Product Name

  • Name

    2-Methoxynaphthalene

  • EINECS 202-213-6
  • CAS No. 93-04-9
  • Article Data226
  • CAS DataBase
  • Density 1.072 g/cm3
  • Solubility insoluble in water
  • Melting Point 70-73 °C(lit.)
  • Formula C11H10O
  • Boiling Point 272 °C at 760 mmHg
  • Molecular Weight 158.2
  • Flash Point 102.3 °C
  • Transport Information
  • Appearance white powder
  • Safety 22-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 93-04-9 (2-Methoxynaphthalene)
  • Hazard Symbols
  • Synonyms Ether,methyl 2-naphthyl (3CI);2-Naphthol methyl ether;2-Naphthyl methyl ether;6-Methoxy-2-naphthalene;Methyl 2-naphthyl ether;Methyl b-naphthyl ether;NSC 4171;Nerolin;Nerolin (old);Yara yara;b-Methoxynaphthalene;b-Naphthol methyl ether;b-Naphthyl methyl ether;
  • PSA 9.23000
  • LogP 2.84840

Synthetic route

β-naphthol
135-19-3

β-naphthol

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In methanol; hexane; acetonitrile for 15h; Ambient temperature;100%
1-bromo-2-methoxynaphthalene
3401-47-6

1-bromo-2-methoxynaphthalene

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate In methanol; benzene at 40℃; for 18h;100%
Stage #1: 1-bromo-2-methoxynaphthalene With palladium dichloride In water at 20℃; for 0.0333333h;
Stage #2: With 1,1,3,3-Tetramethyldisiloxane for 0.966667h;
90%
With boron nitride In methanol at 20℃; for 23h;84%
β-naphthol
135-19-3

β-naphthol

methyl iodide
74-88-4

methyl iodide

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;99%
With sodium hydride In tetrahydrofuran at 0 - 20℃; for 2h;95%
With potassium hydroxide; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 25℃; for 2h; Williamson synthesis;92%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

β-naphthol
135-19-3

β-naphthol

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
at 180℃; for 1h;99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In sulfolane at 220℃; for 0.166667h;97%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 220℃; for 0.166667h; Inert atmosphere;95%
dimethyl sulfate
77-78-1

dimethyl sulfate

β-naphthol
135-19-3

β-naphthol

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With poly(ethylene glycol) 400; sodium carbonate at 110℃; for 8h;99%
Stage #1: β-naphthol With potassium carbonate In acetone for 0.25h;
Stage #2: dimethyl sulfate In acetone for 7h; Reflux;
97%
With potassium carbonate In acetone for 1h; Heating;93%
2-methoxynaphthalene-1-boronic acid
104116-17-8

2-methoxynaphthalene-1-boronic acid

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With CpPd(SIPr)Cl; potassium tert-butylate In isopropyl alcohol at 25℃; for 24h; Inert atmosphere;99%
With C38H52Cl2N8O4Pd; 1-bromo-2-methoxynaphthalene; potassium carbonate In tetrahydrofuran at 75℃;
methanol
67-56-1

methanol

2-bromonaphthalene
580-13-2

2-bromonaphthalene

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
Stage #1: methanol; 2-bromonaphthalene With nickel(II) chloride hexahydrate; cadmium(II) sulphide; triethylamine; 4,4'-di-tert-butyl-2,2'-bipyridine In N,N-dimethyl acetamide for 0.00277778h; Schlenk technique; Sonication;
Stage #2: In N,N-dimethyl acetamide at 20℃; Schlenk technique; Irradiation;
99%
Stage #1: methanol With lithium methanolate at 20℃; for 0.0833333h;
Stage #2: 2-bromonaphthalene With copper(l) iodide at 20 - 80℃; Ullmann etherification; Sealed tube;
95%
With palladium diacetate; caesium carbonate; tert-butyl XPhos In toluene at 80℃; for 9h;90%
With 5-(di(adamantan-1-yl)phosphino)-1′,3′,5′-triphenyl-1′H-1,4′-bipyrazole; palladium diacetate; caesium carbonate In toluene at 80℃; for 12h;67%
With potassium tert-butylate; C11H21ClN2NiO; bis(pinacol)diborane In toluene at 25℃; for 24h;21%
phenyl 6-methoxy-2-naphthoate

phenyl 6-methoxy-2-naphthoate

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With nickel(II) acetate tetrahydrate; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 170℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;99%
2-Bromo-6-methoxynaphthalene
5111-65-9

