Product Name

  • Name

    10,10-Dimethylanthrone

  • EINECS 226-666-4
  • CAS No. 5447-86-9
  • Article Data21
  • CAS DataBase
  • Density 1.105g/cm3
  • Solubility
  • Melting Point 101-103ºC
  • Formula C16H14O
  • Boiling Point 346.6°Cat760mmHg
  • Molecular Weight 222.287
  • Flash Point 149.4°C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 5447-86-9 (10,10-Dimethylanthrone)
  • Hazard Symbols
  • Synonyms Anthrone, 10,10-dimethyl- (6CI,7CI);10,10-Dimethyl-9(10H)-anthracenone;10,10-Dimethyl-9-anthrone;10,10-Dimethylanthrone;NSC 17539;
  • PSA 17.07000
  • LogP 3.55690

Synthetic route

9,9-Dimethyl-10-(trimethylsilyl)-9,10-dihydroanthracene
136590-96-0

9,9-Dimethyl-10-(trimethylsilyl)-9,10-dihydroanthracene

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
With sodium dichromate; acetic acid for 12h; Ambient temperature;90%
With sodium dichromate; acetic acid for 12h; Ambient temperature; other 9,9-dialkyl-10-(trimethylsilyl)- and 9,9-dialkyl-9,10-dihydroanthracenes;90%
9-diazo-10,10-dimethyl-9,10-dihydroanthracene
85199-64-0

9-diazo-10,10-dimethyl-9,10-dihydroanthracene

A

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

B

10-[10,10-dimethyl-9(10H)-anthracenyl]-9,10-dihydro-9,9-dimethylanthracene
85199-69-5

10-[10,10-dimethyl-9(10H)-anthracenyl]-9,10-dihydro-9,9-dimethylanthracene

Conditions
ConditionsYield
With (Z)-2-Butene Irradiation;A 8%
B 80%
9,10-Dihydro-10,10-dimethylanthracen
42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
With bromine In tetrachloromethane for 6h; Heating; Irradiation;70%
With chromium(VI) oxide In acetic acid
(8aR,9R)-8a,9-Dimethyl-8a,9-dihydro-anthracen-9-ol
80716-32-1

(8aR,9R)-8a,9-Dimethyl-8a,9-dihydro-anthracen-9-ol

A

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

B

9,10-Dihydro-10,10-dimethylanthracen
42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

Conditions
ConditionsYield
With sulfuric acid; acetic anhydride In acetic acidA 25%
B 53%
9,9a-dihydro-9,9a-dimethyl-9-anthracenol
80716-32-1

9,9a-dihydro-9,9a-dimethyl-9-anthracenol

A

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

B

9,10-Dihydro-10,10-dimethylanthracen
42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

Conditions
ConditionsYield
With sulfuric acid; acetic anhydride In acetic acid at 23℃; for 2.25h;A 25%
B 53%
acetic anhydride
108-24-7

acetic anhydride

9,9a-dihydro-9,9a-dimethyl-9-anthracenol
80716-32-1

9,9a-dihydro-9,9a-dimethyl-9-anthracenol

A

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

B

9,10-Dihydro-10,10-dimethylanthracen
42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

C

10,10-dimethyl-9,10-dihydroanthranylacetic acid
80716-37-6

10,10-dimethyl-9,10-dihydroanthranylacetic acid

Conditions
ConditionsYield
With sulfuric acid for 2h; Yields of byproduct given;A n/a
B n/a
C 45%
dimethylketene
598-26-5

dimethylketene

N-(10,10-dimethyl-9,10-dihydroanthracen-9-ylidene)phenylamine N-oxide
101023-20-5

N-(10,10-dimethyl-9,10-dihydroanthracen-9-ylidene)phenylamine N-oxide

A

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

B

4',4',10,10-tetramethyl-3'-phenyl-9,10-dihydroanthracene-9-spiro-2'-oxazolidin-5'-one
101023-21-6

4',4',10,10-tetramethyl-3'-phenyl-9,10-dihydroanthracene-9-spiro-2'-oxazolidin-5'-one

