2-(Phenylmethoxy)-naphthalene supplier

Name
2-(Phenylmethoxy)-naphthalene
EINECS 405-490-3
CAS No. 613-62-7
Article Data68
CAS DataBase
Density 1.125 g/cm³
Solubility 76-78μg/L at 20℃
Melting Point 96-98 °C
Formula C₁₇H₁₄O
Boiling Point 388.1 °C at 760 mmHg
Molecular Weight 234.298
Flash Point 156.4 °C
Transport Information
Appearance COA
Safety 61
Risk Codes 53
Molecular Structure
Hazard Symbols R53:May cause long-term adverse effects in the aquatic environment.;
Synonyms Naphthalene,2-(benzyloxy)- (6CI,7CI,8CI);2-(Benzyloxy)naphthalene;BON (ether);Benzyl 2-naphthyl ether;Benzyl b-naphthyl ether;b-(Benzyloxy)naphthalene;b-Naphthol benzyl ether;b-Naphthyl benzyl ether;
PSA 9.23000
LogP 4.41880

Synthetic route

: 1523-11-1
naphthalen-2-yl acetate

: 100-39-0
benzyl bromide

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With sodium methylate In N,N-dimethyl-formamide for 0.5h; Ambient temperature;	100%
With 18-crown-6 ether; potassium carbonate In acetone for 1.5h; Heating;	79%

: 875-83-2
sodium 2-naphtholate

: 100-44-7
benzyl chloride

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
In various solvent(s) at 110℃; for 24h;	97%
In dimethyl sulfoxide at 25℃; for 12h;	92%
With ethanol
With tris(dibutylamino)cyclopropenium tetrafluoroborate at 25℃; for 24h; Inert atmosphere;
at 25℃; for 24h; Ionic liquid;

: 62790-91-4
2-(dimethyl-1,1’-dimethylethylsilyloxy)naphthalene

: 100-39-0
benzyl bromide

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With cesium fluoride In N,N-dimethyl-formamide for 12h; Ambient temperature;	97%

: 100-39-0
benzyl bromide

: 135-19-3
β-naphthol

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With sodium hydroxide; phosphonium resin In dichloromethane; water for 48h; Ambient temperature;	96%
With potassium carbonate In acetonitrile Reflux;	93%
With caesium carbonate In acetonitrile for 5h; Heating;	92%

: 100-44-7
benzyl chloride

: 135-19-3
β-naphthol

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With potassium hydroxide; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 25℃; for 2h; Williamson synthesis;	93%
With sodium hydroxide; diphenylether; tetrabutylammomium bromide In water; toluene at 90℃; for 3h; low energy microwave irradiation;	92%
copper; copper dichloride for 0.0333333h; Alkylation; Irradiation;	90%

: 580-13-2
2-bromonaphthalene

: 100-51-6
benzyl alcohol

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With copper(l) iodide; sodium carbonate; 2-(pyrrolidin-1-yl)acetic acid In N,N-dimethyl-formamide at 100℃; Reagent/catalyst; Solvent;	93%
With potassium tert-butylate; C11H21ClN2NiO; bis(pinacol)diborane In toluene at 60℃; for 24h;	51%
With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 200℃; for 0.75h; Microwave irradiation;	35%

: 7-(benzyloxy)-naphthalen-2-yl-4-methylbenzenesulfonate

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With dimethylamine borane; potassium carbonate; triphenylphosphine; nickel In N,N-dimethyl-formamide at 120℃; for 6h;	92%

: 41908-23-0
1-bromo-2-(phenylmethoxy)naphthalene

: (R)-2,2'-bis(benzyloxy)-1,1'-binaphthalene

B: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With (1,2-dimethoxyethane)dichloronickel(II); (3aS,8aR)-2-(6-cyclohexylpyridin-2-yl)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole; sodium iodide In N,N-dimethyl-formamide at 0℃; for 36h; Reagent/catalyst; Temperature; Electrochemical reaction; Molecular sieve; Glovebox; enantioselective reaction;	A 88% B 10 %Spectr.
With (1,2-dimethoxyethane)dichloronickel(II); (3aS,8aR)-2-(6-cyclohexylpyridin-2-yl)-3a,8a-dihydro-8H-indeno[1,2-d]oxazole; sodium iodide In N,N-dimethyl-formamide at 15℃; for 12h; Reagent/catalyst; Electrochemical reaction; Glovebox; enantioselective reaction;	A 10 %Spectr. B 85 %Spectr.

