Basic information
- CAS
4693-02-1- Standard SMILES
O=c1[nH]c2ccc([N+](=O)[O-])cc2c(=O)o1- InChIKey
WWUBAHSWMPFIQZ-UHFFFAOYSA-N- Molecular formula
- C8H4N2O5
- Average molar mass
- 208.13 g/mol
- Monoisotopic mass
- 208.01202123
Names & identifiers
- Preferred name
- 2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro-
- IUPAC
- 6-nitro-1H-3,1-benzoxazine-2,4-dione
- English name
- 5-NITROISATOIC ANHYDRIDE
- Molecular formula
- C8H4N2O5
- Molecular weight
- 208.13
Names & synonyms
5-Nitroisatoic anhydride4693-02-16-Nitroisatoic anhydride2H-3,1-BENZOXAZINE-2,4(1H)-DIONE, 6-NITRO-6-Nitro-2H-3,1-benzoxazine-2,4(1H)-dioneEINECS 225-151-1NSC 73615BRN 0219188DTXSID70635584-27-00-03332 (Beilstein Handbook Reference)RefChem:484208DTXCID8040519
Show more names
6-nitro-2H-benzo[d][1,3]oxazine-2,4(1H)-dione6-Nitro IA5-Nitroisatoic anhydride 96%4(1h)-dione,6-nitro-2h-1-benzoxazine-26-nitro-1H-3,1-benzoxazine-2,4-quinone
225-151-16-Nitro-1H-benzo[d][1,3]oxazine-2,4-dione5-nitro-isatoic anhydride6-nitro-1H-3,1-benzoxazine-2,4-dioneMFCD00023891NSC-736156-nitro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dioneNCIOpen2_003931
Database identifiers
- CAS
4693-02-1- PubChem CID
- 20821
- DTXSID
DTXSID7063558- UNII
- E3HJ2SF662
- EC Number
- 225-151-1
- Nikkaji
Properties
Computed structural properties
- XLogP
- 0.8
- Topological polar surface area
- 101 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 0
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 323
Physicochemical properties
- Melting point
- 259 °C · 259 °C
- Boiling point
- 347.31 °C · 347.31°C (rough estimate)
- Density
- 1.623 · 1.623±0.06 g/cm3 (20 ºC 760 Torr)
- refractive index
- 1.49 · 1.4900 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 9.29 · 9.29±0.20(Predicted)
- CAS DataBase Reference
- 4693 · 4693-02-1(CAS DataBase Reference)
- FDA UNII
- 3 HJ2SF662 · E3HJ2SF662
- EPA Substance Registry System
- 2 H-3,1-Benzoxazine-2,4 · 2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro- (4693-02-1)
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- TSCA
- TSCA listed
- HS Code
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (92.9%): Toxic if swallowed [Danger Acute toxicity, oral]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264, P264+P265, P270, P280, P301+P316, P305+P351+P338, P321, P330, P337+P317, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 42 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (92.9%)；Eye Irrit. 2A (100%)
Safety data
- tsca
- TSCA listed
- hs_code
- 2934999090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Uses & manufacturing
General Manufacturing Information2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro-: INACTIVE
Applications
Uses6-Nitro-1H-benzo[d][1,3]oxazine-2,4-dione is a useful research chemical for organic synthesis/bioactive molecule design. 6-Nitro-1H-benzo[d][1,3]oxazine-2,4-dione is also used in the RNA structure probing studies.
Preparation methods
Preparation5-Nitroisatoic anhydride is prepared from 5-nitro indole (9g) by stirring in a 4:1 mixture of CH3CN/H2O for 1 h at 40℃. 1 H NMR (DMSO-d6): δ12.34 (s, Br., 1H), 8.59 (s Hz, 1H), 8.51 (d, J = 7.8 Hz, 1H), 7.31 (d, J = 8.7 Hz, 1H).
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
13 records
Compound notes
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