Conditions | Yield |
---|---|
With bifunctional sulfonic acid-based HZSM-5 molecular sieve solid acid catalyst In ethyl acetate at 70℃; for 5h; Solvent; Temperature; | 92% |
With H-beta zeolite at 249.84℃; for 5h; Autoclave; | 65.1% |
With aluminium trichloride for 3h; Heating; | 29% |
With aluminum (III) chloride Microwave irradiation; |
2-methyl-1,4,4a,9a-tetrahydroanthracene-9,10-dione
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With potassium hydroxide In methanol at 45℃; Inert atmosphere; Schlenk technique; | 98% |
With pyridine; thionyl chloride In benzene for 12h; Heating; | 52% |
Conditions | Yield |
---|---|
With sulfuric acid at 115℃; for 1h; | 85.31% |
With sulfuric acid at 100℃; for 1h; | 75.2% |
With sulfuric acid at 100℃; for 1h; | 75.2% |
Conditions | Yield |
---|---|
With chromium(VI) oxide; 18-crown-6 ether In acetic acid at 50 - 55℃; for 0.5h; | 95% |
With tert.-butylhydroperoxide; PhCl(PPh3)3 In benzene at 70℃; for 16h; Var. cat.: VO(acac)2; | 87% |
With copper(II) nitrate In tetrachloromethane for 0.333333h; Heating; | 73% |
Conditions | Yield |
---|---|
With dinitrogen monoxide; Ru(5,10,15,20-tetramesitylporphyrin)(O)2 In benzene at 200℃; under 7600 Torr; | 88% |
With dinitrogen monoxide; dioxo(tetramesitylporphyrinato)ruthenium(VI) In benzene at 200℃; under 7600 Torr; for 20h; | 88% |
2-(p-toluoyl)benzoic acid chloride
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With aluminum (III) chloride; trifluorormethanesulfonic acid In 1,2-dichloro-ethane at 55℃; for 2.5h; | 75.1% |
3,3-dimethyl acrylaldehyde
[1,4]naphthoquinone
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With benzoic acid; L-proline In toluene at 50℃; for 5h; Reagent/catalyst; Solvent; Time; Inert atmosphere; Enzymatic reaction; | 78% |
With benzoic acid; L-proline In toluene at 50℃; for 5h; Catalytic behavior; Reagent/catalyst; Time; Solvent; Inert atmosphere; | 78% |
2-phenylethynyl-9,10-anthraquinone
ethylenediamine
A
2-phenyl-2-imidazoline
B
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
In pyridine for 5h; Reflux; | A 93% B 94% |
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
Stage #1: 1,4-dimethoxy-3-(2-methylallyl)-2-naphthaldehyde With 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In chloroform at 20℃; Sealed tube; Stage #2: In chloroform; water for 15h; Sealed tube; Irradiation; | 97% |
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In diethyl ether 1.) -78 deg C, 1 h, 2.) -78 deg C -> RT, 12 h; | 15% |
2-methyl-9,10-dimethoxyanthracene
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With copper(II) nitrate In tetrachloromethane for 0.25h; Heating; | 95% |
Conditions | Yield |
---|---|
With sulfuric acid at 100℃; |
Conditions | Yield |
---|---|
With sulfuric acid at 100℃; |
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With quinoline; copper at 170℃; |
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With quinoline; copper at 170℃; |
α-bromo-β-methyl-crotonaldehyde
[1,4]naphthoquinone
A
2-methylanthracene-9,10-dione
B
2-bromo-3-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With benzoic acid; L-proline In toluene at 50℃; for 5h; Inert atmosphere; Enzymatic reaction; | A 23% B 47% |
10-acetoxy-2-methyl-anthrone
methylmagnesium bromide
A
2-methylanthracene-9,10-dione
B
2,9,10-trimethylanthracene
Conditions | Yield |
---|---|
With diethyl ether at 20℃; anschliessende Behandlung mit Mineralsaeure; |
(E)-1-acetoxy-3-methyl-1,3-butadiene
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
In tetrachloromethane Heating; | 85% |
2-(chloromethyl)anthracene-9,10-dione