2-Bromo-6-methoxynaphthalene

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 3h;98%
With hydrogen; triethylamine In methanol; water at 120℃; under 22502.3 Torr; for 96h; Autoclave;95%
With sodium hydride; lithium iodide In tetrahydrofuran; mineral oil at 50℃; for 7h; Reagent/catalyst; Solvent; Temperature; Sealed tube;81%
2-cyano-6-methoxynaphthalene
67886-70-8

2-cyano-6-methoxynaphthalene

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; tri-n-butyl phosphite; chlorotriisopropylsilane In ethylcyclohexane at 130℃; for 15h; Inert atmosphere;98%
With bis(1,5-cyclooctadiene)nickel (0); hydrogen; trimethylaluminum; tricyclohexylphosphine In toluene at 130℃; under 750.075 Torr; for 24h; Schlenk technique;73%
With bis(acetylacetonate)nickel(II); 1,1,3,3-Tetramethyldisiloxane; trimethylaluminum; tricyclohexylphosphine In toluene at 130℃; for 24h; Inert atmosphere;70%
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; ethanol; potassium hexamethylsilazane In toluene at 150℃; for 8h; Inert atmosphere;64%
6-methoxynaphthalen-2-yl pivalate

6-methoxynaphthalen-2-yl pivalate

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); sodium formate; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 120℃; for 24h; Inert atmosphere; Schlenk technique;96%
dimethyl sulfate
77-78-1

dimethyl sulfate

Amberlite IRA-400 2-naphthoxide anion

Amberlite IRA-400 2-naphthoxide anion

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
In methanol for 0.33h; Methylation;95%
tetramethlyammonium chloride
75-57-0

tetramethlyammonium chloride

β-naphthol
135-19-3

β-naphthol

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With diethylene glycol dimethyl ether; potassium carbonate at 155℃; for 6h;95%
With potassium carbonate In 1,2-dimethoxyethane at 145℃; for 0.416667h; Microwave irradiation; Inert atmosphere; Sealed vessel;87%
6-methoxynaphthalene-2-carbaldehyde
3453-33-6

6-methoxynaphthalene-2-carbaldehyde

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With rhodium(II) acetate; 1,3-bis-(diphenylphosphino)propane In toluene at 200℃; under 7500.75 Torr; Inert atmosphere;95%
2-methoxy-1-naphthaldehyde
5392-12-1

2-methoxy-1-naphthaldehyde

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With palladium nanoparticles supported on fibrous silica In cyclohexane at 130℃; Molecular sieve;95%
tetramethylammonium fluoride
373-68-2

tetramethylammonium fluoride

β-naphthol
135-19-3

β-naphthol

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
In toluene at 100℃; for 6h;95%
1-iodo-2-methoxynapthalene
32721-21-4

1-iodo-2-methoxynapthalene

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With 9-N-methylamino-1-oxophenalene; potassium tert-butylate; potassium In 1,4-dioxane; dimethyl sulfoxide at 20℃; for 24h; Reagent/catalyst; Inert atmosphere; Glovebox;94%
With caesium carbonate; hydroquinone; palladium diacetate In N,N-dimethyl acetamide at 125℃; for 48h;91%
Stage #1: 1-iodo-2-methoxynapthalene With palladium dichloride In water at 20℃; for 0.0333333h;
Stage #2: With 1,1,3,3-Tetramethyldisiloxane for 0.966667h;
85%
naphthalen-2-yl acetate
1523-11-1

naphthalen-2-yl acetate

methyl iodide
74-88-4

methyl iodide

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With sodium methylate In N,N-dimethyl-formamide for 0.5h; Ambient temperature;92%
With 18-crown-6 ether; potassium carbonate In acetone for 10h; Heating;69%
2-methoxy-6-naphthoic acid
2471-70-7

2-methoxy-6-naphthoic acid

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With triethylsilane; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In toluene at 160℃; for 15h; chemoselective reaction;92%
2-(dimethyl-1,1’-dimethylethylsilyloxy)naphthalene
62790-91-4

