Methyl phenethyl ether supplier

Name
(2-Methoxyethyl)benzene
EINECS 222-619-7
CAS No. 3558-60-9
Article Data57
CAS DataBase
Density 0.938 g/cm³
Solubility 682mg/L at 25℃
Melting Point
Formula C₉H₁₂O
Boiling Point 172.3 °C at 760 mmHg
Molecular Weight 136.194
Flash Point 52.5 °C
Transport Information
Appearance colourless liquid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Ether,methyl phenethyl (6CI,7CI,8CI);1-Methoxy-2-phenylethane;2-Phenylethyl methylether;Kewda ether;Methyl 2-phenethyl ether;Methyl 2-phenylethyl ether;NSC 81229;Pandanol;b-Phenylethyl methyl ether;
PSA 9.23000
LogP 1.87550

Synthetic route

: 591-50-4
iodobenzene

: 6482-24-2
2-Bromoethyl methyl ether

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With triethanolamine; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; [Ni(2,2′:6′,2''-terpyridine)(pyridine)(CH3CN)2](PF6)2 In acetonitrile at 23 - 28℃; for 12h; Inert atmosphere; Sealed tube; Irradiation;	96%

: 67-56-1
methanol

: 65275-36-7
(2-phenyl-ethyl) phenyl selenide

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid at 25℃; for 1h;	95%

: 60-12-8
2-phenylethanol

: 77891-02-2
methyl trimethylamine phosphate

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With potassium chloride; sodium sulfite at 85℃; for 4h; Temperature;	95%

: 67-56-1
methanol

: 103-63-9
1-phenyl-2-bromoethane

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With silver tetrafluoroborate; 1-(2-bromo-1,1-dimethoxyethyl)benzene at 25℃; for 4h;	90%
(i) HgO, aq. HClO4, (ii) /BRN= 507487/; Multistep reaction;
With tetrafluoroboric acid; HgBF4
at 138 - 145℃; under 8250.7 Torr; for 1.8h; Irradiation;	38 % Turnov.
at 140℃; under 7500.6 Torr; for 2h; Irradiation; Yield given;

: 60-12-8
2-phenylethanol

: 74-88-4
methyl iodide

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
Stage #1: 2-phenylethanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1h; Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 0 - 20℃; for 72h;	86%
With aluminum oxide; potassium fluoride In acetonitrile for 43h;	66%
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 2h;	65%

: 4747-15-3
1-(2-methoxyvinyl)benzene

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With ammonia; calcium In tetrahydrofuran at -33℃; for 2h;	85%

: 101-41-7
benzeneacetic acid methyl ester

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With (PPh3)(CO)4MnC(O)CH3; phenylsilane In benzene-d6 for 2h;	83%
With triethylsilane; trimethylsilyl trifluoromethanesulfonate; titanium tetrachloride In dichloromethane at 20℃; for 20h;	40%

: 60-12-8
2-phenylethanol

: 77-78-1
dimethyl sulfate

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With sodium hydroxide; zirconium (benzyldiethylammoniomethylphosphonate chloride) phosphate In ethanol; water; Petroleum ether at 42℃; for 8h;	81.3%
With sodium hydride In diethyl ether for 20h; Heating;	60%
With sodium hydroxide; tetra-(n-butyl)ammonium iodide

: 60-12-8
2-phenylethanol

: 616-38-6
carbonic acid dimethyl ester

A: 3558-60-9
1-methoxy-2-phenylethane

B: 1796-66-3
methyl (2-phenyl)ethyl carbonate

Conditions

Conditions	Yield
With Amberlyst 15 for 12h; Reflux;	A 14% B 79%

...Expand

: 67-56-1
methanol

: 103-63-9
1-phenyl-2-bromoethane

A: 100-42-5
styrene

B: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
In methanol at 95℃; under 5475.4 Torr; for 0.0283333h; Irradiation;	A 75% B 9%

...Expand

: 103-63-9
1-phenyl-2-bromoethane

A: 100-42-5
styrene

B: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With sodium methylate In methanol at 95℃; under 5475.4 Torr; for 0.0283333h; Irradiation;	A 75% B 9%

