Name: Phenetole
SKU: 103-73-1

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Basic Information

Molecular Structure:
CAS No.:	103-73-1
Name:	Phenetole

Formula:	C₈H₁₀O
Molecular Weight:	122.167
Synonyms:	Phenoxyethane;Phenyl ethyl ether;Phenetole;Phenetole(8CI);Ethoxybenzene;Ethyl phenyl ether;NSC 406706;Phenetol;1-Phenyl ethyl alcohol;1-Phenyl ethyl alcohol;1-Phenyl ethyl alcohol;Ethoxybenzene;phenyl ethyl alcohol;
EINECS:	203-139-7
Density:	0.94 g/cm³
Melting Point:	- 30 °C(lit.)
Boiling Point:	169.8 °C at 760 mmHg
Flash Point:	55 °C
Solubility:	practically insoluble in water
Appearance:	clear colourless to very slightly yellow liquid
Hazard Symbols:	F, C
Risk Codes:	10-34-11
Safety:	24/25-45-36/37/39-26-16
Transport Information:	UN 1993 3/PG 3
PSA:	9.23000
LogP:	2.08530

Synthetic route

: 105-58-8
Diethyl carbonate

: 108-95-2
phenol

: 103-73-1
Phenetole

Conditions

Conditions	Yield
With potassium carbonate at 180℃; for 2h; Autoclave;	100%
With Magnesium-Aluminum layered double oxides catalyst at 149.84℃; under 760.051 Torr; for 12h; Autoclave; Inert atmosphere; Irradiation; Green chemistry;	91%
With N,N'-dimethylimidazolium-2-carboxylate In acetonitrile at 170℃; for 1.33333h; Temperature; Microwave irradiation; Green chemistry;	90 %Spectr.

: 64-67-5
diethyl sulfate

: 108-95-2
phenol

: 103-73-1
Phenetole

Conditions

Conditions	Yield
With sodium hydroxide; N-butyl-N,N-dimethyl-(α-phenyl)ethylammonium bromide In 1,2-dichloro-ethane for 6h; Heating;	99%
With potassium carbonate at 60℃; for 5h; Williamson synthesis;	87%

: 3179-63-3
3-Dimethylamino-1-propanol

: 105-58-8
Diethyl carbonate

: 108-95-2
phenol

A: 20904-57-8
N,N-dimethyl-3-phenoxypropan-1-amine

B: 103-73-1
Phenetole

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 200℃; for 8h; Autoclave;	A 99% B n/a

...Expand

: 75-03-6
ethyl iodide

: 108-95-2
phenol

: 103-73-1
Phenetole

Conditions

Conditions	Yield
With potassium hydroxide; DCH-18-crown-6 immobilized on 2-vinylpyridine-styrene copolymer In chloroform for 6h; Heating;	97%
With 1-butyl-3-methylimidazolium hydroxide at 70℃; for 2h;	80%
With sodium hydride In tetrahydrofuran for 16h;	60%

: 589-10-6
phenoxyethyl bromide

: 103-73-1
Phenetole

Conditions

Conditions	Yield
With 1,1,2,2-tetraphenyldisilane; azobisisobutyronitrile In ethanol for 14h; Heating;	97%
With 2,2'-azobis(isobutyronitrile); 1,1,2,2-tetraphenyldisilane In ethanol for 14h; Product distribution; Heating; other reagent, various amounts of initiator;	97%
With cetyltrimethylammonium bromide micelle; zinc In water Heating;	85%

: 60-29-7
diethyl ether

: 1004-66-6
2-methoxy-1,3-dimethylbenzene

: 6711-19-9
benzylium cation

A: 19578-74-6
1,3-Dimethyl-2-(phenylmethoxy)benzene

B: 103-73-1
Phenetole

C isomeric methyldiphenylmethanes: isomeric methyldiphenylmethanes

Conditions

Conditions	Yield
at 25℃; Product distribution; Mechanism; nuclear decay of tritium atom;	A 3% B 94% C n/a

...Expand

: 6-(4-chlorophenoxy)hexyl 4-Methylbenzenesulfonate

: 103-73-1
Phenetole

Conditions

Conditions	Yield
With triethylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 12h; Glovebox;	94%

