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10,10-Dimethylanthrone

  • Name 10,10-Dimethylanthrone
  • EINECS226-666-4
  • CAS No. 5447-86-9
  • Density1.105g/cm3
  • PSA17.07000
  • LogP3.55690
  • SolubilityN/A
  • Melting Point101-103ºC
  • FormulaC16H14O
  • Boiling Point346.6°Cat760mmHg
  • Molecular Weight222.287
  • Flash Point149.4°C
  • Transport InformationN/A
  • AppearanceN/A
  • Safety
  • Risk CodesN/A
  • Molecular Structure
    Molecular Structure of 5447-86-9 (10,10-Dimethylanthrone)
  • Hazard SymbolsN/A
  • SynonymsN/A
  • Article Data21

10,10-Dimethylanthrone Synthetic route

136590-96-0

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

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%
85199-64-0

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

A

5447-86-9

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

B

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%
42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

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
80716-32-1

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

A

5447-86-9

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

B

42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

Conditions
ConditionsYield
With sulfuric acid; acetic anhydride In acetic acidA 25%
B 53%
80716-32-1

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

A

5447-86-9

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

B

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%
108-24-7

acetic anhydride

80716-32-1

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

A

5447-86-9

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

B

42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

C

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%
598-26-5

dimethylketene

101023-20-5

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

A

5447-86-9

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

B

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%
1023-91-2

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

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
80716-32-1

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

A

5447-86-9

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

B

42332-94-5

9,10-Dihydro-10,10-dimethylanthracen

C

80716-37-6

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

Conditions
ConditionsYield
A 10%
B 15%
C 75 % Spectr.
90-44-8

anthracen-9(10H)-one

74-88-4

methyl iodide

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.

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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