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
Show more names
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
- Formal charge
- 0
- Complexity
- 125
Experimental & physicochemical properties
Physical Description
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
- form
- Crystals or Powder
- pka
- -1.37 · -1.37±0.10(Predicted)
- color
- Yellow to brown
- Water Solubility
- 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 DataBase Reference
- 1124 · 1124-33-0(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 29 Z652D · ULB29Z652D
- NIST Chemistry Reference
- -1 · Pyridine-1-oxide, 4-nitro-(1124-33-0)
- EPA Substance Registry System
- 4 · 4-Nitropyridine-1-oxide (1124-33-0)
- Symbol(GHS)
- 8 · GHS08,GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301-H315-H319-H335-H300-H341
- Precautionary statements
- 261 · P261-P301+P310-P305+P351+P338-P201-P301+P310a-P405-P501a
- Hazard Codes
- T
- Risk Statements
- 25 · 25-36/37/38-40-23/24/25
- Safety Statements
- 26 · 26-45-37/39-28A-36-22
- RIDADR
- 2811 · UN 2811 6.1/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 6380000 · UT6380000
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29333999 · 29333999
- Hazardous Substances Data
- 1124 · 1124-33-0(Hazardous Substances Data)
- Toxicity
- 50 orl-rat: · LD50 orl-rat: 107 mg/kg JWMAA9 29,830,65
- Limited Quantities
- 5 kg · 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
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
CERCLA Reportable Quantities
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 & protection
Disposal Methods
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
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.
Protective Action Criteria (PAC)
0.32 [mg/m3]
3.5 [mg/m3]
21 [mg/m3]
Personal Protective Equipment (PPE)
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/
Toxicology
Antidote and Emergency Treatment
/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/
Regulatory information
CERCLA Reportable Quantities
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
- risk_code
- 25-36/37/38-40-23/24/25
- Signal word
- Danger
- Symbol(GHS)
- GHS08,GHS06
- hazard_code
- T
- safety_code
- 26-45-37/39-28A-36-22
- hazard_class
- 6.1
- packing_group
- III
- Hazard statements
- H301-H315-H319-H335-H300-H341
- Limited Quantities
- 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- Precautionary statements
- P261-P301+P310-P305+P351+P338-P201-P301+P310a-P405-P501a
- Hazardous Substances Data
- 1124-33-0(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
Uses
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./
Applications
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
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