2-(dimethyl-1,1’-dimethylethylsilyloxy)naphthalene

methyl iodide
74-88-4

methyl iodide

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With cesium fluoride In N,N-dimethyl-formamide for 12h; Ambient temperature;91%
dimethyl acetylenedicarboxylate
762-42-5

dimethyl acetylenedicarboxylate

β-naphthol
135-19-3

β-naphthol

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With 1-methyl-1H-imidazole In neat (no solvent) at 100℃; for 0.116667h; Microwave irradiation; Green chemistry;90%
methanol
67-56-1

methanol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

β-naphthol
135-19-3

β-naphthol

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride at 120 - 160℃;90%
phenyltrimethylammonium chloride
138-24-9

phenyltrimethylammonium chloride

β-naphthol
135-19-3

β-naphthol

A

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

B

N,N-dimethyl-aniline
121-69-7

N,N-dimethyl-aniline

Conditions
ConditionsYield
With caesium carbonate In toluene for 2h; Heating;A 89%
B n/a
α-naphthol
90-15-3

α-naphthol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

B

1-Methoxynaphthalene
2216-69-5

1-Methoxynaphthalene

Conditions
ConditionsYield
With dimanganese decacarbonyl at 180℃; for 1h;A 11%
B 89%
2-methoxy-1-naphthoic acid
947-62-6

2-methoxy-1-naphthoic acid

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; trifluoroacetic acid In dimethyl sulfoxide; N,N-dimethyl-formamide at 70℃; for 24h;88%
With potassium carbonate In chloroform at 20℃; for 24h; Irradiation; Inert atmosphere;63%
1-acetyl-2-methoxynaphthalene
5672-94-6

1-acetyl-2-methoxynaphthalene

A

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

B

6-methoxy-2-acetylnaphthalene
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%
1-bromo-2-methoxynaphthalene
3401-47-6

1-bromo-2-methoxynaphthalene

phenylboronic acid
98-80-6

phenylboronic acid

A

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

B

1-phenyl-2-methoxynaphthalene
75907-52-7

1-phenyl-2-methoxynaphthalene

Conditions
ConditionsYield
With potassium fluoride; o-(dicyclohexylphosphino)diisopropylbenzamide; tris(dibenzylideneacetone)dipalladium (0) In N,N-dimethyl-formamide at 80℃; for 24h; Suzuki cross-coupling;A n/a
B 86%
1-bromo-6-methoxynaphthalene
83710-62-7

1-bromo-6-methoxynaphthalene

tert-butylmagnesium chloride
677-22-5

tert-butylmagnesium chloride

A

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

B

1-(tert-butyl)-6-methoxynaphthalene
1263428-86-9

1-(tert-butyl)-6-methoxynaphthalene

Conditions
ConditionsYield
With 1.54H2O*Cl2Ni; 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate In tetrahydrofuran at -10℃; for 1.5h; Kumada coupling reaction; Inert atmosphere;A 13 mg
B 86%
N,N,N-trimethyl-2-naphthalenaminium trifluoromethanesulfonate
1469537-96-9

N,N,N-trimethyl-2-naphthalenaminium trifluoromethanesulfonate

potassium methanolate
865-33-8

potassium methanolate

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25℃; for 3h; Inert atmosphere; Schlenk technique;85%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

1-chloro-2-methoxynaphthalene
13101-92-3

1-chloro-2-methoxynaphthalene

Conditions
ConditionsYield
With hydrogenchloride; 2-nitropropane; pyridine hydrochloride for 1h; Heating;100%
With Nitroethane; pyridine hydrochloride for 2h; Heating;100%
With Nitroethane; pyridine hydrochloride for 2h; Heating;100%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

para-iodoanisole
696-62-8

para-iodoanisole

2-(4-methoxyphenyl)naphthalene
59115-45-6

2-(4-methoxyphenyl)naphthalene

Conditions
ConditionsYield
Stage #1: para-iodoanisole With methyllithium; zinc(II) chloride In tetrahydrofuran; diethyl ether at -78℃; for 2h;
Stage #2: 2-Methoxynaphthalene With bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine In toluene at 20℃; for 12h; Negishi coupling reaction; Inert atmosphere;
100%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

neopentylmagnesium bromide
33974-41-3

neopentylmagnesium bromide

2-neopentyl-naphthalene
61760-11-0

2-neopentyl-naphthalene

Conditions
ConditionsYield
With nickel diacetate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride In tetrahydrofuran; toluene at 20℃; for 18h; Inert atmosphere; Sealed tube;100%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

sodium phenylsulfonate
515-42-4

sodium phenylsulfonate

(2-methoxynaphthalen-1-yl)(phenyl)sulfane
108979-03-9

(2-methoxynaphthalen-1-yl)(phenyl)sulfane

Conditions
ConditionsYield
With hydrogenchloride In water at 80℃; for 6h;100%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

