O-(2,4-Dinitrophenyl)hydroxylamine

Base Information

• Chemical Name: O-(2,4-Dinitrophenyl)hydroxylamine
• CAS No.: 17508-17-7
• Molecular Formula: C6H5 N3 O5
• Molecular Weight: 199.123
• Hs Code.: 29221990
• European Community (EC) Number: 241-512-6
• NSC Number: 148499
• UNII: I1308NOV00
• DSSTox Substance ID: DTXSID20169926
• Nikkaji Number: J287.066E
• Wikidata: Q27280231
• Mol file: 17508-17-7.mol

Synonyms:2,4-dinitrophenoxyamine;O-(2,4-dinitrophenyl)hydroxylamine

Chemical Property of O-(2,4-Dinitrophenyl)hydroxylamine

Chemical Property:

• Vapor Pressure: 3.37E-06mmHg at 25°C
• Melting Point: 112.5°C
• Refractive Index: 1.6910 (estimate)
• Boiling Point: 387.1°Cat760mmHg
• PKA: -1.07±0.70(Predicted)
• Flash Point: 187.9°C
• PSA: 126.89000
• Density: 1.602g/cm³
• LogP: 2.50220
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 199.02292027
• Heavy Atom Count: 14
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

O-(2,4-Dinitrophenyl)hydroxylamine ^*data from reagent suppliers

Safty Information:

• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])ON
• Uses: Efficient agent for metal-free amination of arylboronic acids leading to primary anilines. Reagents used in Rhodium-catalyzed aziridines formation. O-(2,4-Dinitrophenyl)hydroxylamine is a rapid active-site-directed inhibitor of D-amino acid oxidase; modification results in specific incorporation of an amine group into an accessible nucleophilic r esidue with concomitant release of 2,4-dinitrophenol.

Technology Process of O-(2,4-Dinitrophenyl)hydroxylamine

There total 14 articles about O-(2,4-Dinitrophenyl)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: 100.0%

N-trimethylsilyl-O-2,4-dinitrophenylhydroxylamine (176504-71-5) → O-(2,4-dinitrophenyl)hydroxylamine (17508-17-7)

Guidance literature:

With methanol;

DOI:10.1007/BF00696728

Reference yield: 98.0%

2-(2,4-dinitrophenoxy)-1H-isoindole-1,3(2H)-dione (60506-35-6) → O-(2,4-dinitrophenyl)hydroxylamine (17508-17-7)

Guidance literature:

With hydrazine hydrate; In dichloromethane; at 0 ℃; for 4h;

Reference yield: 84.0%

ethyl O-(2,4-dinitrophenyl)hydroxamate → O-(2,4-dinitrophenyl)hydroxylamine (17508-17-7)

Guidance literature:

With perchloric acid; In 1,4-dioxane;

DOI:10.1021/tx990094u

upstream raw materials:

tert-butyl (2,4-dinitrophenoxy)carbamate

ethyl O-(2,4-dinitrophenyl)acetohydroxamate

ethyl N-(2,4-dinitrophenoxy)acetimidate

N-trimethylsilyl-O-2,4-dinitrophenylhydroxylamine

Downstream raw materials:

O-(2,4-dinitrophenyl)acetaldoxime

2,4-dinitro-N-butylaniline

butylammonium salt of 2,4-dinitrophenol

2,4-Dinitrophenol