: 67-56-1
methanol

: 74-85-1
ethene

: 768-32-1
trimethylphenylsilane

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With (triphenylphosphine)gold(I) chloride; 1-(trifluoromethanesulfonyloxy)-1,2-benziodoxol-3(1H)-one In acetonitrile at 50℃; under 750.075 Torr; for 18h; Reagent/catalyst; Temperature; Solvent; Sealed tube;	72%

...Expand

: 67-56-1
methanol

: 81609-30-5
2-phenylethyl phenyl telluride

A: 100-42-5
styrene

B: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid at 20 - 25℃; for 1h;	A 14% B 67%
With 3-chloro-benzenecarboperoxoic acid at 20 - 25℃; for 1h;	A 14 % Chromat. B 67%

...Expand

: 122-78-1
phenylacetaldehyde

: 149-73-5
trimethyl orthoformate

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With 5%-palladium/activated carbon; hydrogen; toluene-4-sulfonic acid In methanol at 130℃; under 22502.3 Torr; for 6h; Autoclave; Inert atmosphere;	66.5%

: 22096-25-9
sodium phenethylate

: 74-88-4
methyl iodide

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
In dimethyl sulfoxide	63%

: 100-42-5
styrene

: 67-56-1
methanol

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With terephthalonitrile In acetonitrile for 2h; UV-irradiation;	35%
With N,N′-bis(2-ethylhexyl)-1,7-dicyanoperylene-3,4:9,10-bis(dicarboximide); thiophenol In dichloromethane at 30℃; for 42h; Irradiation; Inert atmosphere; regioselective reaction;	32%

: 109-87-5
Dimethoxymethane

: benzylmagnesium chloride

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
at 150℃;

: 13057-17-5
bromethyl methyl ether

: benzylmagnesium chloride

: 3558-60-9
1-methoxy-2-phenylethane

: 60-12-8
2-phenylethanol

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With sodium hydroxide; dimethyl sulfate
With diazomethane; diethyl ether; boron trifluoride diethyl etherate

: 60-29-7
diethyl ether

: 107-30-2
chloromethyl methyl ether

: benzylmagnesium chloride

: 3558-60-9
1-methoxy-2-phenylethane

...Expand

: 107-30-2
chloromethyl methyl ether

: 6921-34-2
benzylmagnesium chloride

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With diethyl ether

: 627-42-9
2-chloroethyl methyl ether

: 591-51-5
phenyllithium

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With diethyl ether

: 60-29-7
diethyl ether

: 591-51-5
phenyllithium

: 6482-24-2
2-Bromoethyl methyl ether

A: 108-86-1
bromobenzene

B: 3558-60-9
1-methoxy-2-phenylethane

C: 71-43-2
benzene

...Expand

: 591-51-5
phenyllithium

: 6482-24-2
2-Bromoethyl methyl ether

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With diethyl ether

: 13057-17-5
bromethyl methyl ether

: 6921-34-2
benzylmagnesium chloride

: 3558-60-9
1-methoxy-2-phenylethane

: 101-48-4
phenylacetaldehyde dimethyl acetal

: 3558-60-9
1-methoxy-2-phenylethane

Conditions

Conditions	Yield
With hydrogen; nickel at 180℃;
With carbon monoxide; hydrogen; dicobalt octacarbonyl at 180℃; under 124116 Torr;

: 100-42-5
styrene

: 67-56-1
methanol

A: 3558-60-9
1-methoxy-2-phenylethane

B: 1083-56-3
1,4-diphenylbutane

C: 4013-34-7
3-phenyl-2-oxabutane

D: 32345-80-5, 4013-37-0
1,2-dimethoxyethylbenzene

Conditions

Conditions	Yield
With potassium hydroxide; borane-THF 1) THF, 2) THF, Pt-anode, 30 mF; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;

...Expand

: 67-56-1
methanol

: 60-12-8
2-phenylethanol

A: 100-42-5
styrene

B: 3558-60-9
1-methoxy-2-phenylethane

C: 4013-34-7
3-phenyl-2-oxabutane

D: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With methane; oxygen at 37.5℃; Product distribution; Irradiation; different partial pressures of components;

...Expand

: 67-56-1
methanol

: 458-87-7
1-fluoro-2-phenylethane

A: 100-42-5
styrene

B: 538-86-3
benzyl methyl ether

C: 3558-60-9
1-methoxy-2-phenylethane

D: 4013-34-7
3-phenyl-2-oxabutane

E: 100-52-7
benzaldehyde

Conditions

Conditions	Yield
With methane; oxygen at 37.5℃; Product distribution; Irradiation; different bulk gas and methanol partial pressures;

