4-Nitropyridine N-oxide

HCID 14300CAS 1124-33-0

Basic information

Standard SMILES
O=[N+]([O-])c1cc[n+]([O-])cc1
InChIKey
RXKNNAKAVAHBNK-UHFFFAOYSA-N
Molecular formula
C5H4N2O3
Average molar mass
140.1 g/mol
Monoisotopic mass
140.02219199

Overview

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

Names & identifiers

Preferred name
4-Nitropyridine N-oxide
IUPAC
4-nitro-1-oxidopyridin-1-ium
English name
4-Nitropyridine N-oxide
Molecular formula
C5H4N2O3
Molecular weight
140.1

Names & synonyms

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
Show more names
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

Database identifiers

CAS
1124-33-0
PubChem CID
14300
DTXSID
DTXSID9041524
ChEMBL
CHEMBL3187617
UNII
ULB29Z652D
EC Number
214-395-4
Nikkaji
J3.660I

Properties

Computed structural properties

XLogP
-0.6
Topological polar surface area
71.3 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
0
Heavy atoms
10

Experimental & physicochemical properties

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 items

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

Solid; [CAMEO] Crystalline solid; [MSDSonline]

Physicochemical properties

Melting point
159 · 159-162 °C (lit.)
Boiling point
256.56 °C · 256.56°C (rough estimate)
Density
1.5657 · 1.5657 (rough estimate)
refractive index
1.48 · 1.4800 (estimate)
storage temp.
Inert atmosphere,Room Temperature
solubility
soluble in DMSO

Safety & regulation

GHS classification

GHS Classification · 4 items

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.

Hazard information

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.

Safety & protection

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 item

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 item

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)]:

Toxicology

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

/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

Regulatory information

CERCLA Reportable Quantities · 1 item

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 ... .

Safety data

wgk
3
tsca
TSCA listed
rtecs
UT6380000
ridadr
UN 2811 6.1/PG 3
hs_code
29333999
Toxicity
LD50 orl-rat: 107 mg/kg JWMAA9 29,830,65

Chemistry & industry

Uses & manufacturing

Uses · 3 items

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
Applications · 3 items

Uses4-Nitropyridine N-oxide may be used in the preparation of several 4-substituted pyridine-N-oxides and pyridines.

UsesThe 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.

General DescriptionSolid.

Preparation methods

Preparationpyridine is reluctant to undergo electrophilic nitration, pyridine-N-oxide is activated to electrophilic attack and nitration gives 4-nitropyridine-N-oxidel.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
上海泰矶林实业有限公司02150630626 17717886015 · [email protected]

Related reactions

32 records

Linked notes

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