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Basic Information
CAS No.: 3900-45-6
Name: 2-Acetyl-6-methoxynaphthalene
Article Data: 105
Molecular Structure:
Molecular Structure of 3900-45-6 (2-Acetyl-6-methoxynaphthalene)
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: IrritantXi
Risk Codes: 36/37/38
Safety: 37/39-26-36/37
PSA: 26.30000
LogP: 3.05100
Synthetic route
129113-00-4

2-ethynyl-6-methoxynaphthalene

3900-45-6

6-methoxy-2-acetylnaphthalene

Conditions
ConditionsYield
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%
3900-45-6

6-methoxy-2-acetylnaphthalene

Conditions
ConditionsYield
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%
22204-53-1

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

3900-45-6

6-methoxy-2-acetylnaphthalene

Conditions
ConditionsYield
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%
95-93-2

1,2,4,5-tetramethylbenzene

84167-74-8

5-bromo-6-methoxy-2-acetylnaphthalene

3900-45-6

6-methoxy-2-acetylnaphthalene

Conditions
ConditionsYield
aluminium trichloride90.6%
aluminium trichloride90.6%
84167-74-8

5-bromo-6-methoxy-2-acetylnaphthalene

3900-45-6

6-methoxy-2-acetylnaphthalene

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; aluminium trichloride In water; toluene88.7%
aluminium trichloride88.2%
aluminium trichloride88.2%
93-04-9

2-Methoxynaphthalene

75-36-5

acetyl chloride

3900-45-6

6-methoxy-2-acetylnaphthalene

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 25℃; for 12h;88%
With hydrogenchloride; aluminium trichloride In chloroform; nitrobenzene63%
With aluminium trichloride In nitrobenzene for 24h;49%
5672-94-6

1-acetyl-2-methoxynaphthalene

A

93-04-9

2-Methoxynaphthalene

B

3900-45-6

6-methoxy-2-acetylnaphthalene

Conditions
ConditionsYield
With scandium tris(trifluoromethanesulfonate) In nitromethane at 50℃; for 18h; Product distribution;A 86%
B 9%
54828-56-7

2-­(6-­methoxynaphthalen-­2-­yl)acetaldehyde

3900-45-6

6-methoxy-2-acetylnaphthalene

Conditions
ConditionsYield
With acetic anhydride86%
With acetic anhydride86%
93-04-9

2-Methoxynaphthalene

108-24-7

acetic anhydride

A

3900-45-6

6-methoxy-2-acetylnaphthalene

B

5672-94-6

1-acetyl-2-methoxynaphthalene

Conditions
ConditionsYield
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.
34352-92-6

2-methoxy-6-(prop-1-en-2-yl)-naphthalene

3900-45-6

6-methoxy-2-acetylnaphthalene

Conditions
ConditionsYield
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
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Chemistry

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
.

Uses

 2-Acetyl-6-methoxynaphthalene (CAS NO.3900-45-6) is used as pharmaceutical intermediate.

Safety Profile

Hazard Codes: IrritantXi
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