Product Name

  • Name

    Phenetidine

  • EINECS 205-855-5
  • CAS No. 156-43-4
  • Article Data148
  • CAS DataBase
  • Density 1.037 g/cm3
  • Solubility practically insoluble in water
  • Melting Point 2-5 °C(lit.)
  • Formula C8H11NO
  • Boiling Point 254 °C at 760 mmHg
  • Molecular Weight 137.181
  • Flash Point 110.3 °C
  • Transport Information UN 2311
  • Appearance colourless liquid
  • Safety 28-36/37-45-46
  • Risk Codes 23/24/25-33-68-43-36-20/21/22
  • Molecular Structure Molecular Structure of 156-43-4 (Phenetidine)
  • Hazard Symbols ToxicT,IrritantXi,HarmfulXn
  • Synonyms p-Phenetidine(8CI);1-Amino-4-ethoxybenzene;4-Aminophenetole;4-Ethoxyaniline;4-Ethoxybenzenamine;4-Ethoxyphenylamine;4-Phenetidine;NSC 3116;p-Aminophenetole;p-Ethoxyaniline;p-Ethoxyphenylamine;p-Phenetidin;
  • PSA 35.25000
  • LogP 2.24870

Synthetic route

1-ethoxy-4-nitrobenzene
100-29-8

1-ethoxy-4-nitrobenzene

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With hydrogen In 2-methyltetrahydrofuran; water at 40℃; under 15001.5 Torr; for 24h; chemoselective reaction;99%
With sodium sulfide; tetrabutylammomium bromide In water; toluene at 80℃; for 0.75h; Zinin reduction;98.4%
With hydrogen; triethylamine In ethanol; water at 110℃; under 30003 Torr; for 24h; Autoclave;96%
4,4'-diethoxyazoxybenzene
4792-83-0, 51437-64-0

4,4'-diethoxyazoxybenzene

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With N-doped TiO2 In methanol at 20℃; for 3h; UV-irradiation; Inert atmosphere;99%
chloroethane
75-00-3

chloroethane

4-amino-phenol
123-30-8

4-amino-phenol

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With sodium hydroxide; dimethyl sulfoxide90.1%
N-allyl-p-phenetidine
103861-73-0

N-allyl-p-phenetidine

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With polymethylhydrosiloxane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃;88%
sodium ethanolate
141-52-6

sodium ethanolate

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With hemicucurbituril supported [Bmim]Cl In toluene for 10h; Reflux;80%
ethyl bromide
74-96-4

ethyl bromide

4-amino-phenol
123-30-8

4-amino-phenol

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 24h;78%
With sodium hydride In acetonitrile at 20℃; for 24h;
sodium ethanolate
141-52-6

sodium ethanolate

4-chloro-aniline
106-47-8

4-chloro-aniline

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With hemicucurbituril supported [Bmim]Cl In toluene for 9h; Reflux;75%
sodium ethanolate
141-52-6

sodium ethanolate

4-bromo-aniline
106-40-1

4-bromo-aniline

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With hemicucurbituril supported [Bmim]Cl In toluene for 10h; Reflux;75%
chloroethane
75-00-3

chloroethane

diethylene glycol dimethyl ether
111-96-6

diethylene glycol dimethyl ether

4-amino-phenol
123-30-8

4-amino-phenol

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With sodium methylate In methanol72.1%
3-Benzyl-2-[(Z)-4-ethoxy-phenylimino]-6-methyl-2,3-dihydro-6H-thiazolo[4,5-d]pyridazin-7-one
136353-33-8

3-Benzyl-2-[(Z)-4-ethoxy-phenylimino]-6-methyl-2,3-dihydro-6H-thiazolo[4,5-d]pyridazin-7-one

A

2-Oxothiazolo<4,5-d>pyridazin-7(6H)-one
72666-76-3

2-Oxothiazolo<4,5-d>pyridazin-7(6H)-one

B

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 48h; Heating;A 62%
B n/a
Phenetole
103-73-1

