)-2-(3-methyl-4-nitroisoxazol-5-yl)ethyl)anthracen-9(10H)-one

(+)-10-(1-(furan-2-yl)-2-(3-methyl-4-nitroisoxazol-5-yl)ethyl)anthracen-9(10H)-one

Conditions
ConditionsYield
With C15H22FN3S In dichloromethane at -20℃; for 24h; Michael condensation; optical yield given as %ee; enantioselective reaction;99%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

(E)-5-(2-bromostyryl)-3-methyl-4-nitro-isoxazole
1312365-18-6

(E)-5-(2-bromostyryl)-3-methyl-4-nitro-isoxazole

(-)-10-(1-(2-bromophenyl)-2-(3-methyl-4-nitroisoxazol-5-yl)ethyl)anthracen-9(10H)-one

(-)-10-(1-(2-bromophenyl)-2-(3-methyl-4-nitroisoxazol-5-yl)ethyl)anthracen-9(10H)-one

Conditions
ConditionsYield
With C15H22FN3S In dichloromethane at -20℃; for 24h; Michael condensation; optical yield given as %ee; enantioselective reaction;99%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

(E)-5-(3-bromostyryl)-3-methyl-4-nitroisoxazole
1312365-19-7

(E)-5-(3-bromostyryl)-3-methyl-4-nitroisoxazole

(+)-10-(1-(3-bromophenyl)-2-(3-methyl-4-nitroisoxazol-5-yl)ethyl)anthracen-9(10H)-one

(+)-10-(1-(3-bromophenyl)-2-(3-methyl-4-nitroisoxazol-5-yl)ethyl)anthracen-9(10H)-one

Conditions
ConditionsYield
With C15H22FN3S In dichloromethane at -20℃; for 24h; Michael condensation; optical yield given as %ee; enantioselective reaction;99%
(E)-3-methyl-4-nitro-5-styrylisoxazole
51978-94-0, 53557-94-1

(E)-3-methyl-4-nitro-5-styrylisoxazole

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

anthracen-9(10H)-one

(+)-10-(2-(3-methyl-4-nitroisoxazol-5-yl)-1-phenylethyl)anthracen-9(10H)-one

(+)-10-(2-(3-methyl-4-nitroisoxazol-5-yl)-1-phenylethyl)anthracen-9(10H)-one

Conditions
ConditionsYield
With C15H22FN3S In dichloromethane at -20℃; for 24h; Michael condensation; optical yield given as %ee; enantioselective reaction;99%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

2-chlorocarbonyl-1,4-dimethylnaphthalene

2-chlorocarbonyl-1,4-dimethylnaphthalene

2-(9'-anthryloxy)carbonyl-1,4-dimethylnaphthalene

2-(9'-anthryloxy)carbonyl-1,4-dimethylnaphthalene

Conditions
ConditionsYield
Stage #1: anthracen-9(10H)-one With sodium hydride In tetrahydrofuran at -20℃; for 0.166667h; Inert atmosphere; Darkness;
Stage #2: 2-chlorocarbonyl-1,4-dimethylnaphthalene In tetrahydrofuran at -20℃; for 1.08333h; Inert atmosphere; Darkness;
99%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

4-acetoxybenzyl chloride
39720-27-9

4-acetoxybenzyl chloride

10,10-bis-(4-hydroxybenzyl)-9(10H)-anthracenone
79769-72-5

10,10-bis-(4-hydroxybenzyl)-9(10H)-anthracenone

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 95℃; for 2h;98%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

9,10-anthraquinone-9-oxime
14090-75-6

9,10-anthraquinone-9-oxime

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite In N,N-dimethyl-formamide for 12h; ice bath;98%
With hydrogenchloride; sodium nitrite In N,N-dimethyl-formamide at 25℃; for 12h;80%
Stage #1: anthracen-9(10H)-one With sodium; isopentyl nitrite In ethanol at 20℃; Inert atmosphere;
Stage #2: With hydrogenchloride In ethanol; water Cooling with ice; Inert atmosphere;
57%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

1-nitro-2-(4-chlorophenyl)ethylene
101671-01-6

1-nitro-2-(4-chlorophenyl)ethylene

(R)‐10‐(1‐(4‐chlorophenyl)‐2‐nitroethyl)anthracen‐9(10H)‐one

(R)‐10‐(1‐(4‐chlorophenyl)‐2‐nitroethyl)anthracen‐9(10H)‐one

Conditions
ConditionsYield
With O-benzoylcupreine In dichloromethane at -40℃; for 12h; asymmetric Michael addition reaction;98%
nitrostyrene
5153-67-3

nitrostyrene

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

anthracen-9(10H)-one

(R)‐10‐(2‐nitro‐1‐phenylethyl)anthracen‐9(10H)‐one

(R)‐10‐(2‐nitro‐1‐phenylethyl)anthracen‐9(10H)‐one

Conditions
ConditionsYield
With C50H38N10O6 In toluene at 20℃; for 48h; Catalytic behavior; Reagent/catalyst; Time; Solvent; Michael Addition; enantioselective reaction;98%
With O-benzoylcupreine In dichloromethane at -40℃; for 12h; asymmetric Michael addition reaction;94%
N-phenyl-maleimide
941-69-5

