3-Nitrophthalic anhydride (HCID 21631)

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 properties

XLogP: 1.1
Topological polar surface area: 89.2 Å²
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
BRN: 179963 · 179963
InChI: InChI=1S/C8H3NO5/c10-7-4-2-1-3-5(9(12)13)6(4)8(11)14-7/h1-3H
InChIKey: ROFZMKDROVBLNY-UHFFFAOYSA-N
SMILES: C1(=O)C2=C(C([N+]([O-])=O)=CC=C2)C(=O)O1
CAS DataBase Reference: 641 · 641-70-3(CAS DataBase Reference)
FDA UNII: 2 BXS9KCY2 · X2BXS9KCY2
NIST Chemistry Reference: 3 · 3-Nitrophthalic anhydride(641-70-3)
EPA Substance Registry System: 1 · 1,3-Isobenzofurandione, 4-nitro- (641-70-3)
UNSPSC Code: 12352115 · 12352115
NACRES: 23 · NA.23
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37/39
WGK Germany: 3 · 3
F: 10 · 10-21
TSCA: TSCA listed
HS Code: 29173980 · 29173980
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

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 · 2 items

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
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-P264-P271-P280-P302+P352-P305+P351+P338

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 · 1 item

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.