Phenetole

A

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

B

ortho-phenitidine
94-70-2

ortho-phenitidine

Conditions
ConditionsYield
With O-(4-nitrobenzoyl)hydroxylammonium trifluoromethanesulfonate; iron(II) bromide; silver(I) triflimide In 2,2,2-trifluoroethanol; water at 30℃; for 2h;A 51.5%
B 24.5%
methoxybenzene
100-66-3

methoxybenzene

A

2-methoxy-phenylamine
90-04-0

2-methoxy-phenylamine

B

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With O-(4-nitrobenzoyl)hydroxylammonium trifluoromethanesulfonate; iron(II) bromide; silver(I) triflimide In 2,2,2-trifluoroethanol; water at 30℃; for 2h; Reagent/catalyst; Solvent;A 30.4%
B 45.6%
1-methyl-6-(4'-ethoxyphenyl)-2,5-dithiobiurea
125908-30-7

1-methyl-6-(4'-ethoxyphenyl)-2,5-dithiobiurea

A

2-(4'-ethoxyphenylamino)-Δ2-1,3,4-thiadiazoline-5-thione
68161-60-4

2-(4'-ethoxyphenylamino)-Δ2-1,3,4-thiadiazoline-5-thione

B

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

C

methylamine
74-89-5

methylamine

D

4-methyl-[1,2,4]triazolidine-3,5-dithione
13625-51-9

4-methyl-[1,2,4]triazolidine-3,5-dithione

Conditions
ConditionsYield
With sodium hydroxide In water Heating;A 41%
B n/a
C n/a
D 32%
1-ethyl-6-(4'-ethoxyphenyl)-2,5-dithiobiurea
125908-34-1

1-ethyl-6-(4'-ethoxyphenyl)-2,5-dithiobiurea

A

2-(4'-ethoxyphenylamino)-Δ2-1,3,4-thiadiazoline-5-thione
68161-60-4

2-(4'-ethoxyphenylamino)-Δ2-1,3,4-thiadiazoline-5-thione

B

ethylamine
75-04-7

ethylamine

C

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

D

4-ethyl-[1,2,4]triazolidine-3,5-dithione
13625-52-0

4-ethyl-[1,2,4]triazolidine-3,5-dithione

Conditions
ConditionsYield
With sodium hydroxide In water Heating;A 41%
B n/a
C n/a
D 32%
2-[(E)-4-Ethoxy-phenylimino]-3,5-dimethyl-3,5-dihydro-2H-thiazolo[4,5-d]pyridazin-4-one
136353-34-9

2-[(E)-4-Ethoxy-phenylimino]-3,5-dimethyl-3,5-dihydro-2H-thiazolo[4,5-d]pyridazin-4-one

A

3,5-Dimethyl-3,5-dihydro-thiazolo[4,5-d]pyridazine-2,4-dione
136353-55-4

3,5-Dimethyl-3,5-dihydro-thiazolo[4,5-d]pyridazine-2,4-dione

B

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 48h; Heating;A 41%
B n/a
4-amino-phenol
123-30-8

4-amino-phenol

ethyl iodide
75-03-6

ethyl iodide

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
Stage #1: 4-amino-phenol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: ethyl iodide In N,N-dimethyl-formamide at 20℃; for 20h; Further stages.;
36%
boron trifluoride diethyl etherate
109-63-7

boron trifluoride diethyl etherate

4-amino-phenol
123-30-8

4-amino-phenol

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
at 120℃; Reflux;17%
ethyl bromide
74-96-4

ethyl bromide

4-benzylidenamino-phenol
588-53-4

4-benzylidenamino-phenol

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With sodium hydroxide; ethanol at 100℃; und Erhitzen des entstandenen Benzal-p-phenetidins mit ueberschuessiger Salzsaeure oder Schwefelsaeure;
1-chloro-4-ethoxybenzene
622-61-7

1-chloro-4-ethoxybenzene

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With diethyl ether; ammonia; potassium amide
With ammonia; potassium amide; Petroleum ether
With copper(I) oxide; ammonia; water at 225℃;
(4-ethoxy-phenyl)-amidosulfuric acid
19063-13-9

