4-Ethoxyaniline hydrochloride

Base Information

• Chemical Name: 4-Ethoxyaniline hydrochloride
• CAS No.: 637-56-9
• Molecular Formula: C8H11 N O . Cl H
• Molecular Weight: 173.642
• Hs Code.: 2923900090
• European Community (EC) Number: 211-292-6
• UNII: HB35SY9PWK
• DSSTox Substance ID: DTXSID6060923
• Mol file: 637-56-9.mol

Synonyms:4-Ethoxyaniline hydrochloride;637-56-9;p-Phenetidine hydrochloride;p-Ethoxyaniline hydrochloride;Phenetidine hydrochloride;p-Phenetidinium chloride;4-ethoxyaniline;hydrochloride;Benzenamine, 4-ethoxy-, hydrochloride;4-Ethoxybenzenamine hydrochloride;EINECS 211-292-6;p-Aminophenyl ethyl ether hydrochloride;p-Phenetidine, hydrochloride;Benzenamine, 4-ethoxy-, hydrochloride (1:1);HB35SY9PWK;SCHEMBL2864286;DTXSID6060923;MFCD00035503;AKOS024299763;LS-103769;CS-0187001;FT-0632708;P0116;EN300-40007;E75926;F8881-1608

Chemical Property of 4-Ethoxyaniline hydrochloride

Chemical Property:

• Vapor Pressure: 0.0177mmHg at 25°C
• Melting Point: 234.5-235.0 °C
• Boiling Point: 254oC at 760 mmHg
• Flash Point: 110.3oC
• PSA: 35.25000
• LogP: 3.05070
• Water Solubility.: very faint turbidity
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 173.0607417
• Heavy Atom Count: 11
• Complexity: 87.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-ethoxyanilinehydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC1=CC=C(C=C1)N.Cl

Technology Process of 4-Ethoxyaniline hydrochloride

There total 6 articles about 4-Ethoxyaniline hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.9%

4-ethoxyacetanilide (62-44-2,105931-34-8) → 4-ethoxyaniline hydrochloride (637-56-9)

Guidance literature:

With thionyl chloride; In methanol; for 10.5h; Reflux;

DOI:10.1007/s11164-011-0327-6

Reference yield: 67.0%

4-ethoxyacetanilide (62-44-2,105931-34-8) + ethylmagnesium bromide (925-90-6) → 4-ethoxyaniline hydrochloride (637-56-9) + butanone (78-93-3)

Guidance literature:

4-ethoxyacetanilide; With 2-fluoropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at 0 ℃; for 0.5h;

ethylmagnesium bromide; With cerium(III) chloride; In tetrahydrofuran; dichloromethane; at -78 ℃; for 2h;

With hydrogenchloride; In ethyl acetate;

DOI:10.1016/j.cclet.2015.05.033

Reference yield:

4-acetaminophenol (103-90-2,8055-08-1) → 4-ethoxyaniline hydrochloride (637-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetone / 48 h / Heating

2: concd HCl / ethanol / 2 h / Heating

With hydrogenchloride; potassium carbonate; In ethanol; acetone;

DOI:10.1021/jm00369a019

upstream raw materials:

1-methyl-4-(phenylacetyl)pyridinium cation

4-methoxy-benzylamine

4-ethoxyacetanilide

4-acetaminophenol

Downstream raw materials:

N-methyl-p-phenetidine

6-ethoxy-3-(4-ethoxy-phenyl)-3,4-dihydro-quinazoline

1,1-Bis-(2-cyano-ethyl)-3-(4-ethoxy-phenyl)-urea

p-Ethoxyphenylbiguanide

Refernces

• 1、 Kuvshinova,Burmistrov,Novikov,Litov,Aleksandriiskii,Koifman. "Synthesis, mesomorphic and dielectric properties of 4-(cyanomethoxy)phenyl 4-alkoxybenzoates, 4-(cyanomethoxy)-4′-alkoxyazo- and -azoxybenzenes". . p. 615 - 620. Retrieved 2014/07/08.
• 2、 Bunting, John W.,Stefanidis, Dimitrios. "A systematic entropy relationship for the general-base catalysis of the deprotonation of a carbon acid. A quantitative probe of transition-state solvation". . p. 779 - 786. Retrieved 2007/10/02.