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CAS No.: | 3900-45-6 |
---|---|
Name: | 2-Acetyl-6-methoxynaphthalene |
Article Data: | 105 |
Molecular Structure: | |
Formula: | C13H12O2 |
Molecular Weight: | 200.237 |
Synonyms: | 6-Methoxy-2-naphthyl methyl ketone;6-Methoxy-2-acetylnaphthalene;6-Acetyl-2-methoxynaphthalene;1-(6-methoxy-2-naphthalenyl)ethanone;1-(6-Methoxy-2-naphthyl)ethanone;1-(2-Methoxynaphthalen-6-yl)ethanone;NSC 105564;6'-Methoxy-2'-acetonaphthone;2'-Acetonaphthone,6'-methoxy- (6CI,7CI,8CI); |
EINECS: | 223-453-8 |
Density: | 1.118 g/cm3 |
Melting Point: | 107-109 °C(lit.) |
Boiling Point: | 343.4 °C at 760 mmHg |
Flash Point: | 158.9 °C |
Solubility: | 760mg/L at 27℃ |
Appearance: | Light yellow-beige powder. |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 37/39-26-36/37 |
PSA: | 26.30000 |
LogP: | 3.05100 |
2-ethynyl-6-methoxynaphthalene
6-methoxy-2-acetylnaphthalene
Conditions | Yield |
---|---|
With water In neat (no solvent) at 100℃; for 4h; Green chemistry; | 98% |
With water; silver trifluoromethanesulfonate for 5.5h; Heating; | 94% |
With silver(I) tetrakis(3,5-bis(trifluoromethyl)phenyl)borate; water In ethyl acetate at 80℃; for 12h; Green chemistry; chemoselective reaction; | 92% |
1-(6-methoxy-2-naphthyl)ethanol
6-methoxy-2-acetylnaphthalene
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium tert-butylate; copper(I) triflate; 5-[(2S)-pyrrolidine-2-yl]-1H-tetrazole In N,N-dimethyl-formamide at 25℃; for 0.5h; Catalytic behavior; | 97% |
With 1-hydroxy-1H-1,2,3-benziodoxathiole 1,3,3-trioxide; Oxone; cetyltrimethylammonim bromide In water at 20℃; for 2h; Green chemistry; chemoselective reaction; | 93% |
With chromium (VI) oxide In acetonitrile at 135℃; Fixed-bed flow reactor; Inductive heating; High pressure; | 92% |
(2S)-2-(6-methoxy(2-naphthyl))propanoic acid
6-methoxy-2-acetylnaphthalene
Conditions | Yield |
---|---|
With iron(III) chloride; oxygen In N,N-dimethyl-formamide at 110℃; | 91% |
With (2,2'-dipyridyl)bis(5-methyl-2-(4-fluoro)phenylpyridine-N,C)iridium(III) hexafluorophosphate; oxygen; sodium carbonate; 1,1'-diethyl-4,4'-bipyridinium diperchlorate In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 16h; Irradiation; | 80% |
With mercury(II) fluoride; oxygen In acetonitrile at 25℃; for 24h; Irradiation; | 78% |
With potassium permanganate In dichloromethane for 24h; | 26% |
1,2,4,5-tetramethylbenzene
5-bromo-6-methoxy-2-acetylnaphthalene
6-methoxy-2-acetylnaphthalene
Conditions | Yield |
---|---|
aluminium trichloride | 90.6% |
aluminium trichloride | 90.6% |
5-bromo-6-methoxy-2-acetylnaphthalene
6-methoxy-2-acetylnaphthalene
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydroxide; aluminium trichloride In water; toluene | 88.7% |
aluminium trichloride | 88.2% |
aluminium trichloride | 88.2% |
Conditions | Yield |
---|---|
With aluminium trichloride In dichloromethane at 25℃; for 12h; | 88% |
With hydrogenchloride; aluminium trichloride In chloroform; nitrobenzene | 63% |
With aluminium trichloride In nitrobenzene for 24h; | 49% |
1-acetyl-2-methoxynaphthalene
A
2-Methoxynaphthalene
B
6-methoxy-2-acetylnaphthalene
Conditions | Yield |
---|---|
With scandium tris(trifluoromethanesulfonate) In nitromethane at 50℃; for 18h; Product distribution; | A 86% B 9% |
2-(6-methoxynaphthalen-2-yl)acetaldehyde
6-methoxy-2-acetylnaphthalene
Conditions | Yield |
---|---|
With acetic anhydride | 86% |
With acetic anhydride | 86% |
2-Methoxynaphthalene
acetic anhydride
A
6-methoxy-2-acetylnaphthalene
B
1-acetyl-2-methoxynaphthalene
Conditions | Yield |
---|---|
With antimony(III) trifluoromethanesulfonate; lithium perchlorate In nitromethane at 50℃; for 5h; Acetylation; Friedel-Crafts acylation; | A 75% B n/a |
With H-beta In 1,2-dichloro-ethane at 120℃; for 3h; Kinetics; Reagent/catalyst; Friedel-Crafts Acylation; Sealed tube; | A 18.3% B 18.4% |
With scandium tris(trifluoromethanesulfonate) In nitromethane at 50℃; for 18h; Friedel-Crafts reaction; | A 15% B 85 % Chromat. |
2-methoxy-6-(prop-1-en-2-yl)-naphthalene
6-methoxy-2-acetylnaphthalene
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; oxygen; 2,5-Dimercapto-1,3,4-thiadiazole In acetonitrile at 20 - 80℃; under 760.051 Torr; for 15h; Schlenk technique; | 75% |
Multi-step reaction with 3 steps 1: 1) 10 M BH3*SMe2, 2) 10percent aq. NaOH, 30percent aq. H2O2 / 1) THF, 0 deg C, 1 h, 2) rt, 6 h 2: 94 percent / oxalyl chloride, DMSO, NEt3 / CH2Cl2 / -78 °C 3: 35 percent / KMnO4, MgSO4 / acetone / 2 h View Scheme |
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IUPAC Name: 1-(6-Methoxynaphthalen-2-yl)ethanone
Empirical Formula: C13H12O2
Molecular Weight: 200.2332
Freely Rotating Bonds: 2
Polar Surface Area: 26.3 Å2
Index of Refraction: 1.594
Molar Refractivity: 60.8 cm3
Molar Volume: 179 cm3
Polarizability: 24.1 ×10-24 cm3
Surface Tension: 40.9 dyne/cm
Density: 1.118 g/cm3
Flash Point: 158.9 °C
Enthalpy of Vaporization: 58.73 kJ/mol
Boiling Point: 343.4 °C at 760 mmHg
Vapour Pressure: 7.04E-05 mmHg at 25°C
The Cas Register Number of 2-Acetyl-6-methoxynaphthalene is 3900-45-6.The chemical synonyms of 2-Acetyl-6-methoxynaphthalene (CAS NO.3900-45-6) are 1-(6-Methoxy-2-naphthyl)ethan-1-one.The molecular structure of 2-Acetyl-6-methoxynaphthalene (CAS NO.3900-45-6) is
.
2-Acetyl-6-methoxynaphthalene (CAS NO.3900-45-6) is used as pharmaceutical intermediate.
Hazard Codes: Xi
Risk Statements: 37/38-36/37/38
R37/38: Irritating to respiratory system and skin.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 37/39-26-36/37
S37/39: Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37: Wear suitable protective clothing and gloves.
WGK Germany: 3
Hazard Note: Irritant