Grundinformationen
- Standard-SMILES
O=C1OC(=O)c2cc([N+](=O)[O-])ccc21- InChIKey
MMVIDXVHQANYAE-UHFFFAOYSA-N- Summenformel
- C8H3NO5
- Durchschnittliche Molmasse
- 193,11 g/mol
- Monoisotopische Masse
- 193,0011222
Überblick
4-nitrophthalic anhydride is a yellow powder. (NTP, 1992)
Namen und Bezeichner
- Bevorzugter Name
- 4-Nitrophthalic acid anhydride
- IUPAC
- 5-nitro-2-benzofuran-1,3-dione
- Lokaler Name
- 4-Nitrophthalsureanhydrid
- Englischer Name
- 4-Nitrophthalic anhydride
- Summenformel
- C8H3NO5
- Molmasse
- 193.11
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
5466-84-2- PubChem CID
- 230976
- DTXSID
DTXSID6025775- ChEMBL
CHEMBL1373184- UNII
- SQN32UA63N
- EC Number
- 226-776-2
- Nikkaji
- J104.459A
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,1
- Polarare Oberfläche (TPSA)
- 89,2 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 307
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 116 · 116-120 °C(lit.)
- Siedepunkt
- 197 °C · 197 °C / 8mmHg
- Dichte
- 1.6392 · 1.6392 (rough estimate)
- Brechungsindex
- 1.47 · 1.4700 (estimate)
- storage temp.
- Inert atmosphere,Room Temperature
- Löslichkeit
- Acetone (Slightly), Chloroform (Slightly), Methanol (Slightly)
- Aggregatzustand
- Solid
- Farbe
- Pale Beige
- Wasserlöslichkeit
- Hydrolysis
- BRN
- 179682 · 179682
- InChI
- InChI=1S/C8H3NO5/c10-7-5-2-1-4(9(12)13)3-6(5)8(11)14-7/h1-3H
- InChIKey
- MMVIDXVHQANYAE-UHFFFAOYSA-N
- SMILES
- C1(=O)C2=C(C=C([N+]([O-])=O)C=C2)C(=O)O1
- CAS Datenbank
- 5466 · 5466-84-2(CAS DataBase Reference)
- NIST chemische Informationen
- 4 · 4-Nitrophthalic anhydride(5466-84-2)
- EPA chemische Informationen
- 5 · 5-Nitrophthalic anhydride (5466-84-2)
Sicherheit und Regulatorisches
GHS-Klassifizierung
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 46 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Health Hazards
SYMPTOMS: Symptoms of exposure to this compound include coughing, sneezing, burning in respiratory system, dermatitis, and skin irritation. Symptoms of chronic exposure include bronchitis, eye irritation, inflammation of respiratory tract and bloody nasal discharge.
Reactivity Profile
4-NITROPHTHALIC ANHYDRIDE reacts exothermically with water. The reactions are usually slow, but might become violent if local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.
Sicherheit und Schutzausrüstung
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Sicherheitsdaten
- F
- 10-21
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29173990
- RTECS-Nr.
- TI3328000
- risk_code
- 36/37/38-20/22
- hazard_code
- Xi,Xn
- safety_code
- 26-36-36/37/39-22
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemie und Industrie
Verwendung und Herstellung
Anwendungen
Verwenden4-Nitrophthalic anhydride is used an an intermediate for the synthesis of a benzimidazole PARP inhibitor I (succinate salt) (ABT-472).
Darstellung
synthetische4-Nitrophthalic anhydride is synthesized by hydrolysis of 4-nitrophthalimide and then dehydration. The 4-nitrophthalimide was added to the sodium hydroxide solution, heated and boiled for 15min. Adjust pH to 6-8 with nitric acid, and add nitric acid to boil for 5 min. Cooling, filtering, the filtrate was extracted with ether, the extract was dried and then the ether was evaporated, that is, 4-Nitrophthalic anhydride crystals were precipitated. Yield 95%.
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