: 53772-44-4
benzyloxydiphenylphosphine

: 135-19-3
β-naphthol

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With 2,6-dimethyl-1,4-benzoquinone In dichloromethane at 20℃; for 0.5h;	84%
With 2,6-dimethyl-1,4-benzoquinone In dichloromethane at 20℃; for 0.5h;	84%

: 2234-45-9
6-benzyloxy-2-bromonaphthalene

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With sodium hydride; lithium iodide In tetrahydrofuran; mineral oil at 50℃; for 8h; Sealed tube;	79%

: 260783-80-0
N,N,N-trimethyl-1-phenylmethanaminium trifluoromethanesulfonate

: 135-19-3
β-naphthol

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With 18-crown-6 ether; potassium tert-butylate In toluene at 120℃; for 3h; Schlenk technique; Inert atmosphere;	75%

: 56-93-9
benzyltrimethylammonium chloride

: 135-19-3
β-naphthol

A: 93-04-9
2-Methoxynaphthalene

B: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With diethylene glycol dimethyl ether; potassium carbonate at 155℃; for 6h;	A n/a B 73%

...Expand

: 56-37-1
N-benzyl-N,N,N-triethylammonium chloride

: 135-19-3
β-naphthol

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With diethylene glycol dimethyl ether; potassium carbonate at 155℃; for 6h; optical yield given as %de;	47%

: 100-44-7
benzyl chloride

: 135-19-3
β-naphthol

A: 613-62-7
2-benzyloxynaphthalene

B: 36441-31-3
1-benzyl-2-naphthol

Conditions

Conditions	Yield
With sodium hydroxide; 1-cetyl-4-aza-1-azonia bicyclo[2.2.2]octane chloride In Petroleum ether at 25℃; for 15h;	A 36% B 30%

...Expand

: 908094-04-2
phenyldiazomethane

: 135-19-3
β-naphthol

: 613-62-7
2-benzyloxynaphthalene

: 100-39-0
benzyl bromide

: 875-83-2
sodium 2-naphtholate

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With acetone

: 100-39-0
benzyl bromide

A: 613-62-7
2-benzyloxynaphthalene

B: 36441-31-3
1-benzyl-2-naphthol

Conditions

Conditions	Yield
With 1,4-dioxane; lithium

: 875-83-2
sodium 2-naphtholate

A: 613-62-7
2-benzyloxynaphthalene

B: 36441-31-3
1-benzyl-2-naphthol

Conditions

Conditions	Yield
With 1,4-dioxane

: 875-83-2
sodium 2-naphtholate

: 100-44-7
benzyl chloride

A: 613-62-7
2-benzyloxynaphthalene

B: 36441-31-3
1-benzyl-2-naphthol

Conditions

Conditions	Yield
With water at 110℃;

...Expand

: 3204-68-0
benzyldimethylphenylammonium chloride

: 135-19-3
β-naphthol

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With sodium hydroxide

: 4525-46-6
benzyltrimethylammonium iodide

: 135-19-3
β-naphthol

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
In N,N-dimethyl-formamide

: 100-39-0
benzyl bromide

: 875-83-2
sodium 2-naphtholate

A: 613-62-7
2-benzyloxynaphthalene

B: 36441-31-3
1-benzyl-2-naphthol

Conditions

Conditions	Yield
In various solvent(s) at 87℃; for 2h;	A 97 % Spectr. B 3 % Spectr.
In various solvent(s) at 87℃; for 2h; molten tetraalkylammonium or -phosphonium halides as solvents; highly regioselective O-alkylation; reaction with benzyl chloride;	A 97 % Spectr. B 3 % Spectr.

