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156-43-4

Basic Information
CAS No.: 156-43-4
Name: Phenetidine
Article Data: 148
Molecular Structure:
Molecular Structure of 156-43-4 (Phenetidine)
Formula: C8H11NO
Molecular Weight: 137.181
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;
EINECS: 205-855-5
Density: 1.037 g/cm3
Melting Point: 2-5 °C(lit.)
Boiling Point: 254 °C at 760 mmHg
Flash Point: 110.3 °C
Solubility: practically insoluble in water
Appearance: colourless liquid
Hazard Symbols: ToxicT,IrritantXi,HarmfulXn
Risk Codes: 23/24/25-33-68-43-36-20/21/22
Safety: 28-36/37-45-46
Transport Information: UN 2311
PSA: 35.25000
LogP: 2.24870
Synthetic route
100-29-8

1-ethoxy-4-nitrobenzene

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%
4792-83-0, 51437-64-0

4,4'-diethoxyazoxybenzene

156-43-4

4-Ethoxyaniline

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

chloroethane

123-30-8

4-amino-phenol

156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With sodium hydroxide; dimethyl sulfoxide90.1%
103861-73-0

N-allyl-p-phenetidine

156-43-4

4-Ethoxyaniline

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

sodium ethanolate

540-37-4

p-aminoiodobenzene

156-43-4

4-Ethoxyaniline

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

ethyl bromide

123-30-8

4-amino-phenol

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;
141-52-6

sodium ethanolate

106-47-8

4-chloro-aniline

156-43-4

4-Ethoxyaniline

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

sodium ethanolate

106-40-1

4-bromo-aniline

156-43-4

4-Ethoxyaniline

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

chloroethane

111-96-6

diethylene glycol dimethyl ether

123-30-8

4-amino-phenol

90-04-0

2-methoxy-phenylamine

156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With sodium methylate In methanol72.1%
136353-33-8

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

A

72666-76-3

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

B

156-43-4

4-Ethoxyaniline

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 48h; Heating;A 62%
B n/a
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Chemistry

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

Uses

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

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.

Consensus Reports

Reported in EPA TSCA Inventory.

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.

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.