N-Hydroxynaphthalimide

Base Information

• Chemical Name: N-Hydroxynaphthalimide
• CAS No.: 7797-81-1
• Molecular Formula: C12H7NO3
• Molecular Weight: 213.192
• Hs Code.: 29251995
• European Community (EC) Number: 232-251-9
• NSC Number: 108691
• UNII: DZG9AVW5V2
• DSSTox Substance ID: DTXSID0064884
• Nikkaji Number: J29.129C
• Wikidata: Q81991833
• Pharos Ligand ID: G4829F1GFNQS
• ChEMBL ID: CHEMBL1207029
• Mol file: 7797-81-1.mol

Synonyms:1,8 N-hydroxynaphthalimide;N-(OH)NaPhI;N-hydroxynaphthalimide

Chemical Property of N-Hydroxynaphthalimide

Chemical Property:

• Appearance/Colour: Slightly yellow to beige-brown cryst. powder
• Vapor Pressure: 3.89E-10mmHg at 25°C
• Melting Point: 245 °C
• Refractive Index: 1.798
• Boiling Point: 482.9 °C at 760 mmHg
• PKA: 7.44±0.20(Predicted)
• Flash Point: 245.8 °C
• PSA: 59.30000
• Density: 1.594 g/cm³
• LogP: 1.19000
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 213.042593085
• Heavy Atom Count: 16
• Complexity: 311

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Hydroxy-1,8-naphthalimide >97.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C(=O)N(C(=O)C3=CC=C2)O
• Uses: It is used in chemical research & chemical intermediate.

Technology Process of N-Hydroxynaphthalimide

There total 8 articles about N-Hydroxynaphthalimide 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: 98.0%

1,8-Naphthalic anhydride (81-84-5) → N-hydroxy-1,8-naphthalenedicarboximide (7797-81-1)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; for 0.5h; Reflux;

DOI:10.1021/acs.oprd.8b00196

Reference yield: 80.0%

1,3-dioxo-1H,3H-benzo[de]isoquinoline-2-carboxylic acid tert-butyl ester → N-hydroxy-1,8-naphthalenedicarboximide (7797-81-1)

Guidance literature:

With hydroxylamine; In acetonitrile; at 20 ℃;

DOI:10.1081/SCC-100103264

Reference yield:

1,8-Naphthalic anhydride (81-84-5) + hydroxylamine hydrochloride (5470-11-1) → N-hydroxy-1,8-naphthalenedicarboximide (7797-81-1)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; at 80 ℃; for 2h;

upstream raw materials:

1,8-Naphthalic anhydride

N-benzyloxy-naphthalimide

2-(3-nitro-benzoyloxy)-benz[de]isoquinoline-1,3-dione

1,8-Naphthalimide

Downstream raw materials:

2-benzoyloxy-benzo[de]isoquinoline-1,3-dione

1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl 4-methylbenzenesulfonate

sodium naphthalimide oxide

C₁₇H₁₁ClN₂O₃S

Refernces

• 1、 Hordieieva, Iryna,Kompanets, Mykhailo,Kushch, Olga,Litvinov, Yurii,Novikova, Katerina,Opeida, Iosip,Shendrik, Alexander. "Kinetics of N-oxyl Radicals' Decay". . p. 7112 - 7124. Retrieved 2020/07/07.
• 2、 Matsumoto, Yohei,Kuriyama, Masami,Yamamoto, Kosuke,Nishida, Koyo,Onomura, Osamu. "Metal-Free Synthesis of Adipic Acid via Organocatalytic Direct Oxidation of Cyclohexane under Ambient Temperature and Pressure". supporting information. p. 1312 - 1317. Retrieved 2018/09/25.