N-phenyl-maleimide

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

anthracen-9(10H)-one

1-hydroxy-17-phenyl-17-azapentacyclo[6.6.5.0(2,7).0(9,14).0(15,19)]nonadeca-2,4,6,9 (14),10,12-hexaene-16,18-dione

1-hydroxy-17-phenyl-17-azapentacyclo[6.6.5.0(2,7).0(9,14).0(15,19)]nonadeca-2,4,6,9 (14),10,12-hexaene-16,18-dione

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium chloride at 20℃; for 0.5h; Diels-Alder reaction;98%
With triethylamine In dichloromethane at 23℃; for 3h; Diels-Alder reaction;
With triethylamine In chloroform at 20℃; for 24h;
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

4-(3-Bromphenyl)-3-buten-2-on
26891-02-1

4-(3-Bromphenyl)-3-buten-2-on

(S)-9-(1-(3-bromophenyl)-3-oxobutyl)anthracen-10(9H)-one
1236557-10-0

(S)-9-(1-(3-bromophenyl)-3-oxobutyl)anthracen-10(9H)-one

Conditions
ConditionsYield
With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methyl)thiourea In toluene at 20℃; for 72h; Michael addition; optical yield given as %ee; enantioselective reaction;98%
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

(S)-9-(1-(2-chlorophenyl)-3-oxobutyl)anthracen-10(9H)-one
1236556-97-0

(S)-9-(1-(2-chlorophenyl)-3-oxobutyl)anthracen-10(9H)-one

Conditions
ConditionsYield
With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((S)-(6-methoxyquinolin-4-yl)((2S,4S,8R)-8-vinylquinuclidin-2-yl)methyl)thiourea In toluene at 20℃; for 72h; Michael addition; optical yield given as %ee; enantioselective reaction;98%
N-methylmaleimide
930-88-1

N-methylmaleimide

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

anthracen-9(10H)-one

1-hydroxy-17-methyl-17-azapentacyclo[6.6.5.0(2,7).0(9,14).0(15,19)]nonadeca-2,4,6,9 (14),10,12-hexaene-16,18-dione

1-hydroxy-17-methyl-17-azapentacyclo[6.6.5.0(2,7).0(9,14).0(15,19)]nonadeca-2,4,6,9 (14),10,12-hexaene-16,18-dione

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium chloride at 20℃; for 0.5h; Diels-Alder reaction;98%
N-Ethylmaleimide
128-53-0

N-Ethylmaleimide

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

anthracen-9(10H)-one

1-hydroxy-17-ethyl-17-azapentacyclo[6.6.5.0(2,7).0(9,14).0(15,19)]nonadeca-2,4,6,9 (14),10,12-hexaene-16,18-dione

1-hydroxy-17-ethyl-17-azapentacyclo[6.6.5.0(2,7).0(9,14).0(15,19)]nonadeca-2,4,6,9 (14),10,12-hexaene-16,18-dione

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium chloride at 20℃; for 0.5h; Diels-Alder reaction;98%

Anthrone Consensus Reports

 Anthrone (CAS NO.90-44-8) is reported in EPA TSCA Inventory.

Anthrone Specification

1.Introduction of Anthrone

The Anthrone, with its CAS NO 90-44-8, is a kind of off-white to light yellow crystals. It has synonyms of Anthrone(6CI,8CI);9-Oxoanthracene;Anthracene, 9,10-dihydro-9-oxo-;Carbothrone and NSC1965. Anthrone should be stored in a cool, dry place and in a tightly closed container. It is mainly used for a popular cellulose assay and in the colorometric determination of carbohydrates.

2.Properties of Anthrone

(1) Molecular Weight: 194.2286  (2) IUPAC Name: 10H-anthracen-9-one  (3) Appearance: off-white to light yellow crystals
(4) Nominal Mass: 194 Da  (5) Average Mass: 194.2286 Da  (6) Monoisotopic Mass: 194.073165 Da
(7) Index of Refraction: 1.639  (8) Molar Refractivity: 58.53 cm3  (9) Molar Volume: 162.5 cm3
(10) Surface Tension: 48.7 dyne/cm  (11) Density: 1.194 g/cm3  (12) Flash Point: 150.3 °C
(13) Enthalpy of Vaporization: 58.72 kJ/mol  (14) Boiling Point: 343.4 °C at 760 mmHg (15) Vapour Pressure: 7.07E-05 mmHg at 25°C
 

3.Structure descriptors of Anthrone

IUPAC Name: 10H-anthracen-9-one

InChI: InChI=1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2

InChIKey: RJGDLRCDCYRQOQ-UHFFFAOYSA-NCanonical SMILES : C1C2=CC=CC=C2C(=O)C3=CC=CC=C31
 

4.Safety information of Anthrone

Hazard Codes: HarmfulXnIrritantXi
Risk Statements: 36/37/38-20/21/22
R36/37/38: Irritating to eyes, respiratory system and skin
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
WGK Germany: 3
RTECS: CB8925500
F: 8
Mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.
 

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