(4-ethoxy-phenyl)-amidosulfuric acid

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With potassium hydroxide
3-(4-ethoxy-anilino)-3-hydroxylamino-camphor

3-(4-ethoxy-anilino)-3-hydroxylamino-camphor

A

(1R,4S)-3-hydroxyimino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
663-17-2, 5338-41-0, 13854-86-9, 13854-87-0, 22472-58-8, 31571-14-9, 103833-77-8

(1R,4S)-3-hydroxyimino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

B

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
3-<4-ethoxy-anilino>-3-hydroxylamino-d-camphor;
N-allyl-p-phenetidine
103861-73-0

N-allyl-p-phenetidine

A

propene
187737-37-7

propene

B

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
at 270℃;
(4-ethoxy-phenyl)-carbamic acid benzyl ester
83013-75-6

(4-ethoxy-phenyl)-carbamic acid benzyl ester

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With hydrogenchloride; palladium Hydrogenation;
(2-ethoxy-[1]naphthyl)-(4-ethoxy-phenyl)-diazene

(2-ethoxy-[1]naphthyl)-(4-ethoxy-phenyl)-diazene

A

2-ethoxynaphthalen-1-amine
118-30-9

2-ethoxynaphthalen-1-amine

B

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
Reduktion;
ethanol
64-17-5

ethanol

nitrobenzene
98-95-3

nitrobenzene

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With sulfuric acid; magnesium
nitrobenzene
98-95-3

nitrobenzene

A

4-chloro-aniline
106-47-8

4-chloro-aniline

B

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With hydrogenchloride; ethanol; magnesium
urea
57-13-6

urea

N,N'-bis-(4-ethoxy-phenyl)-urea
740-80-7

N,N'-bis-(4-ethoxy-phenyl)-urea

butan-1-ol
71-36-3

butan-1-ol

A

N-(p-ethoxyphenyl)urea
150-69-6

N-(p-ethoxyphenyl)urea

B

(4-ethoxy-phenyl)-carbamic acid butyl ester

(4-ethoxy-phenyl)-carbamic acid butyl ester

C

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

ethanol
64-17-5

ethanol

Phenyl azide
622-37-7

Phenyl azide

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With sulfuric acid
4,4'-diethoxyazoxybenzene
588-52-3

4,4'-diethoxyazoxybenzene

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With nickel at 200℃; under 25742.8 Torr; Hydrogenation;
With iron; acetic acid
With hydrogenchloride; tin
With manganese oxide; nickel(II) carbonate; basic copper carbonate powder at 180℃; under 7600 Torr; Hydrogenation.Reagens 4: Decalin;
2,3-Dimethylmaleic anhydride
766-39-2

2,3-Dimethylmaleic anhydride

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

1-(4-ethoxyphenyl)-3,4-dimethyl-1H-pyrrole-2,5-dione

1-(4-ethoxyphenyl)-3,4-dimethyl-1H-pyrrole-2,5-dione

Conditions
ConditionsYield
In dimethyl sulfoxide at 120℃; for 16h;100%
With ethanol
benzaldehyde
100-52-7

benzaldehyde

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-benzylidene-4-ethoxyaniline
15484-91-0

N-benzylidene-4-ethoxyaniline

Conditions
ConditionsYield
With aluminum oxide for 5h; Milling;100%
In ethanol for 1h; Sonication;100%
With magnesium sulfate; acetic acid In dichloromethane at 20℃; for 18h; Inert atmosphere;73%
phenyl isocyanate
103-71-9

phenyl isocyanate

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

1-(4-ethoxy-phenyl)-3-phenyl urea
4345-85-1

1-(4-ethoxy-phenyl)-3-phenyl urea

Conditions
ConditionsYield
In tetrahydrofuran for 0.166667h;100%
With diethyl ether
3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