Tetra-n-butyl-ammonium 2-nitropropanate
A
2-methylanthracene-9,10-dione
B
2-isopropylidenemethylanthraquinone
C
2-(2-methyl 2-nitropropyl)anthraquinone
Conditions | Yield |
---|---|
In dichloromethane; water at 40℃; for 2h; Irradiation; | A 3% B 6% C 82% |
Conditions | Yield |
---|---|
With H-beta zeolite at 249.84℃; for 5h; Autoclave; | 82.2% |
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With potassium carbonate Einleiten von Luft; |
2,9,10-trimethylanthracene
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid |
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With sulfuric acid |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: CH2Cl2 / 24 h / 20 °C 2: dilute HCl 3: pyridinium chlorochromate View Scheme | |
Multi-step reaction with 2 steps 1: methanol / 120 °C / Inert atmosphere; Schlenk technique 2: potassium hydroxide / methanol / 45 °C / Inert atmosphere; Schlenk technique View Scheme |
(2-bromophenyl-4-methyl)phenylmethanone
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: CuCN; pyridine 2: aqueous H2SO4 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 2: CuCN; pyridine 3: aqueous H2SO4 View Scheme |
10-bromo-2-methyl-anthrone
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: acetic acid 2: diethyl ether / 20 °C / anschliessende Behandlung mit Mineralsaeure View Scheme |
Conditions | Yield |
---|---|
With aluminium trichloride Erwaermen des Reaktionsprodukts mit CrO3 in wss. Essigsaeure; |
lithium 2-nitropropane
A
2-methylanthracene-9,10-dione
B
2-isopropylidenemethylanthraquinone
C
2-(2-methyl 2-nitropropyl)anthraquinone
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 40℃; for 140h; Irradiation; | A 8% B 11% C 44% |
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With silica gel In benzene Yield given; |
Conditions | Yield |
---|---|
Stage #1: 2-methylanthracene-9,10-dione With sodium acetate In chloroform at 70℃; for 0.5h; Stage #2: With bromine In chloroform for 5h; Temperature; Solvent; Reagent/catalyst; | 93% |
With chlorosulphuric acid; sulfuric acid; bromine; iodine at 0 - 5℃; Einleiten von Chlor; | |
With sulfuryl dichloride; chlorosulphuric acid; sulfuric acid; bromine at 25 - 30℃; weiteres Reagens: Jod; |
2-methylanthracene-9,10-dione
A
2-trichloromethyl-anthraquinone
B
anthraquinone-2-carboxylic acid
Conditions | Yield |
---|---|
In tetrachloromethane; dichloromethane | A 92.5% B n/a |
2-methylanthracene-9,10-dione
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid; zinc at 90℃; Inert atmosphere; | 91.6% |
Stage #1: 2-methylanthracene-9,10-dione With acetic acid; zinc at 80 - 100℃; Inert atmosphere; Stage #2: With hydrogenchloride In water for 15h; | 78% |
Conditions | Yield |
---|---|
With sulfuric acid; potassium nitrate at 5 - 20℃; | 90.5% |
With ozonized air; Nitrogen dioxide In sulfuric acid Product distribution; other temperature, other concentration of ozone; | 72% |
With nitric acid at 20℃; |
Conditions | Yield |
---|---|
With N-Bromosuccinimide; Perbenzoic acid In tetrachloromethane for 10h; Heating; | 90% |
Stage #1: 2-methylanthracene-9,10-dione With N-Bromosuccinimide In tetrachloromethane for 0.166667h; Reflux; Stage #2: With dibenzoyl peroxide In tetrachloromethane for 24h; Reflux; | 88.3% |
Stage #1: 2-methylanthracene-9,10-dione With N-Bromosuccinimide In tetrachloromethane at 90℃; for 0.5h; Reflux; Stage #2: With dibenzoyl peroxide for 24h; Time; | 88.3% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 140℃; for 24h; | 86% |
Conditions | Yield |
---|---|
With chromium(VI) oxide; acetic acid at 85℃; for 16h; | 85% |
