5-chloro-1H-indole-2,3-dione
Basic information
- CAS
17630-76-1- Standard SMILES
O=C1Nc2ccc(Cl)cc2C1=O- InChIKey
XHDJYQWGFIBCEP-UHFFFAOYSA-N- Molecular formula
- C8H4ClNO2
- Average molar mass
- 181.57 g/mol
- Monoisotopic mass
- 180.9930561
Overview
5-Chloro-1H-indole-2,3-dione is a member of indoles. It has a role as an anticoronaviral agent.
Names & identifiers
- Preferred name
- 5-chloro-1H-indole-2,3-dione
- IUPAC
- 5-chloro-1H-indole-2,3-dione
- English name
- 5-Chloroisatin
- Molecular formula
- C8H4ClNO2
- Molecular weight
- 181.58
Names & synonyms
5-Chloro-1H-indole-2,3-dione1H-Indole-2,3-dione, 5-chloro-NSC 135811EINECS 241-614-0DTXSID00170111RefChem:534322DTXCID10926021H-Indole-2,3-dione, 5-chloro-(9CI)241-614-0InChI=1/C8H4ClNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,125-Chloroisatin17630-76-1
Show more names
CL039oroisatin5-choroisatin5-CHLORISATIDEAURORA KA-5424AKOS BBS-00000996BUTTPARK 50\07-91
5-chloroindoline-2,3-dione5-chloro-2,3-dihydro-1H-indole-2,3-dione5-chlorisatinMFCD000145675-chlor-2,3-dioxoindolin5-CHLORO ISATIN5-Chloroindole 2,3-dione5-Chloroisatin-2,3-dione
Database identifiers
- CAS
17630-76-1- PubChem CID
- 87203
- DTXSID
DTXSID00170111- ChEMBL
CHEMBL327012- ChEBI
CHEBI:149904- EC Number
- 241-614-0
- Nikkaji
- J287.098C
Properties
Computed structural properties
- XLogP
- 1.3
- Topological polar surface area
- 46.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 241
Experimental & physicochemical properties
SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
Physicochemical properties
- Melting point
- 254 · 254-258 °C (lit.)
- Density
- 1.3743 · 1.3743 (rough estimate)
- refractive index
- 1.556 · 1.5560 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 8.65 · 8.65±0.20(Predicted)
- form
- Powder
- Appearance
- Yellow to orange Solid
- Water Solubility
- insoluble
- BRN
- 383759 · 383759
- InChI
- InChI=1S/C8H4ClNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
- InChIKey
- XHDJYQWGFIBCEP-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(Cl)C=C2)C(=O)C1=O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H315 (97.7%): 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 43 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (97.7%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- hs_code
- 2933990099
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
Uses5-Chloroisatin is a reagent used in the synthesis of Schiff bases through the reaction with 2-methyl-4-nitroaniline or 4-amino-4,5-dihydro-1H-1,2,3-triazole-5-one.
General Description5-Chloroisatin reacts with substituted 4-amino-4,5-dihydro-1H-1,2,4-triazole-5-ones to yield Schiff bases.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
208 records
Compound notes
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