...Expand

: 100-44-7
benzyl chloride

: 135-19-3
β-naphthol

A: 74849-12-0
1,1-dibenzyl-1,2-dihydronaphthalen-2-one

B: 613-62-7
2-benzyloxynaphthalene

C: 36441-31-3
1-benzyl-2-naphthol

D: 95391-89-2
1-Benzyl-2-naphthyl-benzyl-aether

Conditions

Conditions	Yield
With aluminum oxide; sodium methylate at 50℃; for 48h; Yield given. Yields of byproduct given;

...Expand

: 135-19-3
β-naphthol

: 100-51-6
benzyl alcohol

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide

: 875-83-2
sodium 2-naphtholate

A: 74849-12-0
1,1-dibenzyl-1,2-dihydronaphthalen-2-one

B: 613-62-7
2-benzyloxynaphthalene

C: 36441-31-3
1-benzyl-2-naphthol

D: 95391-89-2
1-Benzyl-2-naphthyl-benzyl-aether

Conditions

Conditions	Yield
With PhCH2X; N-benzyl-N,N,N-triethylammonium chloride In toluene at 20 - 90℃; for 1h; Product distribution; influence of catalyst, its concentration, and temperature on C/O-alkylation ratio;

...Expand

: 15147-55-4
2-naphtholate

: 100-44-7
benzyl chloride

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With tetrabutylammonium perchlorate In acetonitrile at 22℃; Rate constant;

: 36294-21-0
potassium 2-naphthoxide

: 100-44-7
benzyl chloride

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate In dimethyl sulfoxide at 20℃; Kinetics; Substitution; Electrolysis;

: 100-44-7
benzyl chloride

: 135-19-3
β-naphthol

aqueous alcoholic KOH-solution: aqueous alcoholic KOH-solution

: 613-62-7
2-benzyloxynaphthalene

...Expand

: 135-19-3
β-naphthol

sodium benzyl isodiazotate: sodium benzyl isodiazotate

: 613-62-7
2-benzyloxynaphthalene

Conditions

Conditions	Yield
With ethanol

: 613-62-7
2-benzyloxynaphthalene

A: 108-88-3
toluene

B: 135-19-3
β-naphthol

Conditions

Conditions	Yield
With 0.5%Pd/TiO2; isopropyl alcohol In water at 24.84℃; for 2h; Inert atmosphere; Sealed tube; Irradiation;	A 99% B 97%

: 613-62-7
2-benzyloxynaphthalene

: 72771-44-9
1-nitonaphthalen-2-yl benzoate

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate In acetic acid at 60 - 80℃; for 1.5h;	97%
With ammonium cerium(IV) nitrate In acetic acid at 70 - 80℃; for 0.5h;	1.92 g

: 613-62-7
2-benzyloxynaphthalene

: C26H11Co2F13O8

: C26H16Co2O7

Conditions

Conditions	Yield
With C20H12AuF9NO4PS2 at 20℃; for 0.25h; Nicholas Reaction; Inert atmosphere; Molecular sieve;	96%

: 613-62-7
2-benzyloxynaphthalene

: 135-19-3
β-naphthol

Conditions

Conditions	Yield
With triethylammonium formate; palladium on activated charcoal for 0.166667h; Ambient temperature;	95%
With biphenyl; lithium In tetrahydrofuran; methanol at -78℃; for 40h;	71%
With hydrogen; palladium diacetate; pyrographite In tetrahydrofuran; methanol at 25℃; under 760.051 Torr; for 12h;	66%

: 613-62-7
2-benzyloxynaphthalene

: 2-(deuterio(phenyl)methoxy)naphthalene

Conditions

Conditions	Yield
Stage #1: 2-benzyloxynaphthalene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.416667h; Schlenk technique; Inert atmosphere; Stage #2: With deuteromethanol In tetrahydrofuran; water; pentane Schlenk technique; Inert atmosphere;	91%

