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4-Nitrophthalsureanhydrid

4-Nitrophthalic acid anhydride

HCID 230976
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Grundinformationen

CAS
5466-84-2
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

4-NITROPHTHALIC ANHYDRIDE5466-84-25-nitroisobenzofuran-1,3-dione4-Nitrophthalic acid anhydridePhthalic anhydride, 4-nitro-5-Nitrophthalic anhydride1,3-Isobenzofurandione, 5-nitro-5-Nitro-1,3-isobenzofurandioneCCRIS 4684DTXSID6025775NITROPHTHALIC ANHYDRIDE, 4-EINECS 226-776-2
Weitere Namen anzeigen
4-nitro pthalic anhydride4-nitro-anhydrideTIMTEC-BB SBB008431Apremilast Impurity 89p-NitroPhthalicAnhydride4-nitro-phthalicanhydrid4-NitrophthalicAnhydride>4-Nitro-o-phthalicanhydride
SQN32UA63NNSC 26424NSC-26424BRN 01796825-17-11-00267 (Beilstein Handbook Reference)DTXCID0057754-NITRO-1,2-BENZENEDICARBOXYLIC ACID ANHYDRIDERefChem:526018

Datenbank-Bezeichner

CAS
5466-84-2

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

Solubility10 to 50 mg/mL at 70 °F (NTP, 1992)
Melting Point246 °F (NTP, 1992)
Physical Description4-nitrophthalic anhydride is a yellow powder. (NTP, 1992)

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

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

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

Regulatory Information1,3-Isobenzofurandione, 5-nitro-: Does not have an individual approval but may be used under an appropriate group standard
Fire HazardsFlash point data for this chemical are not available, however it is probably combustible. (NTP, 1992)
Health Hazards · 1 Eintrag

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.

Reactive GroupNitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
Reactivity AlertsWater-Reactive
Reactivity Profile · 1 Eintrag

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.

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information1,3-Isobenzofurandione, 5-nitro-: ACTIVE

Anwendungen

Verwenden4-Nitrophthalic anhydride is used an an intermediate for the synthesis of a benzimidazole PARP inhibitor I (succinate salt) (ABT-472).

Darstellung · 1 Eintrag

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%.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

4-Nitrophthalsure4-NitrophthalimidToluolOxalyldichloridN,N-Dimethylformamid

Nachgelagerte Produkte

3',6'-Dihydroxy-5(oder 6)-isothiocyanatospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-on2-Amino-4-nitrobenzoesäure

Zugehörige Reaktionen

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HRID 129953als Eduktuspto-grants-1995_11
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Reaktionsgleichung von HRID 138546
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PubChem CID
230976
DTXSID
DTXSID6025775
ChEMBL
CHEMBL1373184
UNII
SQN32UA63N
EC Number
226-776-2
Nikkaji
J104.459A
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)
Air and Water Reactions
Reacts with water. The organic acids produced by this reaction are significantly more soluble in water.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheit und Schutzausrüstung

Fire FightingFires involving this compound can be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 Eintrag

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 · 1 Eintrag

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) · 1 Eintrag

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
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