(3,4-dimethoxybenzylidene)(4-ethoxyphenyl)amine
82363-25-5

(3,4-dimethoxybenzylidene)(4-ethoxyphenyl)amine

Conditions
ConditionsYield
In toluene Heating;100%
In ethanol Heating;94%
at 110℃;
potassium cyanate
590-28-3

potassium cyanate

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-(p-ethoxyphenyl)urea
150-69-6

N-(p-ethoxyphenyl)urea

Conditions
ConditionsYield
With acetic acid at 20℃; for 3h;100%
With acetic acid In water at 20℃; for 3h;100%
With acetic acid at 20℃;
chloroform
67-66-3

chloroform

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

acetone
67-64-1

acetone

α-p-phenetidino-isobutyric acid p-phenetidide
74262-33-2

α-p-phenetidino-isobutyric acid p-phenetidide

Conditions
ConditionsYield
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane at 5℃;100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-(tert-butoxycarbonyl)-4-ethoxyaniline
59255-66-2

N-(tert-butoxycarbonyl)-4-ethoxyaniline

Conditions
ConditionsYield
With guanidine hydrochloride In ethanol at 35 - 40℃; for 0.1h;100%
In tetrahydrofuran for 2.5h; Heating;98%
With pyridinium trifluroacetate In neat (no solvent) at 20℃; for 0.0166667h; Green chemistry;93%
<2-(13)C>acetyl chloride
14770-40-2

<2-(13)C>acetyl chloride

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

([2-13C]acetyl)phenacetin

([2-13C]acetyl)phenacetin

Conditions
ConditionsYield
In benzene at 5℃; for 0.166667h;100%
bis(p-methoxyphenyl)methylenecyclopropane
28228-81-1

bis(p-methoxyphenyl)methylenecyclopropane

benzaldehyde
100-52-7

benzaldehyde

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

4,4-bis-(4-methoxyphenyl)-2-phenyl-6-ethoxy-1,2,3,4-tetrahydrospiro-(3,1'-cyclopropyl)-quinoline

4,4-bis-(4-methoxyphenyl)-2-phenyl-6-ethoxy-1,2,3,4-tetrahydrospiro-(3,1'-cyclopropyl)-quinoline

Conditions
ConditionsYield
Stage #1: benzaldehyde; 4-Ethoxyaniline With magnesium sulfate In acetonitrile at 20℃; for 2h;
Stage #2: bis(p-methoxyphenyl)methylenecyclopropane; Montmorillonite KSF In acetonitrile at 20℃; for 48h; aza-Diels-Alder reaction; Further stages.;
100%
4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

phenol
108-95-2

phenol

(E)-4-((4-ethoxyphenyl)diazenyl)phenol

(E)-4-((4-ethoxyphenyl)diazenyl)phenol

Conditions
ConditionsYield
Stage #1: 4-Ethoxyaniline With hydrogenchloride In water; acetone at 20℃; for 0.5h;
Stage #2: With sodium nitrite In water; acetone at 0℃; for 0.5h;
Stage #3: phenol With sodium carbonate; sodium hydroxide In water; acetone at 0℃; for 1h;
100%
Stage #1: 4-Ethoxyaniline With hydrogenchloride; sodium nitrite In ethanol; water at 0℃; for 1h;
Stage #2: phenol With sodium hydroxide In ethanol; water at 5℃; for 1.5h;
76%
Stage #1: 4-Ethoxyaniline With hydrogenchloride; sodium nitrite In ethanol; water Cooling with ice;
Stage #2: phenol With sodium hydroxide In ethanol; water for 1.5h; pH=1; Cooling;
β-naphthaldehyde
66-99-9

β-naphthaldehyde

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

C19H17NO

C19H17NO

Conditions
ConditionsYield
In ethanol for 1h; Sonication;100%
[1-13C]acetyl chloride
1520-57-6

[1-13C]acetyl chloride

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

([1-13C]acetyl)phenacetin

([1-13C]acetyl)phenacetin

Conditions
ConditionsYield
In benzene at 5℃; for 0.166667h;99.9%
formaldehyd
50-00-0

formaldehyd

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-methyl-p-phenetidine
3154-18-5