Conditions
ConditionsYield
In ethyl acetate Ambient temperature;A 150 mg
B 24%
2-(1-hydroxy-1-methyl-ethyl)-benzophenone cyclohemiacetal
1023-91-2

2-(1-hydroxy-1-methyl-ethyl)-benzophenone cyclohemiacetal

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
With sulfuric acid at 150℃; for 1.5h;20%
With PPA
With sulfuric acid at 150 - 155℃; for 5h;105 g
(8aR,9R)-8a,9-Dimethyl-8a,9-dihydro-anthracen-9-ol
80716-32-1

(8aR,9R)-8a,9-Dimethyl-8a,9-dihydro-anthracen-9-ol

A

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

B

9,10-Dihydro-10,10-dimethylanthracen
42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

C

10,10-dimethyl-9,10-dihydroanthranylacetic acid
80716-37-6

10,10-dimethyl-9,10-dihydroanthranylacetic acid

Conditions
ConditionsYield
A 10%
B 15%
C 75 % Spectr.
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

methyl iodide
74-88-4

methyl iodide

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
12%
With potassium hydroxide
(i) Li, MeOH, toluene, (ii) /BRN= 969135/, tBuOH; Multistep reaction;
With lithium methanolate 1) toluene, 100-120 deg C; 140 deg C 2) tBuOH, 24 h, 140-150 deg C; Yield given. Multistep reaction;
With sodium hydroxide In dichloromethane at 20℃; for 15h;100 % Spectr.
9-anthrol
529-86-2

9-anthrol

methyl iodide
74-88-4

methyl iodide

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
Lithium-Verbindung;
With water; potassium carbonate
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

methyl iodide
74-88-4

methyl iodide

A

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

B

methyl-9-methoxy-10-anthracene
21992-33-6

methyl-9-methoxy-10-anthracene

Conditions
ConditionsYield
With potassium hydroxide
o-Isopropylbenzophenon-oxim
71104-02-4

o-Isopropylbenzophenon-oxim

chloroacetic acid
79-11-8

chloroacetic acid

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
(i) NaOH, aq. EtOH, (ii) K2S2O8, aq. NaOH; Multistep reaction;
9,10-dihydro-10,10-dimethyl-9-anthracenol
18792-73-9

9,10-dihydro-10,10-dimethyl-9-anthracenol

A

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

B

9,10-Dihydro-10,10-dimethylanthracen
42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

Conditions
ConditionsYield
With sulfuric acid In acetic acid for 3h; Ambient temperature; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
methylene chloride
74-87-3

methylene chloride

10-nitro-9-methylanthracene
84457-22-7

10-nitro-9-methylanthracene

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
Yield given. Multistep reaction;
9,10-dihydro-10,10-dimethyl-9-anthracenol
18792-73-9

9,10-dihydro-10,10-dimethyl-9-anthracenol

acetic anhydride
108-24-7

acetic anhydride

A

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

B

9,10-Dihydro-10,10-dimethylanthracen
42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

C

10,10-dimethyl-9,10-dihydroanthranylacetic acid
80716-37-6

10,10-dimethyl-9,10-dihydroanthranylacetic acid

Conditions
ConditionsYield
With sulfuric acid for 2h; Yields of byproduct given;
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

methyl iodide
74-88-4

methyl iodide

A

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

B

methyl-9-methoxy-10-anthracene
21992-33-6

methyl-9-methoxy-10-anthracene

C

9-methoxyanthracene
2395-96-2

9-methoxyanthracene

D

9,10-phenanthrenequinone
84-65-1

9,10-phenanthrenequinone

Conditions
ConditionsYield
With potassium hydroxide; 18-crown-6 ether 1.) toluene, 70 deg C, 2.) toluene, 70 deg C, 3.5 h; r.t. 12 h; Yield given. Multistep reaction. Yields of byproduct given;
With potassium hydroxide; 18-crown-6 ether 1.) toluene, 70 deg C, 2.) toluene, 70 deg C, 3.5 h; r.t. 12 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

