Substance
ID:719844
Names and Identifiers
IUPAC name
2-amino-2,3-dihydro-1H-isoindole-1,3-dione
IUPAC Traditional name
2-aminoisoindole-1,3-dione
Synonyms
N-AminophthalimideN-氨基邻苯二甲酰亚胺
Registration numbers
MDL Number
Beilstein Number
CAS Number
EC Number
Properties
Product Information
Purity
94%
Safety Information
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
GHS Precautionary statements
P261-P305+P351+P338-P302+P352-P321-P405-P501A
Safety Statements
26-36
TSCA Listed
否
European Hazard Symbols
Irritant (Xi)Risk Statements
36/37/38
GHS Hazard statements
H315-H319-H335
Physical Property
Melting Point
ca 195°C dec.
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• May be oxidized with lead(IV) acetate to "phthalimidonitrene", which adds to alkenes to give aziridines. The phthalimido group can be cleaved with hydrazine hydrate: J. Chem. Soc. (C), 576 (1970); J. Am. Chem. Soc., 92, 1784 (1970); Helv. Chim. Acta,55, 1276 (1972); Org. Synth. Coll., 6, 56 (1988). Addition to cyclopentadienes leads to substituted pyridines after ring-opening with base: Heterocycles, 22, 1369 (1984). Addition to the (racemic) acrylic ester below shows an extremely high facial selectivity, adding to the less hindered side (290:1): Helv. Chim. Acta, 72, 1095 (1989).
• Aziridination has also been achieved in high yield by electrochemical oxidation: J. Am. Chem. Soc., 124, 530 (2002).