: 506-96-7
Acetyl bromide

: 613-62-7
2-benzyloxynaphthalene

: 1523-11-1
naphthalen-2-yl acetate

Conditions

Conditions	Yield
With lithium bromide In dichloromethane at 30 - 35℃; for 24h; Inert atmosphere;	90%

: 613-62-7
2-benzyloxynaphthalene

: 56139-07-2
(2,3-dimethoxyphenyl)(phenyl)methanol

Conditions

Conditions	Yield
Stage #1: 2-benzyloxynaphthalene With tert.-butyl lithium In tetrahydrofuran; pentane at -78 - -55℃; for 0.75h; Wittig Rearrangement; Schlenk technique; Inert atmosphere; Stage #2: With deuteromethanol; water In tetrahydrofuran; pentane at -55 - -30℃; Wittig Rearrangement; Schlenk technique; Inert atmosphere;	88%

: 613-62-7
2-benzyloxynaphthalene

: 6-(benzyloxy)-1,2,3,4-tetrahydronaphthalene

Conditions

Conditions	Yield
With hydrogen In tert-butyl alcohol at 135℃; for 40h; Autoclave;	83%

: 613-62-7
2-benzyloxynaphthalene

: C13H12N(1+)

: N-(2-(naphthalen-2-yloxy)-1,2-diphenylethyl)aniline

Conditions

Conditions	Yield
Stage #1: 2-benzyloxynaphthalene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.416667h; Schlenk technique; Inert atmosphere; Stage #2: C13H12N(1+) In tetrahydrofuran; pentane at -78 - 20℃; Schlenk technique; Inert atmosphere; diastereoselective reaction;	79%

: 613-62-7
2-benzyloxynaphthalene

: 75-04-7
ethylamine

: 1-ethylamino-2-benzyloxy-1,4-dihydronaphthalene

Conditions

Conditions	Yield
With benzene-1,3-dicarbonitrile In water; acetonitrile for 12h; Irradiation;	76%

: 613-62-7
2-benzyloxynaphthalene

: 1147550-11-5
ammonium thiocyanate

: C18H13NOS

Conditions

Conditions	Yield
With oxygen; Nitrogen dioxide; trifluoroacetic acid In acetonitrile at 15℃; for 3h;	76%

: 613-62-7
2-benzyloxynaphthalene

: 75-31-0
isopropylamine

: 2-benzyloxy-1-isopropylamino-1,4-dihydronaphthalene

Conditions

Conditions	Yield
With benzene-1,3-dicarbonitrile In water; acetonitrile for 10h; Irradiation;	71%

: 613-62-7
2-benzyloxynaphthalene

: 333-20-0
potassium thioacyanate

: 52805-40-0
2-(benzyloxy)naphthalene-1-carbonitrile

Conditions

Conditions	Yield
With silica sulfuric acid In neat (no solvent, solid phase) at 100℃; for 12h; regioselective reaction;	71%

: 107-10-8
propylamine

: 613-62-7
2-benzyloxynaphthalene

: 2-benzyloxy-1-propylamino-1,4-dihydronaphthalene

Conditions

Conditions	Yield
With benzene-1,3-dicarbonitrile In water; acetonitrile for 10h; Irradiation;	68%

: 93-89-0
benzoic acid ethyl ester

: 613-62-7
2-benzyloxynaphthalene

: 2-(naphthalen-2-yloxy)-1,2-diphenylethanone

Conditions

Conditions	Yield
Stage #1: 2-benzyloxynaphthalene With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.416667h; Schlenk technique; Inert atmosphere; Stage #2: benzoic acid ethyl ester In tetrahydrofuran; pentane at -78 - 20℃; Schlenk technique; Inert atmosphere;	66%