1-iodo-2-methoxynapthalene
32721-21-4

1-iodo-2-methoxynapthalene

Conditions
ConditionsYield
With N-iodo-succinimide; trifluoroacetic acid In acetonitrile at 20℃; for 0.5h;99%
With dicloroiodoisocyanuric acid In acetonitrile at 20℃; for 0.0166667h; Darkness; regioselective reaction;99%
With methyltriphenylphosphonium peroxydisulfate; iodine In acetonitrile for 0.4h; Heating;98%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

1-bromo-2-methoxynaphthalene
3401-47-6

1-bromo-2-methoxynaphthalene

Conditions
ConditionsYield
With dimethylbromosulphonium bromide In tetrahydrofuran; water for 24h; Product distribution; Mechanism; Heating; other aromatic compounds, other reagents: bromodimethylsulfonium bromide/acetic acid, bromine, bromine/acetic acid, other solvents: acetonitrile, CCl4, other reaction temperature and time;99%
With N-Bromosuccinimide In tetrachloromethane at 25℃; for 3h; Irradiation;99%
With dimethylbromosulphonium bromide In tetrahydrofuran; water for 24h; Heating; other reagents: bromodimethylsulfonium bromide/acetic acid, bromine, bromine/acetic acid;99%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

1-(2,3,4,5,6-pentafluorophenylthio)-2,3,5,6-tetramethyl-4-oxocyclohexa-2,5-dienyl 2-chloroacetate
335642-28-9

1-(2,3,4,5,6-pentafluorophenylthio)-2,3,5,6-tetramethyl-4-oxocyclohexa-2,5-dienyl 2-chloroacetate

A

4-hydroxy-2,3,5,6-tetramethylphenyl 2-chloroacetate

4-hydroxy-2,3,5,6-tetramethylphenyl 2-chloroacetate

B

1-(2,3,4,5,6-pentafluorophenylthio)-2-methoxynaphthalene

1-(2,3,4,5,6-pentafluorophenylthio)-2-methoxynaphthalene

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -30 - 0℃; for 0.166667h;A n/a
B 99%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

1-(2,3,4,5,6-pentafluorophenylthio)-2,3,5,6-tetramethyl-4-oxocyclohexa-2,5-dienyl 2-chloroacetate
335642-28-9

1-(2,3,4,5,6-pentafluorophenylthio)-2,3,5,6-tetramethyl-4-oxocyclohexa-2,5-dienyl 2-chloroacetate

1-(2,3,4,5,6-pentafluorophenylthio)-2-methoxynaphthalene

1-(2,3,4,5,6-pentafluorophenylthio)-2-methoxynaphthalene

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -30 - 0℃; for 0.166667h;99%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane
5123-13-7

5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane

2-phenylnaphthalene
612-94-2

2-phenylnaphthalene

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); cesium fluoride; tricyclohexylphosphine In toluene at 120℃; for 12h;99%
With potassium phosphate; [(N,N,N',N'-tetramethylethylendiamine)NiCl(o-tolyl)]; cesium fluoride; tricyclohexylphosphine In toluene at 120℃; for 12h; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube;98%
With bis(1,5-cyclooctadiene)nickel (0); cesium fluoride; tricyclohexylphosphine In toluene at 120℃; for 12h; Suzuki-Miyaura coupling;93%
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

1-benzhydryl-2-methoxynaphthalene
1224199-06-7

1-benzhydryl-2-methoxynaphthalene

Conditions
ConditionsYield
With silica gel supported sodium hydrogen sulfate In 1,2-dichloro-ethane at 30℃; for 0.5h; Friedel-Crafts type alkylation;99%
With phosphomolybdic acid In acetonitrile at 20℃; for 0.5h;91%
With pentafluorophenylboronic acid In 1,2-dichloro-ethane for 16h; Friedel-Crafts arylation; Reflux; Molecular sieve;87%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

naphthalene
91-20-3

naphthalene

Conditions
ConditionsYield
With triethylsilane; bis(1,5-cyclooctadiene)nickel (0); tricyclohexylphosphine In toluene at 110℃; for 14h; Reagent/catalyst; Concentration; Solvent;99%
With isopropylmagnesium bromide; nickel diacetate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride In tetrahydrofuran at 100℃; for 18h; Inert atmosphere; Sealed tube;70%
With bis(1,5-cyclooctadiene)nickel (0); sodium formate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; sodium t-butanolate In toluene at 140℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique;63%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

