O-[(4-chlorophenyl)methyl]hydroxylamine

Base Information

• Chemical Name: O-[(4-chlorophenyl)methyl]hydroxylamine
• CAS No.: 5555-51-1
• Molecular Formula: C7H8ClNO
• Molecular Weight: 157.6
• Hs Code.: 2922199090
• European Community (EC) Number: 879-052-9
• DSSTox Substance ID: DTXSID50902722
• Nikkaji Number: J238.973H
• ChEMBL ID: CHEMBL3765978
• Mol file: 5555-51-1.mol

Synonyms:5555-51-1;O-[(4-chlorophenyl)methyl]hydroxylamine;1-[(Aminooxy)methyl]-4-chlorobenzene;O-(4-chlorobenzyl)hydroxylamine;NoName_3271;SCHEMBL1520291;CHEMBL3765978;DTXSID50902722;MFCD04230620;AKOS000353333;SB76325;FT-0737563;EN300-1246879;Z1198164677

Chemical Property of O-[(4-chlorophenyl)methyl]hydroxylamine

Chemical Property:

• Vapor Pressure: 0.00555mmHg at 25°C
• PSA: 35.25000
• LogP: 2.43060
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 157.0294416
• Heavy Atom Count: 10
• Complexity: 91.6

Purity/Quality:

98.5% ^*data from raw suppliers

1-[(aminooxy)methyl]-4-chlorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CON)Cl

Technology Process of O-[(4-chlorophenyl)methyl]hydroxylamine

There total 9 articles about O-[(4-chlorophenyl)methyl]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:

para-Chlorobenzyl alcohol (873-76-7) → (4-chlorobenzyl)oxyamine (5555-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: PPh₃; DEAD / tetrahydrofuran / 0 - 50 °C

2: 80 percent / N₂H₄*H₂O / ethanol / 78 °C

With hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; 1: Mitsunobu reaction;

DOI:10.1016/S0960-894X(03)00713-3

Reference yield:

1-Chloro-4-(chloromethyl)benzene (104-83-6) → (4-chlorobenzyl)oxyamine (5555-51-1)

Guidance literature:

With sodium hydroxide; acetone oxime;

DOI:10.1021/jm00333a017

Reference yield:

(1S,2R,6S,7R)-4-(4-Chloro-benzyloxy)-4-aza-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione → (4-chlorobenzyl)oxyamine (5555-51-1)

Guidance literature:

With hydrazine hydrate; In ethanol; for 3h; Heating;

DOI:10.1016/0223-5234(94)90138-4

upstream raw materials:

N-(4-Chlor-benzyloxy)-carbaminsaeure-ethylester

p-chlorobenzyl benzohydroxamate

1-Chloro-4-(chloromethyl)benzene

para-Chlorobenzyl alcohol

Downstream raw materials:

4-chloro-benzaldehyde-[O-(4-chloro-benzyl)-oxime ]

N,N'-Bis-(4-chlor-benzyloxy)-harnstoff

N-Dec-9-enyl-N'-(4-chlor-benzyloxy)-harnstoff

N-<4-Chlor-benzyl>-N'-<4-chlor-benzyloxy>-thioharnstoff

Refernces

• 1、 Kaur, Navpreet,Singh, Priyanka,Banerjee, Prabal. "Vinylogous Aza-Michael Addition of Urea Derivatives with p-Quinone Methides Followed by Oxidative Dearomative Cyclization: Approach to Spiroimidazolidinone Derivatives". . p. 2813 - 2824. Retrieved 2021/04/21.
• 2、 Chen, Xiaolan,Han, Jian,Zhu, Yan,Yuan, Chunchen,Zhang, Jingyu,Zhao, Yingsheng. "Transformation of masked benzyl alcohols to: O -aminobenzaldehydes through C-H activation: A facile approach to quinazolines". supporting information. p. 10241 - 10244. Retrieved 2016/10/22.