O-(4-bromobenzyl)hydroxylamine

Base Information

• Chemical Name: O-(4-bromobenzyl)hydroxylamine
• CAS No.: 55418-32-1
• Molecular Formula: C7H8BrNO
• Molecular Weight: 202.051
• ChEMBL ID: CHEMBL3765980
• DSSTox Substance ID: DTXSID901284002
• Nikkaji Number: J1.084.308A
• Mol file: 55418-32-1.mol

Synonyms:O-(4-bromobenzyl)hydroxylamine;55418-32-1;O-[(4-bromophenyl)methyl]hydroxylamine;Hydroxylamine, O-[(4-bromophenyl)methyl]-;4-bromobenzyloxyamine;SCHEMBL1714667;CHEMBL3765980;DTXSID901284002;MFCD11594371;AKOS017559597;SY281555;F97549;EN300-1246553

Chemical Property of O-(4-bromobenzyl)hydroxylamine

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 200.97893
• Heavy Atom Count: 10
• Complexity: 91.6

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of O-(4-bromobenzyl)hydroxylamine

There total 8 articles about O-(4-bromobenzyl)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: 94.0%

2-((4-bromobenzyl)oxy)isoindoline-1,3-dione (55418-33-2) → O-(4-bromobenzyl)hydroxylamine (55418-32-1)

Guidance literature:

With hydrazine hydrate; In ethanol; for 1h; Reflux;

DOI:10.1016/j.ejmech.2011.01.031

Reference yield:

1-bromomethyl-4-bromobenzene (589-15-1) → O-(4-bromobenzyl)hydroxylamine (55418-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1 h / 50 °C

2: 54 percent / hydrazine hydrate / CH₂Cl₂ / 1.5 h / 20 °C

With hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetonitrile;

DOI:10.1002/anie.200600368

Reference yield:

4-bromobenzenemethanol (873-75-6) → O-(4-bromobenzyl)hydroxylamine (55418-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

2: hydrazine hydrate / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; hydrazine hydrate; triphenylphosphine; In tetrahydrofuran; 1: |Mitsunobu Displacement;

DOI:10.1016/j.ejmech.2015.12.028

upstream raw materials:

p-bromobenzyl benzohydroxamate

1-bromomethyl-4-bromobenzene

2-((4-bromobenzyl)oxy)isoindoline-1,3-dione

4-bromobenzenemethanol

Downstream raw materials:

O-(4-Bromobenzyl)hydroxylamine hydrochloride

4,5-dibromo-1H-pyrrole-2-carboxylic acid (4-bromobenzyloxy)amide

2-[(4-bromobenzyloxy)imino]imidazolidine hydrochloride