2-(N-Ethylanilino)ethanol

Base Information

• Chemical Name: 2-(N-Ethylanilino)ethanol
• CAS No.: 92-50-2
• Molecular Formula: C10H15NO
• Molecular Weight: 165.235
• Hs Code.: 29221990
• European Community (EC) Number: 202-160-9
• NSC Number: 7485
• UNII: 701MZN270P
• DSSTox Substance ID: DTXSID3059056
• Nikkaji Number: J136.970I
• Wikidata: Q27265815
• Mol file: 92-50-2.mol

Synonyms:92-50-2;2-(N-Ethylanilino)ethanol;2-(Ethyl(phenyl)amino)ethanol;N-Ethyl-N-hydroxyethylaniline;ETHANOL, 2-(ETHYLPHENYLAMINO)-;N-Ethyl-N-(2-hydroxyethyl)aniline;Ethylphenylethanolamine;Phenylethylethanolamine;N-Ethylanilinoethanol;Hydroxyethylethylaniline;2-(Ethylphenylamino)ethanol;2-(N-Ethyl-N-phenylamino)ethanol;N-Ethyl-N-phenylaminoethanol;N-Ethyl-N-phenylethanolamine;N-Phenyl-N-ethylethanolamine;N-(2-Hydroxyethyl)-N-ethylaniline;Ethanol, 2-(N-ethylanilino)-;beta-Ethylanilinoethyl alcohol;NSC 7485;N-Hydroxyethyl-N-ethylaniline;Ethyl(beta-hydroxyethyl)aniline;Ethyl (beta-hydroxyethyl)aniline;N-Ethyl(beta-hydroxyethyl)aniline;Ethyl(.beta.-hydroxyethyl)aniline;2-[ethyl(phenyl)amino]ethan-1-ol;EINECS 202-160-9;b-Hydroxyethyl ethylaniline;N-Ethyl-N-(beta-hydroxyethyl)aniline;BRN 1637092;AI3-01463;N-Ethyl-N-(hydroxyethyl)aniline;701MZN270P;.beta.-(Ethylanilino)ethyl alcohol;NSC-7485;N-Ethyl(.beta.-hydroxyethyl)aniline;N-Ethyl-N-(.beta.-hydroxyethyl)aniline;4-12-00-00281 (Beilstein Handbook Reference);2-[ethyl(phenyl)amino]ethanol;2-N-Ethylanilinoethanol;Enamine_005452;2-(Ethylanilino)ethanol #;N-Ethyl-N-2-ethanolaniline;N-Ethyl-N-hydroxyyl aniline;SCHEMBL133939;UNII-701MZN270P;DTXSID3059056;N-ethyl-N-2-hydroxyethylaniline;N-Phenyl-N-ethyl-2-aminoethanol;NSC7485;HMS1409H18;2-(N-Ethylanilino)ethanol, 99%;ADAL1185212;N-ethyl-N-beta-hydroxyethyl-aniline;N-ethyl-N-(2-hydroxylethyl)aniline;MFCD00020575;AKOS001053240;CS-W017886;SB76314;DS-18241;LS-66782;E0062;FT-0608876;EN300-17356;D70651;A844256;Q-201462;Q27265815;Z56922120

Chemical Property of 2-(N-Ethylanilino)ethanol

Chemical Property:

• Appearance/Colour: clear yellow liquid after melting
• Vapor Pressure: 0.00204mmHg at 25°C
• Melting Point: 36-38 °C(lit.)
• Refractive Index: 1.5605-1.5625
• Boiling Point: 278.5 °C at 760 mmHg
• PKA: 14.66±0.10(Predicted)
• Flash Point: 131 °C
• PSA: 23.47000
• Density: 1.046 g/cm³
• LogP: 1.50520
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 4.975g/L(20 oC)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 165.115364102
• Heavy Atom Count: 12
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

2-(N-Ethylanilino)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-36
• Safety Statements: 36/37/39-39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CCO)C1=CC=CC=C1
• Uses: 2-(N-Ethylanilino) ethanol was used in the preparation of azo compound N-ethyl-N-(2-hydroxylethyl)-4-(2-cyano-4-nitrophenylazo) aniline (AZ1)2.

Technology Process of 2-(N-Ethylanilino)ethanol

There total 12 articles about 2-(N-Ethylanilino)ethanol 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: 99.4%

oxirane (75-21-8,99932-75-9) + N-ethyl-N-phenylamine (103-69-5) → 2-( N-ethylanilino)ethanol (92-50-2)

Guidance literature:

With Tau; at 102 - 133 ℃; for 4h; Temperature; Autoclave; Inert atmosphere; Industrial scale;

Reference yield: 81.0%

N-ethyl-N-phenylamine (103-69-5) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 2-( N-ethylanilino)ethanol (92-50-2)

Guidance literature:

With N-methyl-1-(thiophen-2-yl)methanamine; tris(triphenylphosphine)ruthenium(II) chloride; 1,1'-bis(dicyclohexylphosphinocyclopentadienyl)iron; potassium tert-butylate; In 1,4-dioxane; at 150 ℃; for 20h;

DOI:10.1002/cssc.201903151

Reference yield: 74.0%

D-Xylose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + N-ethyl-N-phenylamine (103-69-5) → 2-( N-ethylanilino)ethanol (92-50-2)

Guidance literature:

With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); acetic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 150 ℃; for 16h; chemoselective reaction; Inert atmosphere; Glovebox;

DOI:10.1039/c9gc01195a

upstream raw materials:

oxirane

N-ethyl-N-phenylamine

2-chloro-ethanol

water

Downstream raw materials:

2-(2-(N-ethyl-N-phenylamino)ethoxy)ethanol

2-(2-(2-(ethyl(phenyl)amino)ethoxy)ethoxy)ethanol

3-{4-[ethyl-(2-hydroxy-ethyl)-amino]-benzylidenamino}-benzenesulfonic acid

silicic acid bis-[2-(N-ethyl-anilino)-ethyl ester]-diethyl ester

Refernces

• 1、 Xie, Qiqiang,Dong, Guangbin. "Aza-Matteson Reactions via Controlled Mono-and Double-Methylene Insertions into Nitrogen-Boron Bonds". . p. 14422 - 14427. Retrieved 2021/09/29.
• 2、 Xin, Zhuo,Jia, Le,Huang, Yuxing,Du, Chen-Xia,Li, Yuehui. "Ru-Catalyzed Switchable N-Hydroxyethylation and N-Acetonylation with Crude Glycerol". . p. 2007 - 2011. Retrieved 2020/03/19.