methanol. lithium methylate

methanol. lithium methylate

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
With toluene Erhitzen des Reaktionsprodukts mit CH3I und wenig tert-Butylalkohol;
anthracen-9(10H)-one
90-44-8

anthracen-9(10H)-one

methyl iodide
74-88-4

methyl iodide

KOH-solution

KOH-solution

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

3,3-Dimethyl-3H-isobenzofuran-1-one
1689-09-4

3,3-Dimethyl-3H-isobenzofuran-1-one

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 83 percent / diethyl ether / 0 °C
2: 20 percent / H2SO4 / 1.5 h / 150 °C
View Scheme
Multi-step reaction with 2 steps
2: polyphosphoric acid
View Scheme
Multi-step reaction with 2 steps
1.1: magnesium; iodine / tetrahydrofuran / 2 h / Reflux
1.2: 5 h / 20 °C
2.1: sulfuric acid / 5 h / 150 - 155 °C
View Scheme
9a-hydro-9a-methyl-9-anthracenone
80716-28-5

9a-hydro-9a-methyl-9-anthracenone

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 71 percent / diethyl ether / 1.) -70 deg C -> 0 deg C, 1 h, 2.) 23 deg C, 1 h
2: 25 percent / conc. sulfuric acid, acetic anhydride / acetic acid / 2.25 h / 23 °C
View Scheme
Multi-step reaction with 2 steps
1: 71 percent
2: 25 percent / sulfuric acid, Ac2O / acetic acid
View Scheme
Multi-step reaction with 2 steps
1: 71 percent
2: 10 percent
View Scheme
C23H22N2O2S
85199-72-0

C23H22N2O2S

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 77 percent / sodium methoxide / pyridine / 70 °C
2: 8 percent / cis-2-butene / Irradiation
View Scheme
9-nitroanthracene
602-60-8

9-nitroanthracene

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

1,4,9a-trihydro-9a-methyl-9-anthracenone
80716-26-3

1,4,9a-trihydro-9a-methyl-9-anthracenone

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.)Bromine 2.)DBU / 2.)benzene
2: 71 percent
3: 25 percent / sulfuric acid, Ac2O / acetic acid
View Scheme
Multi-step reaction with 3 steps
1: 1.)Bromine 2.)DBU / 2.)benzene
2: 71 percent
3: 10 percent
View Scheme
Multi-step reaction with 4 steps
1: 55 percent / methylenetriphenylphosphorane
2: 1.)Bromine 2.)DBU / 2.)benzene
3: 71 percent
4: 25 percent / sulfuric acid, Ac2O / acetic acid
View Scheme
Multi-step reaction with 4 steps
1: 55 percent / methylenetriphenylphosphorane
2: 1.)Bromine 2.)DBU / 2.)benzene
3: 71 percent
4: 10 percent
View Scheme
1,2,9a-trihydro-9a-methyl-9-anthracenone
80716-27-4

1,2,9a-trihydro-9a-methyl-9-anthracenone

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.)Bromine 2.)DBU / 2.)benzene
2: 71 percent
3: 25 percent / sulfuric acid, Ac2O / acetic acid
View Scheme
Multi-step reaction with 3 steps
1: 1.)Bromine 2.)DBU / 2.)benzene
2: 71 percent
3: 10 percent
View Scheme
phthalic anhydride
85-44-9

phthalic anhydride

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: magnesium / tetrahydrofuran / 2 h / Reflux
1.2: 2 h / 20 °C
2.1: magnesium; iodine / tetrahydrofuran / 2 h / Reflux
2.2: 5 h / 20 °C
3.1: sulfuric acid / 5 h / 150 - 155 °C
View Scheme
Multi-step reaction with 3 steps
1.1: magnesium; iodine / tetrahydrofuran / 2 h / Reflux
1.2: 2 h / 20 °C
2.1: magnesium; iodine / tetrahydrofuran / 2 h / Reflux
2.2: 5 h / 20 °C
3.1: sulfuric acid / 5 h / 150 - 155 °C
View Scheme
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

