isatin
Also known as indoline-2,3-dione, 1H-indole-2,3-dione, indole-2,3-dione, 2,3-dihydro-1H-indole-2,3-dione
Isatin, also known as tribulin, is an organic compound derived from indole with formula C8H5NO2. The compound was first obtained by Otto Linné Erdman and Auguste Laurent in 1840 as a product from the oxidation of indigo dye by nitric acid and chromic acids.
Chemical data
- Formula
- C8H5NO2
- Molecular weight
- 147.13 g/mol
- IUPAC name
- 1H-indole-2,3-dione
- SMILES
- C1=CC=C2C(=C1)C(=O)C(=O)N2
- InChIKey
- JXDYKVIHCLTXOP-UHFFFAOYSA-N
- XLogP
- 0.8
- Polar surface area
- 46.2 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
2,957 papersArticle
15 sectionsContents
- Synthesis
- Sandmeyer methodology
- Stolle methodology
- Other procedures
- Reactivity
- ''N''-Substitution
- Ring expansion
- ''C-2''/''C-3'' nucleophilic addition
- Oxidation
- Dimerization
- Reduction
- See also
- References
- Reviews
- External links
Isatin, also known as tribulin, is an organic compound derived from indole with formula C8H5NO2. The compound was first obtained by Otto Linné Erdman and Auguste Laurent in 1840 as a product from the oxidation of indigo dye by nitric acid and chromic acids.
Isatin is a well-known natural product which can be found in plants of the genus Isatis, in Couroupita guianensis, and also in humans, as a metabolic derivative of adrenaline.