N-methyl-p-phenetidine

Conditions
ConditionsYield
With hydrogen; potassium hydroxide; silver(l) oxide In methanol at 125℃; under 26252.6 Torr; for 4h; Concentration; Autoclave;99.4%
With hydrogenchloride
thiophosgene
463-71-8

thiophosgene

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

1-ethoxy-4-isothiocyanatobenzene
3460-49-9

1-ethoxy-4-isothiocyanatobenzene

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 25℃; for 12h;99%
With sodium hydroxide; chloroform
1-benzyl-6-chloroindolin-2,3-dione
1017609-56-1

1-benzyl-6-chloroindolin-2,3-dione

2-isopropenylphenol
10277-93-7

2-isopropenylphenol

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

1-benzyl-6-chloro-6'-ethoxy-4'-(2-hydroxyphenyl)-4'-methyl-3',4'-dihydro-1'H-spiro[indoline-3,2'-quinolin]-2-one
1416217-36-1

1-benzyl-6-chloro-6'-ethoxy-4'-(2-hydroxyphenyl)-4'-methyl-3',4'-dihydro-1'H-spiro[indoline-3,2'-quinolin]-2-one

Conditions
ConditionsYield
With (R)-3,3'-bis(2,4,6-triisopropylphenyl)-1,1'-binaphthyl-2,2'-diylhydrogenphosphate In toluene at -20℃; Molecular sieve; enantioselective reaction;99%
N-[3-[(5-bromo-2-chloropyrimidin-4-yl)amino]propyl]-N-methylcyclobutanecarboxamide

N-[3-[(5-bromo-2-chloropyrimidin-4-yl)amino]propyl]-N-methylcyclobutanecarboxamide

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-[3-({5-bromo-2-[(4-ethoxyphenyl)amino]pyrimidin-4-yl}-amino)propyl]-N-methylcyclobutanecarboxamide

N-[3-({5-bromo-2-[(4-ethoxyphenyl)amino]pyrimidin-4-yl}-amino)propyl]-N-methylcyclobutanecarboxamide

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; butan-1-ol at 120℃; for 0.666667h; Microwave irradiation;99%
5-chloro-2-((4-chlorobenzyl)oxy)benzaldehyde

5-chloro-2-((4-chlorobenzyl)oxy)benzaldehyde

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-(5-chloro-2-((4-chlorobenzyl)oxy)benzyl)-4-ethoxyaniline

N-(5-chloro-2-((4-chlorobenzyl)oxy)benzyl)-4-ethoxyaniline

Conditions
ConditionsYield
Stage #1: 5-chloro-2-((4-chlorobenzyl)oxy)benzaldehyde; 4-Ethoxyaniline With acetic acid In methanol at 20℃; Inert atmosphere;
Stage #2: With sodium cyanoborohydride In methanol Inert atmosphere;
98.1%
pivaloyl chloride
3282-30-2

pivaloyl chloride

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-(4-ethoxyphenyl)pivalamide
97528-32-0

N-(4-ethoxyphenyl)pivalamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;98%
benzoyl chloride
98-88-4

benzoyl chloride

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-(4-ethoxyphenyl)benzamide
15437-14-6

N-(4-ethoxyphenyl)benzamide

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 0 - 20℃; for 4h;98%
With toluene
With tetralin
4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

6-chloro-2-iodo-9-isopropyl-9H-purine
207220-30-2

6-chloro-2-iodo-9-isopropyl-9H-purine

(2-iodo-9-isopropyl-9H-purin-6-yl)(4-ethoxyphenyl)amine

(2-iodo-9-isopropyl-9H-purin-6-yl)(4-ethoxyphenyl)amine

Conditions
ConditionsYield
With triethylamine In ethanol at 50℃; Substitution;98%
1,8-dichloroanthraquinone
82-43-9

1,8-dichloroanthraquinone

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

1,8-bis(4-ethoxyphenylamino)anthraquinone

1,8-bis(4-ethoxyphenylamino)anthraquinone

Conditions
ConditionsYield
With caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane for 24h; Heating;98%
2-chloro-1,4-dimethyl-benzene
95-72-7

