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4-Nitropyridin-1-oxid

4-Nitropyridine N-oxide

HCID 14300
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Grundinformationen

CAS
1124-33-0
Standard-SMILES
O=[N+]([O-])c1cc[n+]([O-])cc1
InChIKey
RXKNNAKAVAHBNK-UHFFFAOYSA-N
Summenformel
C5H4N2O3
Durchschnittliche Molmasse
140,1 g/mol
Monoisotopische Masse
140,02219199

Überblick

Pyridine, 4-nitro-, 1-oxide is a solid. (EPA, 1998)

Namen und Bezeichner

Bevorzugter Name
4-Nitropyridine N-oxide
IUPAC
4-nitro-1-oxidopyridin-1-ium
Lokaler Name
4-Nitropyridin-1-oxid
Englischer Name
4-Nitropyridine N-oxide
Summenformel
C5H4N2O3
Molmasse
140.1

Namen und Synonyme

4-Nitropyridine N-oxide1124-33-04-Nitropyridine 1-oxidep-Nitropyridine N-oxidePYRIDINE, 4-NITRO-, 1-OXIDE4-Nitropyridine oxideNSC-5079NSC-130895ULB29Z652DAvitrol 100EPA Pesticide Chemical Code 597300AI3-25256
Weitere Namen anzeigen
NSC 130895AKOS 93467avitrol100caswellno604aa4-Nitropyridine N-ox4-Nitropyridin-N-oxidNITROPYRIDINE-N-OXIDE
RefChem:870693214-395-44-Nitropyridine-N-oxide4-Nitropyridine-1-oxide4-nitropyridin-1-ium-1-olate4-nitro-1-oxidopyridin-1-iumDTXSID90415244-nitropyridin-1-ol

Datenbank-Bezeichner

CAS
1124-33-0
PubChem CID
14300
DTXSID
DTXSID9041524
ChEMBL
CHEMBL3187617
UNII
ULB29Z652D
EC Number

Eigenschaften

Berechnete Struktureigenschaften

XLogP
-0,6
Polarare Oberfläche (TPSA)
71,3 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
0
Schwere Atome
10
Formalladung
0
Komplexität
125

Experimentelle und physikochemische Eigenschaften

PesticidesPesticides -> Other Insecticides
LogPlog Kow = -0.55
DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxides/.
Melting Point160.5 °C
Vapor Pressure0.000594 [mmHg]
Physical Description · 2 Einträge

Pyridine, 4-nitro-, 1-oxide is a solid. (EPA, 1998)

Solid; [CAMEO] Crystalline solid; [MSDSonline]

Collision Cross Section119.2 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID9041524]

Physikochemische Eigenschaften

Schmelzpunkt
159 · 159-162 °C (lit.)
Siedepunkt
256.56 °C · 256.56°C (rough estimate)

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

Danger

H301 (90%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, 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.

Gefahrenhinweise

DOT LabelPoison
Fire HazardsWhen heated to decomposition, it emits very toxic fumes of nitrogen oxides. Avoid decomposing heat. (EPA, 1998)
Health HazardsHigh toxicity via oral exposure. (EPA, 1998)
Hazards SummaryEffects in high-dose animal studies include tremor and convulsions; Oral LD50 (wild birds) = 8 mg/kg; Tumorigenic in mice by RTECS criteria; [RTECS]
Reactive GroupAmines, Phosphines, and Pyridines
Reactivity ProfileAromatic nitro compounds range from slight to strong oxidizing agents. If mixed with reducing agents, including hydrides, sulfides and nitrides, they may begin a vigorous reaction.
Air and Water ReactionsMay be deliquescent.
CERCLA Reportable Quantities · 1 Eintrag

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Pyridine, 4-nitro-, 1-oxide is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 or 10,000 lbs. Extremely hazardous substances that are solids are subject to either of two threshold planning quantities ... The lower quantity applies only if the solid exists in powdered form and has a particle size less than 100 microns; or is handled in solution or in molten form; or meets the criteria for a National Fire Protection Association (NFPA) rating of 2, 3 or 4 for reactivity. If the solid does not meet any of these criteria, it is subject to the upper ... threshold planning quantity ... .

Chemie und Industrie

Verwendung und Herstellung

Uses · 3 Einträge

Not currently registered with the EPA for pesticide use in the US; [HSDB]

Farming (Pesticides) [Category: Industry]

For Pyridine, 4-nitro-, 1-oxide (USEPA/OPP Pesticide Code: 597300) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Methods of ManufacturingNitration of pyridine N-oxide
Formulations/Preparations98% min purity grade
General Manufacturing InformationPyridine, 4-nitro-, 1-oxide: ACTIVE

Anwendungen

VerwendenThe N-oxide derivative of a nitrated pyridine that has been shown to inhibit Na,K-ATPase activity. 4-Nitropyridine N-Oxide is a quorum sensing inhibitor.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

2,6-Di-O-methyl-beta-cyclodextrin

Nachgelagerte Produkte

4-(Benzyloxy)pyridine N-oxide4-Nitropyridine2-Cyano-4-nitropyridine4-Methoxypyridin-N-oxid3-Bromo-4-hydroxypyridine