C20H25NO

C20H25NO

Conditions
ConditionsYield
Stage #1: 3-(Dimethylamino)propyl chloride With iodine; magnesium In diethyl ether; ethylene dibromide at 30 - 35℃; for 9h; Reflux; Large scale;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In diethyl ether; ethylene dibromide at 10 - 35℃; for 1h; Reflux; Large scale;
97.2%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

10,10-dimethylanthrone hydrazone
90624-29-6

10,10-dimethylanthrone hydrazone

Conditions
ConditionsYield
With hydrazine hydrochloride; hydrazine hydrate In various solvent(s) Heating;95%
With hydrazinium sulfate; hydrazine Heating; Yield given;
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

9,10-Dibromoanthracene
523-27-3

9,10-Dibromoanthracene

10′-bromo-10,10-dimethyl-[9,9′-bianthracen]-9(10H)-ol

10′-bromo-10,10-dimethyl-[9,9′-bianthracen]-9(10H)-ol

Conditions
ConditionsYield
Stage #1: 9,10-Dibromoanthracene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran; hexane at 20℃; for 16h; Inert atmosphere;
93%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

(4-bromophenyl)magnesium bromide
18620-02-5

(4-bromophenyl)magnesium bromide

C22H19BrO

C22H19BrO

Conditions
ConditionsYield
In tetrahydrofuran at 60℃; for 24h; Grignard Reaction;88%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

C22H19BrO

C22H19BrO

Conditions
ConditionsYield
Stage #1: 1.4-dibromobenzene With magnesium In tetrahydrofuran for 4h; Inert atmosphere; Reflux;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran at 60℃; for 24h;
88%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

9,10-Dihydro-10,10-dimethylanthracen
42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

Conditions
ConditionsYield
With dimethylsulfide borane complex In tetrahydrofuran for 2h; Reflux;85%
With lithium aluminium tetrahydride; aluminium trichloride In diethyl ether for 0.333333h; Heating;27%
With potassium hydroxide; hydrazine hydrate In ethylene glycol
With hydrazine In diethylene glycol for 4h; Heating;
4-(4-bromophenyl)dibenzofuran
955959-84-9

4-(4-bromophenyl)dibenzofuran

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

C34H26O2

C34H26O2

Conditions
ConditionsYield
Stage #1: 4-(4-bromophenyl)dibenzofuran With magnesium In tetrahydrofuran for 4h; Inert atmosphere; Reflux;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;
85%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

4-(2-bromo-4-chlorophenyl)dibenzofuran

4-(2-bromo-4-chlorophenyl)dibenzofuran

9-(5-chloro-2-(dibenzofuran-4-yl)phenyl)-10,10-dimethyl-9,10-dihydroanthracen-9-ol

9-(5-chloro-2-(dibenzofuran-4-yl)phenyl)-10,10-dimethyl-9,10-dihydroanthracen-9-ol

Conditions
ConditionsYield
Stage #1: 4-(2-bromo-4-chlorophenyl)dibenzofuran With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran at -78 - 20℃; for 1h;
85%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

(4-(di([1,1’-biphenyl]-4-yl)amino)phenyl)boronic acid
943836-24-6

(4-(di([1,1’-biphenyl]-4-yl)amino)phenyl)boronic acid

C46H37N

C46H37N

Conditions
ConditionsYield
Stage #1: 10,10-dimethyl-9,10-dihydroanthracen-9-one With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: (4-(di([1,1’-biphenyl]-4-yl)amino)phenyl)boronic acid With potassium carbonate In toluene at 110℃; for 5h;
84%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

C44H39BN2O2

C44H39BN2O2

C60H52N2

C60H52N2

Conditions
ConditionsYield
Stage #1: 10,10-dimethyl-9,10-dihydroanthracen-9-one With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: C44H39BN2O2 With potassium carbonate In toluene at 110℃; for 5h;
84%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

C32H24BNO2

C32H24BNO2

C48H37N

C48H37N

Conditions
ConditionsYield
Stage #1: 10,10-dimethyl-9,10-dihydroanthracen-9-one With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: C32H24BNO2 With potassium carbonate In toluene at 110℃; for 5h;
83%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