2-chloro-1,4-dimethyl-benzene

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-(4-ethoxyphenyl)-2,5-dimethylaniline
1070664-20-8

N-(4-ethoxyphenyl)-2,5-dimethylaniline

Conditions
ConditionsYield
With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; chloro[2-(dicyclohexylphosphino)-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl] [2-(2-aminoethyl)phenyl]palladium(II); sodium t-butanolate In dibutyl ether; toluene at 110℃; for 1h; Inert atmosphere;98%
With sodium t-butanolate; dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; C8H10ClNPd In dibutyl ether at 110℃; for 1h; Product distribution / selectivity; Inert atmosphere;98%
pyridinium trifluroacetate
464-05-1

pyridinium trifluroacetate

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-(4-ethoxyphenyl)-2,2,2-trifluoroacetamide
457-53-4

N-(4-ethoxyphenyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
In 5,5-dimethyl-1,3-cyclohexadiene for 2h; Reflux;98%
2-chloronicotinic acid
2942-59-8

2-chloronicotinic acid

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

2-[(4-ethoxyphenyl)amino]pyridine-3-carboxylic acid
4394-10-9

2-[(4-ethoxyphenyl)amino]pyridine-3-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In water at 150℃; for 1.5h; Green chemistry;98%
With potassium carbonate In water at 150℃; for 1h; Microwave irradiation;86%
ethyl 2-(2-oxo-2-phenylethoxy)-4,5,6,7-tetrahydro-[1]-benzothiophene-3-carboxylate
1314117-72-0

ethyl 2-(2-oxo-2-phenylethoxy)-4,5,6,7-tetrahydro-[1]-benzothiophene-3-carboxylate

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

C25H23NO3S
1314117-94-6

C25H23NO3S

Conditions
ConditionsYield
In acetic anhydride; acetic acid for 18h; Reflux;98%
5-ethoxycarbonyl-2,6-dimethyl-3-pyridinecarboxylic acid azide
1414375-55-5

5-ethoxycarbonyl-2,6-dimethyl-3-pyridinecarboxylic acid azide

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

C19H23N3O4
891028-10-7

C19H23N3O4

Conditions
ConditionsYield
In benzene for 1h; Reflux;98%
Methyl formate
107-31-3

Methyl formate

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

N-(4-ethoxyphenyl)formamide
61587-14-2

N-(4-ethoxyphenyl)formamide

Conditions
ConditionsYield
With calcium(II) bis(trifluoromethanesulfonyl)imide In neat (no solvent) at 115℃; for 1h; Reagent/catalyst; Microwave irradiation; Sealed tube;98%
N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

4-Ethoxyaniline
156-43-4

4-Ethoxyaniline

Ε-N'-(4-ethoxyphenyl)-N,N-dimethylformamidine
2350-63-2

Ε-N'-(4-ethoxyphenyl)-N,N-dimethylformamidine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 5h; Concentration; Solvent;98%

Phenetidine Chemical Properties

The molecular structure of Phenetidine (CAS NO.156-43-4):

IUPAC Name: 4-Ethoxyaniline 
Molecular Weight: 137.17904 g/mol
Molecular Formula: C8H11NO 
Density: 1.037 g/cm3 
Melting Point: 2-5 °C(lit.)
Boiling Point: 254 °C at 760 mmHg 
Flash Point: 110.3 °C
Index of Refraction: 1.544
Molar Refractivity: 41.8 cm3
Molar Volume: 132.2 cm3
Surface Tension: 38.5 dyne/cm
Enthalpy of Vaporization: 49.14 kJ/mol
Vapour Pressure: 0.0177 mmHg at 25 °C 
Water Solubility: practically insoluble
Sensitive: air sensitive
XLogP3: 1.2
H-Bond Donor: 1
H-Bond Acceptor: 2
Rotatable Bond Count: 2
Exact Mass: 137.084064
MonoIsotopic Mass: 137.084064
Topological Polar Surface Area: 35.2
Heavy Atom Count: 10
Canonical SMILES: CCOC1=CC=C(C=C1)N
InChI: InChI=1S/C8H11NO/c1-2-10-8-5-3-7(9)4-6-8/h3-6H,2,9H2,1H3
InChIKey: IMPPGHMHELILKG-UHFFFAOYSA-N
EINECS: 205-855-5
Product Categories: INORGANIC & ORGANIC CHEMICALS; Phenetole; Anilines (Building Blocks for Liquid Crystals); Building Blocks for Liquid Crystals; Functional Materials

