1-(2,6-Dimethylphenoxy)-N-hydroxy-2-propanamine

Base Information

• Chemical Name: 1-(2,6-Dimethylphenoxy)-N-hydroxy-2-propanamine
• CAS No.: 55304-17-1
• Molecular Formula: C11H17NO2
• Molecular Weight: 195.2582
• DSSTox Substance ID: DTXSID80970631
• Nikkaji Number: J558.971A
• Mol file: 55304-17-1.mol

Synonyms:1-(2,6-Dimethylphenoxy)-N-hydroxy-2-propanamine;55304-17-1;1-(2,6-Dimethylphenoxy)-N-hydroxypropan-2-amine;2-Propanamine, 1-(2,6-dimethylphenoxy)-N-hydroxy-;N-[1-(2,6-dimethylphenoxy)propan-2-yl]hydroxylamine;DTXSID80970631

Chemical Property of 1-(2,6-Dimethylphenoxy)-N-hydroxy-2-propanamine

Chemical Property:

• Vapor Pressure: 9.28E-05mmHg at 25°C
• Boiling Point: 325.6°Cat760mmHg
• Flash Point: 150.7°C
• PSA: 41.49000
• Density: 1.051g/cm³
• LogP: 2.44040
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 195.125928785
• Heavy Atom Count: 14
• Complexity: 153

Purity/Quality:

>95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)OCC(C)NO

Technology Process of 1-(2,6-Dimethylphenoxy)-N-hydroxy-2-propanamine

There total 4 articles about 1-(2,6-Dimethylphenoxy)-N-hydroxy-2-propanamine 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: 86.0%

3-{[2-(hydroxyimino)propyl]oxy}estra-1(10),2,4-trien-17-one (55304-19-3) → N-Hydroxy-Mexiletine (55304-17-1)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201701266

Reference yield:

(rac)-mexiletine hydrochloride (5370-01-4) → N-Hydroxy-Mexiletine (55304-17-1)

Guidance literature:

With human liver microsomes; NADP; glucose 6-phosphate dehydrogenase; magnesium chloride; In water; at 37 ℃; for 0.25h; pH=7.4; Further Variations:; Reagents; Enzyme kinetics;

DOI:10.1080/0049825021000017948

Reference yield:

RS-mexiletine (31828-71-4) → N-Hydroxy-Mexiletine (55304-17-1)

Guidance literature:

Multistep reaction; (i) PhCHO, MgSO₄, (ii) MCPBA, (iii) aq. H₂SO₄;

DOI:10.1016/0040-4020(75)87006-2

upstream raw materials:

RS-mexiletine

(rac)-mexiletine hydrochloride

3-{[2-(hydroxyimino)propyl]oxy}estra-1⁽¹⁰⁾,2,4-trien-17-one

Refernces

• 1、 Naumovich, Yana A.,Golovanov, Ivan S.,Sukhorukov, Alexey Yu.,Ioffe, Sema L.. "Addition of HO-Acids to N,N-Bis(oxy)enamines: Mechanism, Scope and Application to the Synthesis of Pharmaceuticals". . p. 6209 - 6227. Retrieved 2017/11/15.