2-bromo-10,10-dimethyl-10H-anthracen-9-one

2-bromo-10,10-dimethyl-10H-anthracen-9-one

Conditions
ConditionsYield
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 18h; Darkness;83%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

1-Bromo-5-chloronaphthalene
77332-65-1

1-Bromo-5-chloronaphthalene

C26H21ClO

C26H21ClO

Conditions
ConditionsYield
Stage #1: 1-Bromo-5-chloronaphthalene With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 2h; Inert atmosphere;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran at 0℃; for 10h; Inert atmosphere;
83%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

2-bromo-7-chloronaphthalene

2-bromo-7-chloronaphthalene

C26H21ClO

C26H21ClO

Conditions
ConditionsYield
Stage #1: 2-bromo-7-chloronaphthalene With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 2h; Inert atmosphere;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran at 20℃; for 10h; Inert atmosphere;
83%
2-(4-bromophenyl]pyridine
63996-36-1

2-(4-bromophenyl]pyridine

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

C27H23NO

C27H23NO

Conditions
ConditionsYield
Stage #1: 2-(4-bromophenyl]pyridine With magnesium In tetrahydrofuran for 4h; Inert atmosphere; Reflux;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran at 60℃; for 24h; Inert atmosphere;
82%
bromobenzene
108-86-1

bromobenzene

10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

10,10-dimethyl-9-phenyl-9,10-dihydroanthracen-9-ol
39615-41-3

10,10-dimethyl-9-phenyl-9,10-dihydroanthracen-9-ol

Conditions
ConditionsYield
Stage #1: bromobenzene With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 3.5h; Inert atmosphere;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran at -78 - 20℃; for 16h;
82%
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran at 40 - 80℃; for 4h; Inert atmosphere;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran for 15h; Inert atmosphere; Reflux;
76.8%
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran at 40 - 80℃; for 4h; Inert atmosphere;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran for 15h; Inert atmosphere; Reflux;
76.3%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

1-bromo-4-chloronaphthalene
53220-82-9

1-bromo-4-chloronaphthalene

C26H21ClO

C26H21ClO

Conditions
ConditionsYield
Stage #1: 1-bromo-4-chloronaphthalene With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 2h; Inert atmosphere;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran at 20℃; for 10h; Inert atmosphere;
82%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

C27H25BN2O3

C27H25BN2O3

C43H38N2O

C43H38N2O

Conditions
ConditionsYield
Stage #1: 10,10-dimethyl-9,10-dihydroanthracen-9-one With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: C27H25BN2O3 With potassium carbonate In toluene at 110℃; for 5h;
81%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

C41H35BN2O2

C41H35BN2O2

C57H48N2

C57H48N2

Conditions
ConditionsYield
Stage #1: 10,10-dimethyl-9,10-dihydroanthracen-9-one With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: C41H35BN2O2 With potassium carbonate In toluene at 110℃; for 5h;
81%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

C16H12N2O5

C16H12N2O5

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 5℃; for 0.5h;80%
With sulfuric acid; nitric acid at 5 - 10℃; for 0.5h;80%
With sulfuric acid; nitric acid at 5 - 10℃; for 0.5h;80%
With nitric acid at 5 - 10℃; for 0.5h;80%
With sulfuric acid; nitric acid at 5 - 10℃; for 0.5h;80%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

4-(diphenylamino)phenyl boronic acid
201802-67-7

4-(diphenylamino)phenyl boronic acid

C34H29N

C34H29N

Conditions
ConditionsYield
Stage #1: 10,10-dimethyl-9,10-dihydroanthracen-9-one With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: 4-(diphenylamino)phenyl boronic acid With potassium carbonate In toluene at 110℃; for 5h;
80%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

4-(di-naphthalene-2-yl-amino)-phenylboronic acid
1232102-18-9

4-(di-naphthalene-2-yl-amino)-phenylboronic acid

C42H33N

C42H33N

Conditions
ConditionsYield
Stage #1: 10,10-dimethyl-9,10-dihydroanthracen-9-one With toluene-4-sulfonic acid hydrazide In toluene at 80℃; for 2h;
Stage #2: 4-(di-naphthalene-2-yl-amino)-phenylboronic acid With potassium carbonate In toluene at 110℃; for 5h;
80%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

