N-(4-Methoxybenzyl)hydroxylamine

Base Information

• Chemical Name: N-(4-Methoxybenzyl)hydroxylamine
• CAS No.: 51307-59-6
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID30447964
• Nikkaji Number: J1.735.273C
• Wikidata: Q72484769
• Mol file: 51307-59-6.mol

Synonyms:N-(4-Methoxybenzyl)hydroxylamine;51307-59-6;N-[(4-methoxyphenyl)methyl]hydroxylamine;Benzenemethanamine, N-hydroxy-4-methoxy-;p-methoxybenzylhydroxylamine;SCHEMBL157282;DTXSID30447964;CZPYPWDKUTWCHV-UHFFFAOYSA-N;MFCD23703122;AKOS016011650;DS-6917;CS-0150387;FT-0714216;EN300-1842706;A854155

Chemical Property of N-(4-Methoxybenzyl)hydroxylamine

Chemical Property:

• Boiling Point: 301.5±44.0 °C(Predicted)
• PKA: 13.26±0.30(Predicted)
• PSA: 41.49000
• Density: 1.125±0.06 g/cm3(Predicted)
• LogP: 1.56490
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 153.078978594
• Heavy Atom Count: 11
• Complexity: 100

Purity/Quality:

97% ^*data from raw suppliers

N-(4-Methoxybenzyl)hydroxylamine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CNO

Technology Process of N-(4-Methoxybenzyl)hydroxylamine

There total 11 articles about N-(4-Methoxybenzyl)hydroxylamine 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: 97.0%

p-methoxyl benzaldoxime (3717-21-3,3717-22-4,140461-28-5,140461-29-6,3235-04-9) → N-(4-methoxybenzyl)hydroxylamine (51307-59-6)

Guidance literature:

With sodium cyanoborohydride;

DOI:10.1055/s-1999-2672

Reference yield: 94.0%

(E)-4-methoxybenzaldoxime (3717-21-3,3717-22-4,3235-04-9,140461-28-5,140461-29-6) → N-(4-methoxybenzyl)hydroxylamine (51307-59-6)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In methanol;

DOI:10.1039/b106887n

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → N-(4-methoxybenzyl)hydroxylamine (51307-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / hydroxylamine hydrochloride; Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 92 percent / NaBH₃CN; aq. HCl / methanol / 2 h / 20 °C

With hydrogenchloride; hydroxylamine hydrochloride; sodium cyanoborohydride; triethylamine; In methanol; dichloromethane;

DOI:10.1021/jm050738x

upstream raw materials:

p-methoxyl benzaldoxime

[tert-butoxycarbonyl-[(4-methoxyphenyl)methyl]amino] tert-butyl carbonate

(E)-4-methoxybenzaldoxime

4-methoxy-benzaldehyde

Downstream raw materials:

(3aR, 6R, 7R, 7aS)-7-acetoxy-6-acetoxymethyl-2-p-methoxybenzyl-4-oxo-tetrahydropyrano<3,4-d>isoxazolidine

(3aR, 6S, 7aR)-6-acetoxymethyl-2-p-methoxybenzyl-4-oxo-tetrahydropyrano<3,4-d>isoxazolidine

Acetic acid (1S,2R)-3-acetoxy-2-hydroxy-1-[(S)-2-(4-methoxy-benzyl)-5-oxo-isoxazolidin-3-yl]-propyl ester

Acetic acid (1R,2R)-3-acetoxy-2-hydroxy-1-[(S)-2-(4-methoxy-benzyl)-5-oxo-isoxazolidin-3-yl]-propyl ester