CAS 2518-24-3 1H-Isoindole-1,3(2H)-dione, 4-amino- (HCID 72914)

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Basic information

CAS: 2518-24-3
Standard SMILES: Nc1cccc2c1C(=O)NC2=O
InChIKey: GQBONCZDJQXPLV-UHFFFAOYSA-N
Molecular formula: C8H6N2O2
Average molar mass: 162.15 g/mol
Monoisotopic mass: 162.04292744

Names & identifiers

Preferred name: 1H-Isoindole-1,3(2H)-dione, 4-amino-
IUPAC: 4-aminoisoindole-1,3-dione
English name: 3-Aminophthalimide
Molecular formula: C8H6N2O2
Molecular weight: 162.15

Names & synonyms

3-Aminophthalimide2518-24-31H-Isoindole-1,3(2H)-dione, 4-amino-4-amino-2,3-dihydro-1H-isoindole-1,3-dioneDTXSID4062486RefChem:438833DTXCID5037236626-297-24-Aminoisoindoline-1,3-dione4-amino-1h-isoindole-1,3(2h)-dione4-aminoisoindole-1,3-dioneMFCD00041853

Show more names

4-Amino-1H-isoindole3-AMINOPHTHALIMIDE 99%3-Aminophthalimide,99%4-Amino-isoindole-1,3-dione4-amino-1h-isoindole-3(2h)-dione1H-Isoindole-1,3(2H)-dione,4-amino-

F2146-03083-amino-phthalamideamino-phthalimide6-aminophthalimide3-Aminophthalimide, 97%Oprea1_344852SCHEMBL2216184-amino-1,3-isoindolinedione

Database identifiers

CAS: 2518-24-3
PubChem CID: 72914
DTXSID: DTXSID4062486
EC Number: 626-297-2
Nikkaji: J265.481D

Properties

Computed structural properties

XLogP: 0.6
Topological polar surface area: 72.2 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 239

Physicochemical properties

Melting point: 268.5 · 268.5-273.5 °C (lit.)
Boiling point: 288.82 °C · 288.82°C (rough estimate)
Density: 1.3264 · 1.3264 (rough estimate)
refractive index: 1.577 · 1.5770 (estimate)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
pka: 9.76 · 9.76±0.20(Predicted)
Appearance: Yellow to orange Solid
InChI: 1S/C8H6N2O2/c9-5-3-1-2-4-6(5)8(12)10-7(4)11/h1-3H,9H2,(H,10,11,12)
InChIKey: GQBONCZDJQXPLV-UHFFFAOYSA-N
SMILES: Nc1cccc2C(=O)NC(=O)c12
CAS DataBase Reference: 2518 · 2518-24-3(CAS DataBase Reference)
NIST Chemistry Reference: 3 · 3-Aminophthalimide(2518-24-3)
EPA Substance Registry System: 1 H-Isoindole-1,3 · 1H-Isoindole-1,3(2H)-dione, 4-amino- (2518-24-3)
UNSPSC Code

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
tsca: TSCA listed
hs_code: 29251995
risk_code: 36/37/38-42/43
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 22-26-36/37-45
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H317-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
Precautionary statements: P261-P280-P305+P351+P338

Chemistry & industry

Applications

Uses3-Aminophthalimide may be used in direct chemiluminescent cellular bioassays. It may also be used in the preparation of 3-bromopthalimide.

General Description3-Aminophthalimide (API) is a stable precursor of luminol. API can be prepared by the hydrogenation of 3-nitrophthalimide and methanol in the presence of 10% Pd-C.