...Expand

: 60-12-8
2-phenylethanol

A: 100-42-5
styrene

B: 92-52-4
biphenyl

C: 3558-60-9
1-methoxy-2-phenylethane

D: 100-41-4
ethylbenzene

E: 103-29-7
1,1'-(1,2-ethanediyl)bisbenzene

F: 108-88-3
toluene

Conditions

Conditions	Yield
at 446.4 - 493.7℃; Product distribution; Kinetics; thermal elimination;

...Expand

: 3558-60-9
1-methoxy-2-phenylethane

: methyl 2-phenyl(2,2-(2)H)ethyl ether

Conditions

Conditions	Yield
With hydrogen; water-d2; palladium on activated charcoal at 20℃; for 72h;	88%

: 3558-60-9
1-methoxy-2-phenylethane

: 29610-84-2
(1‐bromo‐2‐methoxyethyl)benzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 2h; Heating / reflux;	84%

: 3558-60-9
1-methoxy-2-phenylethane

: 98-86-2
acetophenone

: 2-(4-(2-methoxyethyl)phenyl)-1-phenylethan-1-one

Conditions

Conditions	Yield
Stage #1: 1-methoxy-2-phenylethane With thianthrene-5-oxide; trifluoromethylsulfonic anhydride In acetonitrile at -20 - 20℃; for 0.666667h; Inert atmosphere; Schlenk technique; Stage #2: acetophenone With palladium diacetate; cesium fluoride; XPhos In N,N-dimethyl-formamide; acetonitrile at 80℃; for 11h; Inert atmosphere; Schlenk technique;	80%

: 3558-60-9
1-methoxy-2-phenylethane

: C9H8(2)H4O

Conditions

Conditions	Yield
With hydrogen; water-d2; palladium on activated charcoal at 110℃; under 760.051 Torr; for 24h;	79%

: 109-97-7
pyrrole

: 3558-60-9
1-methoxy-2-phenylethane

: 50691-29-7
1-phenethyl-1H-pyrrole

Conditions

Conditions	Yield
With phosphazene base-P4-tert-butyl In 1,4-dioxane; hexane at 130℃; for 24h; Sealed tube; Inert atmosphere; Molecular sieve;	79%

: 3558-60-9
1-methoxy-2-phenylethane

A: 622-24-2
2-phenylethyl chloride

B: 103-45-7
acetic acid phenethyl ester

Conditions

Conditions	Yield
With acetyl chloride; zinc In Petroleum ether at 28℃; for 4h;	A 78% B 20%

: 3558-60-9
1-methoxy-2-phenylethane

: 75-36-5
acetyl chloride

A: 622-24-2
2-phenylethyl chloride

B: 103-45-7
acetic acid phenethyl ester

Conditions

Conditions	Yield
With zinc In Petroleum ether at 28℃; for 4h;	A 78% B 20%

...Expand

: 3558-60-9
1-methoxy-2-phenylethane

: 637-44-5
phenylpropyolic acid

: 2-(1-methoxy-2-phenylethyl)-4-phenyl-2H-1,2,3-triazole

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; trimethylsilylazide; copper dichloride at 80℃; for 12h;	68%

: 3558-60-9
1-methoxy-2-phenylethane

: 100-41-4
ethylbenzene

Conditions

Conditions	Yield
With hydrogen; AIOTfbpy-Pd In 1,2-dichloro-ethane at 130℃; under 750.075 Torr; for 24h; Glovebox; Inert atmosphere;	61%
With hydrogen; Al(OH)(2,2'-bipyridine-5,5'-dicarboxylic acid)0.81(PdCl2)0.48(OTf)0.38 In 1,2-dichloro-ethane at 130℃; under 750.075 Torr; for 24h;	55%

: 3558-60-9
1-methoxy-2-phenylethane

: 140-88-5
ethyl acrylate

A: 1450816-66-6
(2E,2'E)-diethyl 3,3'-(2-(2-methoxyethyl)-1,3-phenylene)diacrylate

B: 1450816-65-5
(E)-ethyl 3-(2-(2-methoxyethyl)phenyl)acrylate

Conditions

Conditions	Yield
With silver (II) carbonate; palladium diacetate; N-acetylglycine at 80℃; for 48h; Sealed tube;	A 25% B 60%

