4,5,6,7-tetrachloro-2-hydroxy-2,3-dihydro-1H-isoindole-1,3-dione
Basic information
- CAS
85342-65-0- Standard SMILES
O=C1c2c(Cl)c(Cl)c(Cl)c(Cl)c2C(=O)N1O- InChIKey
UTRBHXSKVVPTLY-UHFFFAOYSA-N- Molecular formula
- C8HCl4NO3
- Average molar mass
- 300.9 g/mol
- Monoisotopic mass
- 298.871054
Names & identifiers
- Preferred name
- 4,5,6,7-tetrachloro-2-hydroxy-2,3-dihydro-1H-isoindole-1,3-dione
- IUPAC
- 4,5,6,7-tetrachloro-2-hydroxyisoindole-1,3-dione
- English name
- 4,5,6,7-Tetrachloro-2-hydroxy-isoindole-1,3-dione
- Molecular formula
- C8HCl4NO3
- Molecular weight
- 300.91
Names & synonyms
4,5,6,7-tetrachloro-2-hydroxy-2,3-dihydro-1H-isoindole-1,3-dioneRefChem:507492878-685-885342-65-0N-hydroxytetrachlorophthalimide4,5,6,7-Tetrachloro-2-hydroxyisoindoline-1,3-dione4,5,6,7-tetrachloro-2-hydroxy-isoindole-1,3-dione4,5,6,7-tetrachloro-2-hydroxyisoindole-1,3-dioneMFCD290880004,5,6,7-tetrachloro-2-hydroxy-1h-isoindole-1,3(2h)-dioneC8HCl4NO3NSC147247
Show more names
1H-Isoindole-1,3(2H)-dione, 4,5,6,7-tetrachloro-2-hydroxy-4,5,6,7-tetrachloro-2-hydroxy-2,3-dihydro-1H-isoin dole-1,3-dione
TCNHPIKS-0000191P3,4,5,6-Tetrachloro-N-hydroxyphthalimideSCHEMBL440694,5,6,7-tetrachloro-2-hydroxy-isoindoline-1,3-dioneSCHEMBL29359822DTXSID10301898UTRBHXSKVVPTLY-UHFFFAOYSA-N
Database identifiers
- CAS
85342-65-0- PubChem CID
- 287359
- DTXSID
DTXSID10301898- EC Number
- 878-685-8
- Nikkaji
- J1.006.599B
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 57.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 16
- Formal charge
- 0
- Complexity
- 320
Physicochemical properties
- Boiling point
- 532.1 · 532.1±60.0 °C(Predicted)
- Density
- 2.041 · 2.041±0.06 g/cm3(Predicted)
- storage temp.
- 2 · under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 6.04 · 6.04±0.58(Predicted)
- form
- Solid
- color
- Light Yellow
- InChI
- 1S/C8HCl4NO3/c9-3-1-2(4(10)6(12)5(3)11)8(15)13(16)7(1)14/h16H
- InChIKey
- UTRBHXSKVVPTLY-UHFFFAOYSA-N
- SMILES
- O=C1N(O)C(C2=C(Cl)C(Cl)=C(Cl)C(Cl)=C21)=O
- UNSPSC Code
- 12352111 · 12352111
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301
- Precautionary statements
- 301 · P301+P330+P331+P310
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
Danger
H301 (75%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P316, P302+P352, P305+P351+P338, P321, P330, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (75%)
Safety data
- wgk
- WGK 3
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard statements
- H301
- Hazard Classifications
- Acute Tox. 3 Oral
- Precautionary statements
- P301+P330+P331+P310
Chemistry & industry
Applications
UsesNew reagent enabling the electrochemical allylic C-H oxidation reaction developed by the Baran group. This method provides a scalable and sustainable alternative to current strategies based on toxic reagents or precious metals.
General DescriptionN-Hydroxytetrachlorophthalimide (TCNHPI) is an aryl-tetrahalogenated N-hydroxyphthalimide derivative. In combination with 1,4-diamino-2,3-dichloroanthraquinone (DADCAQ), it forms an efficient catalytic system for the oxidation of aromatic hydrocarbons using molecular oxygen under metal-free and aerobic conditions.
Suppliers
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Related reactions
2 records
Compound notes
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