: 613-62-7
2-benzyloxynaphthalene

: 41908-23-0
1-bromo-2-(phenylmethoxy)naphthalene

Conditions

Conditions	Yield
With aluminum tri-bromide; [bis(acetoxy)iodo]benzene In acetonitrile at 23℃;	62%
With sulfuric acid; dihydrogen peroxide; potassium bromide weiteres Reagens: Aethanol;
With bromine

: 50-00-0
formaldehyd

: 451-46-7
4-fluorobenzoic acid ethyl ester

: 613-62-7
2-benzyloxynaphthalene

: (1R*,2S*)-1-(4-fluorophenyl)-2-(naphthalen-2-yloxy)-2-phenylpropane-1,3-diol

Conditions

Conditions	Yield
Stage #1: 2-benzyloxynaphthalene With tert.-butyl lithium In tetrahydrofuran; pentane at -78 - -70℃; for 0.5h; Inert atmosphere; Stage #2: 4-fluorobenzoic acid ethyl ester In tetrahydrofuran; pentane at -70 - 20℃; for 1.08333h; Inert atmosphere; Stage #3: formaldehyd In tetrahydrofuran; pentane at 20℃; for 2h; Inert atmosphere;	62%

...Expand

: 613-62-7
2-benzyloxynaphthalene

: 74-89-5
methylamine

: 149438-75-5
2-benzyloxy-1-methylamino-1,4-dihydronaphthalene

Conditions

Conditions	Yield
With benzene-1,3-dicarbonitrile In water; acetonitrile for 10h; Irradiation;	60%

2-(Phenylmethoxy)-naphthalene Specification

The 2-(Phenylmethoxy)-naphthalene, with its CAS registry number 613-62-7, has the IUPAC name of 2-phenylmethoxynaphthalene. For being a kind of white or light yellow powder, it is nearly insoluble in all solvents. And its product categories are including Industrial/Fine Chemicals; Color Former & Related Compounds; Functional Materials; Sensitizer. Besides, it may cause long-term adverse effects in the aquatic environment, so you should avoid releasing to the environment and then could refer to special instructions/safety data sheet.

The characteristics of 2-(Phenylmethoxy)-naphthalene are as follows: (1)ACD/LogP: 5.02; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.02; (4)ACD/LogD (pH 7.4): 5.02; (5)ACD/BCF (pH 5.5): 3845.81; (6)ACD/BCF (pH 7.4): 3845.81; (7)ACD/KOC (pH 5.5): 12815.28; (8)ACD/KOC (pH 7.4): 12815.28; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 9.23; (13)Index of Refraction: 1.642; (14)Molar Refractivity: 75.26 cm³; (15)Molar Volume: 208.2 cm³; (16)Polarizability: 29.83×10^-24 cm³; (17)Surface Tension: 45.1 dyne/cm; (18)Density: 1.125 g/cm³; (19)Flash Point: 156.4 °C; (20)Enthalpy of Vaporization: 61.23 kJ/mol; (21)Boiling Point: 388.1 °C at 760 mmHg; (22)Vapour Pressure: 7.02E-06 mmHg at 25°C; (23)Exact Mass: 234.104465; (24)MonoIsotopic Mass: 234.104465; (25)Topological Polar Surface Area: 9.2; (26)Heavy Atom Count: 18; (27)Complexity: 244.

Production method of this chemical: chloromethyl-benzene could react with naphthalen-2-ol; sodium salt to produce 2-(Phenylmethoxy)-naphthalene. This reaction could happen in the presence of the reagent of ethanol.

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)COC2=CC3=CC=CC=C3C=C2
(2)InChI: InChI=1S/C17H14O/c1-2-6-14(7-3-1)13-18-17-11-10-15-8-4-5-9-16(15)12-17/h1-12H,13H2
(3)InChIKey: WLTCCDHHWYAMCG-UHFFFAOYSA-N

Product Name

2-(Phenylmethoxy)-naphthalene

Synthetic route

2-(Phenylmethoxy)-naphthalene Specification

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