...Expand

: 3558-60-9
1-methoxy-2-phenylethane

: 62-53-3
aniline

A: 31230-89-4
2-benzyl-2,3-dihydrobenzo[d]thiazole

B: 6265-94-7
2-benzylbenzothiazole

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; sulfur; potassium iodide In water; dimethyl sulfoxide at 130℃; for 6h;	A 15% B 52%

...Expand

: 3558-60-9
1-methoxy-2-phenylethane

: 536-74-3
phenylacetylene

: 2-(1-methoxy-2-phenylethyl)-4-phenyl-2H-1,2,3-triazole

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; trimethylsilylazide; copper(l) chloride at 80℃; for 16h; Sealed tube; regioselective reaction;	51%

: 3558-60-9
1-methoxy-2-phenylethane

: phenyl(hydroxy)(tetrafluoroborato)-λ3-iodane 18-crown-6 complex (1:1)

A: [2-(2-methoxyethyl)phenyl](phenyl)(tetrafluoroborato)-λ(3)-iodane

B: [4-(2-methoxyethyl)phenyl](phenyl)(tetrafluooroborato)-λ(3)-iodane

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; water In dichloromethane at 45℃; for 6h; Inert atmosphere;	A 23% B 39%

...Expand

: 3558-60-9
1-methoxy-2-phenylethane

: 70-55-3
toluene-4-sulfonamide

A: 5450-75-9
4-methyl-N-(2-phenylethyl)benzenesulfonamide

B: 640-61-9
N-methyl-p-toluenesulfonylamide

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In toluene at 170℃; for 25h;	A 38% B 19%

...Expand

Methyl phenethyl ether Consensus Reports

Reported in EPA TSCA Inventory.

Methyl phenethyl ether Specification

The 2-Phenylethyl methyl ether, with the CAS registry number 3558-60-9 and EINECS registry number 222-619-7, has the systematic name of (2-methoxyethyl)benzene. It is a kind of colourless liquid. And the molecular formula of this chemical is C₉H₁₂O.

The physical properties of 2-Phenylethyl methyl ether are as following: (1)ACD/LogP: 2.14; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.14; (4)ACD/LogD (pH 7.4): 2.14; (5)ACD/BCF (pH 5.5): 24.97; (6)ACD/BCF (pH 7.4): 24.97; (7)ACD/KOC (pH 5.5): 348.3; (8)ACD/KOC (pH 7.4): 348.3; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.493; (14)Molar Refractivity: 42.18 cm³; (15)Molar Volume: 145.1 cm³; (16)Polarizability: 16.72×10^-24cm³; (17)Surface Tension: 31.3 dyne/cm; (18)Density: 0.938 g/cm³; (19)Flash Point: 52.5 °C; (20)Enthalpy of Vaporization: 39.19 kJ/mol; (21)Boiling Point: 172.3 °C at 760 mmHg; (22)Vapour Pressure: 1.79 mmHg at 25°C.

Preparation of 2-Phenylethyl methyl ether: This chemical can be prepared by iodomethane and 2-phenyl-ethanol. The reaction will need reagent Na. The reaction time is 2 hours with heating, and the yield is about 42%.

2-Phenylethyl methyl ether can be prepared by iodomethane and 2-phenyl-ethanol

You should be cautious while dealing with this chemical. It is a kind of flammable chemcial, and it also irritates eyes, respiratory system and skin. In addition, if contact with water, it will liberate extremely flammable gases. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CCc1ccccc1)C
(2)InChI: InChI=1/C9H12O/c1-10-8-7-9-5-3-2-4-6-9/h2-6H,7-8H2,1H3
(3)InChIKey: CQLYXIUHVFRXLT-UHFFFAOYAS

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rabbit	LD50	skin	3970mg/kg (3970mg/kg)		Food and Chemical Toxicology. Vol. 20, Pg. 807, 1982.
rat	LD50	oral	4100mg/kg (4100mg/kg)		Food and Chemical Toxicology. Vol. 20, Pg. 807, 1982.

Product Name

(2-Methoxyethyl)benzene

Synthetic route

Methyl phenethyl ether Consensus Reports

Methyl phenethyl ether Specification

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