2-(p-tolyl)naphthalene
59115-49-0

2-(p-tolyl)naphthalene

Conditions
ConditionsYield
Stage #1: 2-Methoxynaphthalene With Ni(PCy3)(1,3-di-tert-butylimidazol-2-ylidene)Br2 In tetrahydrofuran at 0℃; for 0.0333333h; Inert atmosphere; Schlenk technique;
Stage #2: para-methylphenylmagnesium bromide In tetrahydrofuran at 25℃; for 10h; Reagent/catalyst; Inert atmosphere; Schlenk technique;
99%
With bis(1,5-cyclooctadiene)nickel (0); magnesium; 1,3-di-tert-butylimidazol-2-ylidene In tetrahydrofuran at 60℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Green chemistry;99%
With C68H72Cl2N6NiP2 In tetrahydrofuran at 25℃; for 24h; Inert atmosphere;95%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

trimethylsilylmethyllithium
1822-00-0

trimethylsilylmethyllithium

trimethyl(naphthalen-2-ylmethyl)silane
27016-35-9

trimethyl(naphthalen-2-ylmethyl)silane

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0) In toluene; pentane at 50℃; for 2h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique; Sealed tube;99%
With bis(1,5-cyclooctadiene)nickel (0); sodium t-butanolate; tricyclohexylphosphine In toluene at 80℃; for 12h; Inert atmosphere; Schlenk technique; Glovebox;76%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

C8H15IMg

C8H15IMg

2-(2-cyclohexylethyl)naphthalene

2-(2-cyclohexylethyl)naphthalene

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel(0); 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 80℃; for 14h; Inert atmosphere; Glovebox; Sealed tube;99%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

2-naphthalenylmagnesium bromide
21473-01-8

2-naphthalenylmagnesium bromide

2,2'-binaphthalene
612-78-2

2,2'-binaphthalene

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); C23H28N4 In tetrahydrofuran; m-xylene at 60℃; for 4h; Kumada Cross-Coupling; Inert atmosphere; Sealed tube;99%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

C26H11Co2F13O8

C26H11Co2F13O8

2-methoxy-1-(pro-2-yn-1-yl)naphthalene dicobalt hexacarbonyl

2-methoxy-1-(pro-2-yn-1-yl)naphthalene dicobalt hexacarbonyl

Conditions
ConditionsYield
With C2F6NO4S2(1-)*C18H12F3P*Au(1+) In 1,2-dichloro-ethane at 20℃; for 0.25h; Molecular sieve; Heating; Inert atmosphere;99%
With C20H12AuF9NO4PS2 In 1,2-dichloro-ethane at 20℃; for 0.25h; Catalytic behavior; Reagent/catalyst; Solvent; Nicholas Reaction; Inert atmosphere; Molecular sieve;23.8 mg
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

2-methylpropan-2-thiol
75-66-1

2-methylpropan-2-thiol

isobutyl β-naphthyl sulfide
32689-97-7

isobutyl β-naphthyl sulfide

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 0℃; for 1.2h;98.6%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

acetic anhydride
108-24-7

acetic anhydride

1-acetyl-2-methoxynaphthalene
5672-94-6

1-acetyl-2-methoxynaphthalene

Conditions
ConditionsYield
With Zr6(μ3-O)4(μ3-OH)4(trimesic acid )2[triflate]6 at 25℃; for 2h; Catalytic behavior; Reagent/catalyst; Friedel-Crafts Acylation;98%
With ZrOTfBTCSiO2 In dichloromethane at 25℃; for 2h; Reagent/catalyst; Temperature; Solvent; Friedel-Crafts Acylation;98%
With aluminium dodecatungsten phosphate at 60 - 70℃; for 1.6h;91%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