With chromium(VI) oxide; acetic acid at 80 - 120℃; for 1h; | 42.9% |
With sodium dichromate; sulfuric acid |
Conditions | Yield |
---|---|
With dirhodium tetraacetate; Selectfluor In trifluoroacetic acid; trifluoroacetic anhydride at 80℃; for 7h; Sealed tube; Inert atmosphere; chemoselective reaction; | 85% |
With manganese(IV) oxide; sulfuric acid | |
With chromium(III) oxide; sulfuric acid; acetic anhydride; acetic acid Verseifung des entstandenen Diacetats mit Salzsaeure; |
Conditions | Yield |
---|---|
With potassium tert-butylate; water In 1,2-dimethoxyethane for 4h; Heating; | 85% |
Multi-step reaction with 2 steps 1: nitrobenzene; bromine / 145 - 160 °C 2: diethylaniline View Scheme | |
Multi-step reaction with 2 steps 1: nitrobenzene; bromine / 145 - 160 °C 2: sodium iodide; acetone View Scheme |
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; ammonia; zinc In water at 85℃; Inert atmosphere; Schlenk technique; | 78% |
With copper(ll) sulfate pentahydrate; ammonia; zinc at 80℃; for 48h; | 70% |
With ammonium hydroxide; zinc Behandeln des Rueckstands mit Xylol; |
Conditions | Yield |
---|---|
With sulfuryl dichloride; 2,2'-azobis(isobutyronitrile) for 1h; Heating; | 75% |
With N-chloro-succinimide; Perbenzoic acid; 2,2'-azobis(isobutyronitrile) In tetrachloromethane 1.) reflux, 110 h; 2.) irradiation, 12 h; | 70% |
With nitrobenzene durch Chlorieren; im Sonnenlicht; |
2-methylanthracene-9,10-dione
acetic anhydride
acetic acid
2-diacetoxymethyl-anthraquinone
Conditions | Yield |
---|---|
chromium(VI) oxide; sulfuric acid at 5℃; for 5h; | 65% |
2-methylanthracene-9,10-dione
acetic anhydride
A
anthraquinone-2-carboxylic acid
B
2-diacetoxymethyl-anthraquinone
Conditions | Yield |
---|---|
With chromium(VI) oxide; sulfuric acid at 5 - 10℃; for 3h; | A n/a B 60% |
2-methylanthracene-9,10-dione
9,10-dioxo-9,10-dihydroanthracene-2-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 2-methylanthracene-9,10-dione With hydrogen bromide; dihydrogen peroxide In tetrachloromethane; water at 20℃; for 1h; Irradiation; Stage #2: With ammonia; iodine In tetrachloromethane; water; acetonitrile at 20 - 60℃; for 18h; | 58% |
Molecular structure of 2-Methylanthraquinone (CAS NO.84-54-8) is:
Product Name: 2-Methylanthraquinone
CAS Registry Number: 84-54-8
IUPAC Name: 2-methylanthracene-9,10-dione
Molecular Weight: 222.2387 [g/mol]
Molecular Formula: C15H10O2
XLogP3: 3.9
H-Bond Donor: 0
H-Bond Acceptor: 2
Melting Point: 170-173 °C(lit.)
Molar Volume: 175.3 cm3
Surface Tension: 53 dyne/cm
Density: 1.267 g/cm3
Flash Point: 152.7 °C
Enthalpy of Vaporization: 65.97 kJ/mol
Boiling Point: 407.8 °C at 760 mmHg
Vapour Pressure: 7.36E-07 mmHg at 25°C
Product Categories: Intermediates of Dyes and Pigments;Anthraquinones, Hydroquinones and Quinones;Anthraquinones;Chloroanthraquine, etc.;C15 to C38;Carbonyl Compounds;Ketones
Safty information about 2-Methylanthraquinone (CAS NO.84-54-8) is:
Hazard Codes: Xi ;N
Risk Statements: 51/53
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 22-24/25-61
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3077 9/PG 3
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29146990
2-Methylanthraquinone , its cas register number is 84-54-8. It also can be called 2-Methyl-9,10-anthraquinone ; AI3-15182 ; CCRIS 5484 ; EINECS 201-539-6 ; NSC 607 ; Techtoquinone ; Tectochinon ; Tectoquinone ; beta-Methylanthraquinone ; 9,10-Anthracenedione, 2-methyl- ; Anthraquinone, 2-methyl- (8CI) .It is a yellow to green-yellow fine powder.
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