N-Benzylethanolamine

Base Information

• Chemical Name: N-Benzylethanolamine
• CAS No.: 104-63-2
• Molecular Formula: C9H13NO
• Molecular Weight: 151.208
• Hs Code.: 29221980
• European Community (EC) Number: 203-221-2
• NSC Number: 60267,11271
• UNII: 48121MS9JM
• DSSTox Substance ID: DTXSID1044356
• Nikkaji Number: J149.805C
• Wikidata: Q27259085
• ChEMBL ID: CHEMBL119890
• Mol file: 104-63-2.mol

Synonyms:N-benzylaminoethanol;N-benzylethanolamine;N-benzylethanolamine hydrochloride

Chemical Property of N-Benzylethanolamine

Chemical Property:

• Appearance/Colour: light yellow viscid transparent liquid
• Vapor Pressure: 0.00134mmHg at 25°C
• Melting Point: -30℃
• Refractive Index: n20/D 1.543(lit.)
• Boiling Point: 285.1 °C at 760 mmHg
• PKA: 14.59±0.10(Predicted)
• Flash Point: 131.8 °C
• PSA: 32.26000
• Density: 1.065 g/cm³
• LogP: 1.15940
• Storage Temp.: Store below +30°C.
• Solubility.: 162g/l (calculated)
• Water Solubility.: MISCIBLE
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 89.6

Purity/Quality:

99% ^*data from raw suppliers

N-Benzylethanolamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Ethanolamines
• Canonical SMILES: C1=CC=C(C=C1)CNCCO
• Uses: Corrosion inhibitor; intermediate. Has Pharmaceutical applications. N-Benzylethanolamine is used in the synthesis of imidazoles as potent calcitonin (CGRP) antagonists. Also it aids in the preparation of benzofused hydroxamix acids, as useful fragments for the synthesis of histone deacetylase inhibitors.

Technology Process of N-Benzylethanolamine

There total 38 articles about N-Benzylethanolamine 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: 100.0%

benzaldehyde (100-52-7) + ethanolamine (141-43-5) → N-Benzylethanolamine (104-63-2)

Guidance literature:

benzaldehyde; ethanolamine; In methanol; at 20 ℃; for 0.25h;

With methanol; sodium tetrahydroborate; at 0 - 20 ℃;

Reference yield: 98.0%

[benzyl-(2-hydroxyethyl)-amino]-acetonitrile (154582-42-0) → N-Benzylethanolamine (104-63-2)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol;

DOI:10.1016/S0040-4039(00)60401-X

Reference yield: 97.0%

trimethyl [2-(benzylamino)ethoxy]silane → N-Benzylethanolamine (104-63-2)

Guidance literature:

With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate; at 20 ℃; for 0.0666667h; Green chemistry;

DOI:10.1016/j.molcata.2012.08.002

upstream raw materials:

oxirane

benzylamine

Hippuric Acid

methyl hippurate

Downstream raw materials:

2-(benzyl-[2]thienylmethyl-amino)-ethanol

N-benzyl-2-(ethylamino)ethanol

2-(benzyl-propyl-amino)-ethanol

2-ethan-1-ol

Refernces

• 1、 Barco, Achille,Benetti, Simonetta,Risi, Carmela De,Pollini, Gian P.,Romagnoli, Romeo,Zanirato, Vinicio. "A One-pot Synthesis of Nitrohydroxylated Pyrrolidine and Piperidine Ring Sytems by Tandem Michael-Henry Reaction". . p. 9293 - 9296. Retrieved 1994.
• 2、 Shivarkar, Anandkumar B.,Gupte, Sunil P.,Chaudhari, Raghunath V.. "Synthesis of β-amino alcohols from aromatic amines and alkylene carbonates using Na-Y zeolite catalyst". . p. 1374 - 1378. Retrieved 2006.
• 3、 Barnard, Peter J.,Donnelly, Paul S.,McLean, Catriona A.,Noor, Asif,Wiratpruk, Nuchareenat. "Charge neutral rhenium tricarbonyl complexes of tridentate N-heterocyclic carbene ligands that bind to amyloid plaques of Alzheimer's disease". . p. 4559 - 4569. Retrieved 2020.
• 4、 McKennon, Marc J.,Meyers, A. I.,Drauz, Karlheinz,Schwarm, Michael. "A Convenient Reduction of Amino Acids and Their Derivatives". . p. 3568 - 3571. Retrieved 1993.
• 5、 Xia, Shumei,Song, Yu,Li, Xuedong,Li, Hongru,He, Liang-Nian. "Ionic liquid-promoted three-component domino reaction of propargyl alcohols, carbon dioxide and 2-aminoethanols: A thermodynamically favorable synthesis of 2-oxazolidinones". . . Retrieved 2018.
• 6、 Yin, Kai-Hao,Hsieh, Yi-Han,Sulake, Rohidas S.,Wang, Su-Pei,Chao, Jui-I.,Chen, Chinpiao. "Optimization of gefitinib analogues with potent anticancer activity". . p. 5247 - 5250. Retrieved 2014.
• 7、 Willmann, Michael,Ermert, Johannes,Prante, Olaf,Hübner, Harald,Gmeiner, Peter,Neumaier, Bernd. "Radiosynthesis and evaluation of 18F-labeled dopamine D4-receptor ligands". . p. 43 - 52. Retrieved 2020/08/03.