2-Bromo-6-methoxynaphthalene
5111-65-9

2-Bromo-6-methoxynaphthalene

Conditions
ConditionsYield
With hydrogen bromide; sodium bromide In chloroform; water at 0℃; Electrochemical reaction;98%
With bromine; acetic acid at 55 - 85℃; under 760.051 Torr; for 0.275h; Temperature;90.2%
With tin; bromine; acetic acid 2.) reflux; Multistep reaction;
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

β-naphthol
135-19-3

β-naphthol

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran at 67℃; for 48h;98%
With dimethylboron bromide In 1,2-dichloro-ethane at 70℃; for 36h;96%
With boron trichloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78 - 0℃; for 1h; dealkylation;96%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

thiophenol
108-98-5

thiophenol

2-naphthyl phenyl sulfide
7570-96-9

2-naphthyl phenyl sulfide

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In neat (no solvent) at 120℃; for 24h; Inert atmosphere; Sealed tube;98%
With bismuth(lll) trifluoromethanesulfonate In water; 1,2-dichloro-ethane at 110℃; for 24h; Schlenk technique; Inert atmosphere;95%
With aluminium trichloride In dichloromethane for 27.5h; Ambient temperature;81.3%
2-Methoxynaphthalene
93-04-9

2-Methoxynaphthalene

acetic acid
64-19-7

acetic acid

1-acetyl-2-methoxynaphthalene
5672-94-6

1-acetyl-2-methoxynaphthalene

Conditions
ConditionsYield
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 2.5h; Friedel-Crafts acylation;98%
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 0.25h;98%
With silica gel supported aluminium trichloride In 1,2-dichloro-ethane at 80℃; for 2.2h; Friedel Crafts acylation; regioselective reaction;91%
With cross-linked polystyrene-supported aluminum triflate In 1,2-dichloro-ethane at 80℃; for 3.1h; Friedel-Crafts acylation; regioselective reaction;90%
With trifluoromethylsulfonic anhydride In nitromethane at 20℃; for 0.0333333h; Friedel-Crafts acylation;87%

2-Methoxynaphthalene Specification

The 2-Methoxynaphthalene is an organic compound with the formula C11H10O. The IUPAC name of this chemical is 2-methoxynaphthalene. With the CAS registry number 93-04-9, it is also named as Methyl 2-naphthyl ether. The product's categories are Food & Feed Additives; Naphthalene Derivatives. Besides, it is a white powder, which should be stored in a closed and cool place. It is used as a soap fragrance.

Physical properties about 2-Methoxynaphthalene are: (1)ACD/LogP: 3.36; (2)ACD/LogD (pH 5.5): 3.36; (3)ACD/LogD (pH 7.4): 3.36; (4)ACD/BCF (pH 5.5): 212.28; (5)ACD/BCF (pH 7.4): 212.28; (6)ACD/KOC (pH 5.5): 1611.41; (7)ACD/KOC (pH 7.4): 1611.41; (8)#H bond acceptors: 1; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 9.23 Å2; (11)Index of Refraction: 1.604; (12)Molar Refractivity: 50.77 cm3; (13)Molar Volume: 147.5 cm3; (14)Polarizability: 20.12×10-24cm3; (15)Surface Tension: 38.5 dyne/cm; (16)Density: 1.072 g/cm3; (17)Flash Point: 102.3 °C; (18)Enthalpy of Vaporization: 48.97 kJ/mol; (19)Boiling Point: 272 °C at 760 mmHg; (20)Vapour Pressure: 0.0104 mmHg at 25°C.

Preparation: this chemical can be prepared by naphthalen-2-ol and iodomethane. This reaction will need reagent KOH and methanol.



Uses of 2-Methoxynaphthalene: it can be used to produce (1-iodo-[2]naphthyl)-methyl ether by heating. It will need reagent N-iodosuccinimide and solvent acetonitrile with reaction time of 30 hours. The yield is about 89%.

You can still convert the following datas into molecular structure:
(1)SMILES: O(c2ccc1c(cccc1)c2)C
(2)InChI: InChI=1/C11H10O/c1-12-11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H3
(3)InChIKey: LUZDYPLAQQGJEA-UHFFFAOYAR
(4)Std. InChI: InChI=1S/C11H10O/c1-12-11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H3
(5)Std. InChIKey: LUZDYPLAQQGJEA-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 885, 1975.
rat LD50 oral > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 885, 1975.

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