: 930-68-7
cyclohexenone

: 1801-77-0
oxovanadium(V) ethoxydichloride

: 103-73-1
Phenetole

Conditions

Conditions	Yield
With oxygen In ethanol at 80℃; for 0.5h;	93%
With trimethylsilyl trifluoromethanesulfonate In ethanol 1) 1 h, 0 deg C 2) 1 h, r.t.;	82 % Chromat.
With trimethylsilyl trifluoromethanesulfonate In ethanol Product distribution; 1) 1 h, 0 deg C 2) 1 h, r.t., other solvent or with AgOTf; other α,β-unsaturated cyclohexenones: dehydrogenative aromatization;	82 % Chromat.

: 622-86-6
2-chloroethoxybenzene

: 103-73-1
Phenetole

Conditions

Conditions	Yield
With Triethoxysilane; C20H24N4Ni; sodium t-butanolate In toluene at 80℃; for 5h; Kumada Cross-Coupling; Inert atmosphere; Schlenk technique;	91%
With C22H28IrN2O2(1+)*CF3O3S(1-) In [D3]acetonitrile at 25℃; for 0.333333h; UV-irradiation;	24%
With air; triethyl borane; bis[4-(2-methoxyethoxy)phenyl]silane In tetrahydrofuran; ethanol at 20℃; for 4h; Reduction;	6%

: 139-02-6
sodium phenoxide

: 121-44-8
triethylamine

: 103-73-1
Phenetole

Conditions

Conditions	Yield
With 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In acetone Reflux;	90%

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Phenetole, with the CAS registry number 103-73-1 and EINECS registry number 203-139-7, has the systematic name and IUPAC name of ethoxybenzene. It is also called Ethyl phenyl ether. And the molecular formula of this chemical is C₈H₁₀O. It is a kind of clear colourless to very slightly yellow liquid, and has the same properties as some other ethers, such as volatility, explosive vapors, and the ability to form peroxides. What's more, while dealing with this chemical, you should avoid contacting with skin and eyes.

The physical properties of Phenetole are as following: (1)ACD/LogP: 2.67; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.67; (4)ACD/LogD (pH 7.4): 2.67; (5)ACD/BCF (pH 5.5): 62.43; (6)ACD/BCF (pH 7.4): 62.43; (7)ACD/KOC (pH 5.5): 671.06; (8)ACD/KOC (pH 7.4): 671.06; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.489; (14)Molar Refractivity: 37.56 cm³; (15)Molar Volume: 129.9 cm³; (16)Polarizability: 14.89×10^-24cm³; (17)Surface Tension: 29.8 dyne/cm; (18)Density: 0.94 g/cm³; (19)Flash Point: 55 °C; (20)Enthalpy of Vaporization: 38.96 kJ/mol; (21)Boiling Point: 169.8 °C at 760 mmHg; (22)Vapour Pressure: 2.01 mmHg at 25°C.

Preparation and uses of Phenetole: It can be prepared by Phenol sodium and ethyl bromide. Dissolve phenol in the sodium alkoxide solution, and cool down to below 20°C. Add ethyl bromide slowly, and reflux for 3 hours. Recycle the ethanol and filter to wipe off the generated sodium bromide, and you can get the crude product. In addition, Phenetole is usually used in the organic, and also used for the determination of aromatic orthophosphorous acid.

You can still convert the following datas into molecular structure:
(1)SMILES: O(c1ccccc1)CC
(2)InChI: InChI=1/C8H10O/c1-2-9-8-6-4-3-5-7-8/h3-7H,2H2,1H3
(3)InChIKey: DLRJIFUOBPOJNS-UHFFFAOYAS

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
guinea pig	LD50	oral	3gm/kg (3000mg/kg)		"Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2A, Pg. 2526, 1981.
mouse	LD50	oral	2200mg/kg (2200mg/kg)	BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: EXCITEMENT	Journal of Pharmacology and Experimental Therapeutics. Vol. 88, Pg. 400, 1946.
rat	LDLo	subcutaneous	3500mg/kg (3500mg/kg)	BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: TREMOR LIVER: FATTY LIVER DEGERATION	Revue Medicale de la Suisse Romande. Vol. 15, Pg. 561, 1895.

103-73-1

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Consensus Reports

Specification