(2,6-dimethylphenyl)magnesium bromide
21450-64-6

(2,6-dimethylphenyl)magnesium bromide

9-(2,6-xylyl)-10,10-dimethyl-9,10-dihydroanthracen-9-ol

9-(2,6-xylyl)-10,10-dimethyl-9,10-dihydroanthracen-9-ol

Conditions
ConditionsYield
In tetrahydrofuran 1.) RT, 3 h, 2.) 80 deg C, 1 h;78%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

C12H8BrClO

C12H8BrClO

C28H21ClO

C28H21ClO

Conditions
ConditionsYield
Stage #1: C12H8BrClO With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran at -78 - 20℃; for 1h;
75.8%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

2-bromo-4-chloro-1-phenoxybenzene

2-bromo-4-chloro-1-phenoxybenzene

C28H21ClO

C28H21ClO

Conditions
ConditionsYield
Stage #1: 2-bromo-4-chloro-1-phenoxybenzene With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h;
Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In tetrahydrofuran
Stage #3: With sulfuric acid; acetic acid Reflux;
75.58%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

N,N-dimethylethylenediamine
108-00-9

N,N-dimethylethylenediamine

N'-(10,10-Dimethyl-10H-anthracen-9-ylidene)-N,N-dimethyl-ethane-1,2-diamine
76596-08-2

N'-(10,10-Dimethyl-10H-anthracen-9-ylidene)-N,N-dimethyl-ethane-1,2-diamine

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; titanium tetrachloride In benzene for 144h; Ambient temperature;69%
10,10-dimethyl-9,10-dihydroanthracen-9-one
5447-86-9

10,10-dimethyl-9,10-dihydroanthracen-9-one

C16H15(2)HO

C16H15(2)HO

Conditions
ConditionsYield
With water-d2; magnesium; ethylene dibromide In tetrahydrofuran at 70℃; for 2h; Inert atmosphere; Schlenk technique;69%
With water-d2; magnesium; ethylene dibromide In tetrahydrofuran69%

10,10-Dimethylanthrone Specification

The cas register number of 10,10-Dimethylanthrone is 5447-86-9. It also can be called as 9(10H)-anthracenone, 10,10-dimethyl- and the systematic name about this chemical is 10,10-dimethylanthracen-9-one.

Physical properties about 10,10-Dimethylanthrone are: (1)ACD/LogP: 4.61 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 4.61 ; (4)ACD/LogD (pH 7.4): 4.61 ; (5)ACD/BCF (pH 5.5): 1873.07; (6)ACD/BCF (pH 7.4): 1873.07; (7)ACD/KOC (pH 5.5): 7657.57; (8)ACD/KOC (pH 7.4): 7657.57; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 17.07Å2; (13)Index of Refraction: 1.59; (14)Molar Refractivity: 67.85 cm3; (15)Molar Volume: 200.9 cm3; (16)Surface Tension: 40.2 dyne/cm; (17)Density: 1.105 g/cm3; (18)Flash Point: 149.4 °C; (19)Enthalpy of Vaporization: 59.08 kJ/mol; (20)Boiling Point: 346.6 °C at 760 mmHg; (21)Vapour Pressure: 5.68E-05 mmHg at 25°C.

People can use the following data to convert to the molecule structure.
1.SMILES: O=C2c1c(cccc1)C(c3c2cccc3)(C)C
2.InChI: InChI=1/C16H14O/c1-16(2)13-9-5-3-7-11(13)15(17)12-8-4-6-10-14(12)16/h3-10H,1-2H3 
3.InChIKey: GWFCYDIAPRIMLA-UHFFFAOYAU
4.Std. InChI: InChI=1S/C16H14O/c1-16(2)13-9-5-3-7-11(13)15(17)12-8-4-6-10-14(12)16/h3-10H,1-2H3

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