Phenetidine Uses

 Phenetidine (CAS NO.156-43-4) is used as intermediates of medicine, dyes, food preservatives, feed additives and rubber antioxidant.

Phenetidine Toxicity Data With Reference

1.    

skn-rbt 500 mg MLD

    FCTOD7    Food and Chemical Toxicology. 20 (1982),563.
2.    

eye-rbt 100 mg MOD

    FCTOD7    Food and Chemical Toxicology. 20 (1982),563.
3.    

eye-rbt 100 mg/45 rns MLD

    FCTOD7    Food and Chemical Toxicology. 20 (1982),563.
4.    

mma-sat 1 µmol/plate

    CPBTAL    Chemical and Pharmaceutical Bulletin. 33 (1985),2877.
5.    

dni-ham:lng 160 µmol/L

    MUTAEX    Mutagenesis. 3 (1988),51.
6.    

orl-rat LD50:580 mg/kg

    GISAAA    Gigiena i Sanitariya. 35 (8)(1970),28.
7.    

ihl-rat LCLo:250 mg/m3

    GISAAA    Gigiena i Sanitariya. 35 (8)(1970),28.
8.    

orl-mus LD50:530 mg/kg

    GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 25 (8)(1981),50.
9.    

ipr-mus LD50:692 mg/kg

    JMCMAR    Journal of Medicinal Chemistry. 17 (1974),900.

Phenetidine Consensus Reports

Reported in EPA TSCA Inventory.

Phenetidine Safety Profile

Hazard Codes: ToxicT, IrritantXi, HarmfulXn
Risk Statements: 23/24/25-33-68-43-36-20/21/22 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R33:Danger of cumulative effects.
R68:Possible risk of irreversible effects. 
R43:May cause sensitization by skin contact. 
R36:Irritating to eyes. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 28-36/37-45-46 
S28:After contact with skin, wash immediately with plenty of soap-suds. 
S36/37:Wear suitable protective clothing and gloves. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S46:If swallowed, seek medical advice immediately and show this container or label.
RIDADR: UN 2311 6.1/PG 3
WGK Germany: 1
RTECS: SI6465500
F: 8-10
Hazard Note: Irritant
HazardClass: 6.1
PackingGroup: III
HS Code: 29222200
Poison by inhalation. Moderately toxic by ingestion and intraperitoneal routes. Caution: It can be absorbed through the skin. A skin and eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

Phenetidine Specification

 Phenetidine (CAS NO.156-43-4) is also named as 1-Amino-4-ethoxybenzene ; 4-13-00-01017 (Beilstein Handbook Reference) ; 4-Aminoethoxybenzene ; 4-Aminophenetole ; 4-Ethoxyaniline ; 4-Ethoxybenzenamine ; AI3-09042 ; Aniline, p-ethoxy- ; BRN 0606666 ; CCRIS 2878 ; CP 5685 ; NSC 3116 ; p-Aminofenetol ; p-Aminofenetol [Czech] ; p-Aminophenetole ; p-Ethoxyaniline ; p-Fenetidin ; p-Fenetidin [Czech] ; p-Phenetidin ; p-Phenetidine . Phenetidine (CAS NO.156-43-4) is colourless liquid. It is slightly soluble in water. It is very sensitive to exposure to air and light. It can turn red to brown on exposure to light and air. Phenetidine reacts vigorously with powerful oxidizers. It is combustible.

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