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| CAS No.: | 93-04-9 |
|---|---|
| Name: | 2-Methoxynaphthalene |
| Article Data: | 226 |
| Molecular Structure: | |
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| Formula: | C11H10O |
| Molecular Weight: | 158.2 |
| 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; |
| EINECS: | 202-213-6 |
| Density: | 1.072 g/cm3 |
| Melting Point: | 70-73 °C(lit.) |
| Boiling Point: | 272 °C at 760 mmHg |
| Flash Point: | 102.3 °C |
| Solubility: | insoluble in water |
| Appearance: | white powder |
| Safety: | 22-24/25 |
| PSA: | 9.23000 |
| LogP: | 2.84840 |
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| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine In methanol; hexane; acetonitrile for 15h; Ambient temperature; | 100% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
- 104116-17-8
2-methoxynaphthalene-1-boronic acid
- 93-04-9
2-Methoxynaphthalene
| Conditions | Yield |
|---|---|
| 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℃; |
| Conditions | Yield |
|---|---|
| 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% |
- 93-04-9
2-Methoxynaphthalene
| Conditions | Yield |
|---|---|
| With nickel(II) acetate tetrahydrate; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 170℃; for 24h; Inert atmosphere; Glovebox; Sealed tube; | 99% |
| Conditions | Yield |
|---|---|
| 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% |
- 67886-70-8
2-cyano-6-methoxynaphthalene
- 93-04-9
2-Methoxynaphthalene
| Conditions | Yield |
|---|---|
| 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% |
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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.
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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%.
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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. |