Zugehörige Reaktionen

32
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 15029
HRID 15029als Eduktuspto-grants-2010_06
Reaktionsgleichung von HRID 265635
HRID 265635als Eduktuspto-grants-1997_07
Reaktionsgleichung von HRID 576148
HRID 576148als Eduktuspto-grants-2015_05
Reaktionsgleichung von HRID 690061
HRID 690061als EduktTraining data from https://doi.org/10.1039/C8SC04228D (3/10)
Reaktionsgleichung von HRID 731569
HRID 731569als Eduktuspto-grants-2009_09
Reaktionsgleichung von HRID 856683
HRID 856683als Eduktuspto-grants-2007_08
Reaktionsgleichung von HRID 897861
HRID 897861als Eduktuspto-grants-2005_07
Reaktionsgleichung von HRID 897982
HRID 897982als Eduktuspto-grants-2005_07
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Weitere Aktionen
Neue NotizNeue ReaktionAnfrage stellen
214-395-4
Nikkaji
J3.660I
Dichte
1.5657 · 1.5657 (rough estimate)
Brechungsindex
1.48 · 1.4800 (estimate)
storage temp.
Inert atmosphere,Room Temperature
Löslichkeit
soluble in DMSO
pka
-1.37 · -1.37±0.10(Predicted)
Aggregatzustand
Crystals or Powder
Farbe
Yellow to brown
Wasserlöslichkeit
insoluble
BRN
124331 · 124331
InChI
InChI=1S/C5H4N2O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4H
InChIKey
RXKNNAKAVAHBNK-UHFFFAOYSA-N
SMILES
C1[N+]([O-])=CC=C([N+]([O-])=O)C=1
CAS Datenbank
1124 · 1124-33-0(CAS DataBase Reference)
NIST chemische Informationen
-1 · Pyridine-1-oxide, 4-nitro-(1124-33-0)
EPA chemische Informationen
4 · 4-Nitropyridine-1-oxide (1124-33-0)
Hazard Classes and CategoriesAcute Tox. 3 (90%)
Explosive Limits and PotentialMixtures with diethyl-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate explode when heated above 130 °C.
Skin, Eye, and Respiratory IrritationsPyridine and its derivatives cause local irritation on contact with the skin, mucous membranes and cornea. /Pyridine and its derivatives/
Hazardous Reactivities and IncompatibilitiesMixtures with diethyl-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate explode when heated above 130 °C.

Sicherheit und Schutzausrüstung

Fire FightingExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
First AidNote: No cases of human poisoning with pyridine, 4-nitro-, 1-oxide have been described.
Nonfire Spill ResponseExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Preventive Measures · 1 Eintrag

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Isolation and EvacuationExcerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:
Protective Action Criteria (PAC) · 3 Einträge

0.32 [mg/m3]

3.5 [mg/m3]

21 [mg/m3]

Personal Protective Equipment (PPE) · 4 Einträge

For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)

... WORKERS SHOULD BE PROVIDED WITH PERSONAL PROTECTIVE EQUIPMENT. A CHARCOAL GAS-MASK CANISTER RESPIRATOR HAS BEEN ... EFFECTIVE ... . /PYRIDINE/

RUBBER & PLASTIC GLOVES SHOULD NOT BE RELIED UPON TO PREVENT SKIN CONTACT BECAUSE ... MANY ... . /PYRIDINE/ DERIV PENETRATE THESE MATERIALS. /PYRIDINE/

Depending on the extent of possible contact, workers should be provided with personal protective equipment. A charcoal gas mask canister respirator has been found to be effective against a 2% pyridine concentration at 30 l/min for 1 hr. Rubber and plastic gloves should not be relied upon to prevent skin contact because pyridine and many of its derivatives penetrate these materials ... . /Pyridine, homologues, and derivatives/

Toxikologische Informationen

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Antidote and Emergency Treatment · 2 Einträge

/SRP:/ Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/

/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/

Non-Human Toxicity ValuesLD50 Rat oral 107 mg/kg

Regulatorische Informationen

CERCLA Reportable Quantities · 1 Eintrag

Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Pyridine, 4-nitro-, 1-oxide is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 500 or 10,000 lbs. Extremely hazardous substances that are solids are subject to either of two threshold planning quantities ... The lower quantity applies only if the solid exists in powdered form and has a particle size less than 100 microns; or is handled in solution or in molten form; or meets the criteria for a National Fire Protection Association (NFPA) rating of 2, 3 or 4 for reactivity. If the solid does not meet any of these criteria, it is subject to the upper ... threshold planning quantity ... .

Sicherheitsdaten

wgk
3
tsca
TSCA listed
ridadr
UN 2811 6.1/PG 3
hs_code
29333999
RTECS-Nr.
UT6380000
risk_code
25-36/37/38-40-23/24/25
Toxizität
LD50 orl-rat: 107 mg/kg JWMAA9 29,830,65
hazard_code
T
safety_code
26-45-37/39-28A-36-22
hazard_class
6.1
packing_group
III
Giftige Stoffe Daten
1124-33-0(Hazardous Substances Data)
2-Chloro-4-nitropyridine
4-Nitropicolinic acid
4-Chloro-pyridine-2-carbonitrile