N-Hydroxynaphthalimide

HCID 82263

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 7797-81-1
Standard SMILES: O=C1c2cccc3cccc(c23)C(=O)N1O
InChIKey: KTWCUGUUDHJVIH-UHFFFAOYSA-N
Molecular formula: C12H7NO3
Average molar mass: 213.19 g/mol
Monoisotopic mass: 213.04259308

Overview

structure in first source

Names & identifiers

Preferred name: N-Hydroxynaphthalimide
IUPAC: 2-hydroxybenzo[de]isoquinoline-1,3-dione
English name: N-Hydroxy-1,8-naphthalimide
Molecular formula: C12H7NO3
Molecular weight: 213.19

Names & synonyms

N-Hydroxynaphthalimide7797-81-1N-Hydroxy-1,8-naphthalimideNaphthalhydroxamic acidNaphthalimide, N-hydroxy-DZG9AVW5V21H-Benz[de]isoquinoline-1,3(2H)-dione, 2-hydroxy-NSC-1086911H-Benz(de)isoquinoline-1,3(2H)-dione, 2-hydroxy-DTXSID0064884N-(OH)NaPhIRefChem:831983

Show more names

LABOTEST-BB LT00454659N-Hydroxynaphthalimide,97%N-N-HYDROXY-1,8-NAPHTHALIMIDEN-Hydroxy-1,8-naphthalimide>n,n-(1,8-naphthalyl)hydroxylamine

1,8 N-hydroxynaphthalimideDTXCID1048095232-251-9N-Hydroxy-1,8-naphthalenedicarboximide2-hydroxybenzo[de]isoquinoline-1,3-dione2-Hydroxy-1H-benzo[de]isoquinoline-1,3(2H)-dioneMFCD000650622-Hydroxy-1H-benz(de)isoquinoline-1,3(2H)-dione

Database identifiers

CAS: 7797-81-1
PubChem CID: 82263
DTXSID: DTXSID0064884
ChEMBL: CHEMBL1207029
UNII: DZG9AVW5V2
EC Number: 232-251-9
Nikkaji: J29.129C

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 57.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 16
Formal charge: 0
Complexity: 311

Physicochemical properties

Melting point: 245 °C · 245 °C
Boiling point: 353.17 °C · 353.17°C (rough estimate)
Density: 1.2911 · 1.2911 (rough estimate)
refractive index: 1.45 · 1.4500 (estimate)
storage temp.: Sealed in dry,Room Temperature
form: powder to crystal
pka: 7.44 · 7.44±0.20(Predicted)
color: Light orange to Yellow to Green
Water Solubility: Insoluble in water.
BRN: 178595 · 178595
InChI: InChI=1S/C12H7NO3/c14-11-8-5-1-3-7-4-2-6-9(10(7)8)12(15)13(11)16/h1-6,16H
InChIKey: KTWCUGUUDHJVIH-UHFFFAOYSA-N
SMILES: C1(=O)C2=C3C(C=CC=C3C(=O)N1O)=CC=C2
CAS DataBase Reference: 7797 · 7797-81-1(CAS DataBase Reference)
FDA UNII: 9 AVW5V2 · DZG9AVW5V2
EPA Substance Registry System: 1 H-Benz[de]isoquinoline-1,3 · 1H-Benz[de]isoquinoline-1,3(2H)-dione, 2-hydroxy- (7797-81-1)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 335 · H335-H315-H319
Precautionary statements: 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 24 · 24/25-36-26
TSCA: TSCA listed
HS Code: 29251995 · 29251995

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

tsca: TSCA listed
hs_code: 29251995
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 24/25-36-26
Hazard statements: H335-H315-H319
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Uses & manufacturing

General Manufacturing Information1H-Benz[de]isoquinoline-1,3(2H)-dione, 2-hydroxy-: ACTIVE

Applications · 2 items

UsesIt is used in chemical research & chemical intermediate.

UsesN-Hydroxy-1,8-naphthalimide, also known as N-Hydroxynaphthalimide, is an amide compound used as a raw material for organic synthesis or as a solvent for chemical reactions, and also as an organocatalyst in aerobic oxidation. Its derivative N-hydroxynaphthalimide diethyl phosphate is used in the treatment of bobwhite quail Capillaria contorta infection[1-2].