o-(2,3,4,5,6-Pentafluorobenzyl)hydroxylamine

Base Information

• Chemical Name: o-(2,3,4,5,6-Pentafluorobenzyl)hydroxylamine
• CAS No.: 72915-12-9
• Molecular Formula: C7H4F5NO
• Molecular Weight: 213.107
• DSSTox Substance ID: DTXSID10276254
• Nikkaji Number: J257.519A
• Wikidata: Q82006670
• ChEMBL ID: CHEMBL1213864
• Mol file: 72915-12-9.mol

Synonyms:72915-12-9;o-(2,3,4,5,6-Pentafluorobenzyl)hydroxylamine;O-[(Perfluorophenyl)methyl]hydroxylamine;Hydroxylamine, O-[(pentafluorophenyl)methyl]-;O-[(2,3,4,5,6-pentafluorophenyl)methyl]hydroxylamine;SCHEMBL822761;CHEMBL1213864;UOISMTPJFYEVBW-UHFFFAOYSA-;DTXSID10276254;AC6694;MFCD06654550;O-[(pentafluorophenyl)methyl]hydroxylamine;SY129416;EN300-1830414;A914084;o-(2,3,4,5,6-Pentafluorobenzyl)hydroxylamine #;InChI=1/C7H4F5NO/c8-3-2(1-14-13)4(9)6(11)7(12)5(3)10/h1,13H2

Chemical Property of o-(2,3,4,5,6-Pentafluorobenzyl)hydroxylamine

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 213.02130456
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C1=C(C(=C(C(=C1F)F)F)F)F)ON

Technology Process of o-(2,3,4,5,6-Pentafluorobenzyl)hydroxylamine

There total 2 articles about o-(2,3,4,5,6-Pentafluorobenzyl)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: 92.0%

2-((perfluorophenyl)methoxy)isoindoline-1,3-dione (57981-01-8) → O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine hydrochloride (72915-12-9)

Guidance literature:

With hydrazine hydrate; In methanol; chloroform; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201402571

Reference yield:

(bromomethyl)pentafluorobenzene (1765-40-8) → O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine hydrochloride (72915-12-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 2 h / Reflux; Inert atmosphere

2: hydrazine hydrate / methanol; chloroform / 2 h / Inert atmosphere

With hydrazine hydrate; triethylamine; In tetrahydrofuran; methanol; chloroform;

DOI:10.1002/ejoc.201402571

Reference yield:

O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine hydrochloride (72915-12-9) + N,O-bis(trimethylsilyl)trifluoroacetamide (25561-30-2) + Glycolaldehyde (141-46-8) → 2,2,2-trifluoroacetamide (354-38-1) + N-(trimethylsilyl)trifluoroacetamide (55982-15-5) + trimethylsilanyloxy-acetaldehyde O-pentafluorophenylmethyl-oxime

Guidance literature:

O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine hydrochloride; Glycolaldehyde; In water; acetonitrile; at 20 ℃; for 24h;

N,O-bis(trimethylsilyl)trifluoroacetamide; In hexane; dichloromethane; at 60 ℃; for 0.666667h;

DOI:10.1021/es980129x

upstream raw materials:

2-((perfluorophenyl)methoxy)isoindoline-1,3-dione

(bromomethyl)pentafluorobenzene