3-Nitrophthalic anhydride
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Basic information
- CAS
641-70-3- Standard SMILES
O=C1OC(=O)c2c1cccc2[N+](=O)[O-]- InChIKey
ROFZMKDROVBLNY-UHFFFAOYSA-N- Molecular formula
- C8H3NO5
- Average molar mass
- 193.11 g/mol
- Monoisotopic mass
- 193.0011222
Overview
structure given in first source
Names & identifiers
- Preferred name
- 3-Nitrophthalic anhydride
- IUPAC
- 4-nitro-2-benzofuran-1,3-dione
- English name
- 3-Nitrophthalic anhydride
- Molecular formula
- C8H3NO5
- Molecular weight
- 193.11
Names & synonyms
3-Nitrophthalic anhydride641-70-3Phthalic anhydride, 3-nitro-1,3-Isobenzofurandione, 4-nitro-X2BXS9KCY2NSC-4134NSC-27006DTXSID0060939RefChem:95047DTXCID7044213211-373-64-nitroisobenzofuran-1,3-dione
Show more names
3-Nitrophthalic Acid AnhydrideNSC 270063-NitrophthaLPomalidomide INTApremilast Impurity 90Pomadomide impurity 36.Pomalidomide Impurity 36
4-Nitro-2-benzofuran-1,3-dioneMFCD000059214-nitro-isobenzofuran-1,3-dione3-Nitrophthalicanhydride3-nitro phthalic anhydride1,3-Isobenzofurandione, nitro-NSC 4134EINECS 211-373-6
Database identifiers
- CAS
641-70-3- PubChem CID
- 21631
- DTXSID
DTXSID0060939- ChEMBL
CHEMBL2057876- UNII
- X2BXS9KCY2
- EC Number
- 211-373-6
- Nikkaji
- J3.016C
Properties
Computed structural propertiesFilling in
- XLogP
- 1.1
- Topological polar surface area
- 89.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 0
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 307
Experimental & physicochemical properties
PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic
SpringerMaterials PropertiesChemical shift
Physical DescriptionYellow hygroscopic powder; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 163 · 163-165 °C (lit.)
- Boiling point
- 329.3 °C · 329.3°C (rough estimate)
- Density
- 1.6392 · 1.6392 (rough estimate)
- refractive index
- 1.47 · 1.4700 (estimate)
- storage temp.
- 30 °C · Store below +30°C.
- form
- Crystalline Powder
- color
- Beige to yellow
- Water Solubility
- MAY DECOMPOSE
- Sensitive
- Moisture Sensitive
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 (100%): 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 50 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1,3-Isobenzofurandione, 4-nitro-
3-Nitrophthalic anhydride: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS] See ACID ANHYDRIDES.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- F
- 10-21
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29173980
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36-37/39
Chemistry & industry
Uses & manufacturing
General Manufacturing Information1,3-Isobenzofurandione, 4-nitro-: ACTIVE
Applications
UsesAn intermediate for the synthesis of a benzimidazole PARP inhibitor I (succinate salt) (ABT-472). Reactions with aminoquinazolinones yield phthalimidoquinazolinones.
Uses4-Nitrophthalic Anhydride is an intermediate for the synthesis of the benzimidazole PARP inhibitor I, ABT-472. It reacts with aminoquinazolinones to yield phthalimidoquinazolinones.
Preparation methods
Preparation3-Nitrophthalic anhydride can be prepared by heating 3-nitrophthalic acid under various conditions and by the action of acetic anhydride, essentially as in the procedure described. The direct nitration of phthalic anhydride yields 3-nitrophthalic anhydride together with the isomeric 4-nitro compound.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
126 records
Compound notes
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