4-Hydroxy-3-nitropyridine
- Product Name
- 4-Hydroxy-3-nitropyridine
- CAS No.
- 5435-54-1
- Chemical Name
- 4-Hydroxy-3-nitropyridine
- Synonyms
- 3-NITROPYRIDIN-4-OL;3-Nitropyriin-4-ol;3-NITRO-4-PYRIDINOL;Hydroxy-3-nitropyrid;4-Pyridinol, 3-nitro-;LABOTEST-BB LT00068525;4-HYDROXY-3-NITROPRIDINE;4-hydroxy-3-nitropytidine;3-nitro-4-hydroxypyridine;4-Hydroxy-3-nitropyridine>
- CBNumber
- CB4271589
- Molecular Formula
- C5H4N2O3
- Formula Weight
- 140.1
- MOL File
- 5435-54-1.mol
4-Hydroxy-3-nitropyridine Property
- Melting point:
- 285 °C (dec.) (lit.)
- Boiling point:
- 382.1±22.0 °C(Predicted)
- Density
- 1.507±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- pka
- 0.13±0.14(Predicted)
- Appearance
- White to light yellow Solid
- BRN
- 1072928
- InChI
- InChI=1S/C5H4N2O3/c8-5-1-2-6-3-4(5)7(9)10/h1-3H,(H,6,8)
- InChIKey
- YUWOLBZMQDGRFV-UHFFFAOYSA-N
- SMILES
- C1=NC=CC(O)=C1[N+]([O-])=O
- CAS DataBase Reference
- 5435-54-1(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-36/37/39-22
- WGK Germany
- 3
- Hazard Note
- Toxic
- HazardClass
- IRRITANT, IRRITANT-HARMFUL
- HS Code
- 29333990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 495212
- Product name
- 4-Hydroxy-3-nitropyridine
- Purity
- 98%
- Packaging
- 5g
- Price
- $29.4
- Updated
- 2025/07/31
- Product number
- H1171
- Product name
- 4-Hydroxy-3-nitropyridine
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $54
- Updated
- 2021/12/16
- Product number
- H1171
- Product name
- 4-Hydroxy-3-nitropyridine
- Purity
- >98.0%(GC)(T)
- Packaging
- 25g
- Price
- $172
- Updated
- 2021/12/16
- Product number
- H949325
- Product name
- 4-Hydroxy-3-nitropyridine
- Packaging
- 100g
- Price
- $160
- Updated
- 2021/12/16
- Product number
- H949325
- Product name
- 4-Hydroxy-3-nitropyridine
- Packaging
- 50g
- Price
- $100
- Updated
- 2021/12/16
4-Hydroxy-3-nitropyridine Chemical Properties,Usage,Production
Chemical Properties
Light yellow crystalline powder
Uses
4-Hydroxy-3-nitropyridine may be used in the synthesis of 4-ethoxy-3-nitropyridine by treating with phosphorus pentachloride (PCl5) followed by ethanol. It may also be used to prepare 4-chloro-3-nitropyridine by treating with PCl5-POCl3 (phosphorus oxychloride).
General Description
4-Hydroxy-3-nitropyridine can be synthesized by the nitration of 4-hydroxypyridine.
Synthesis
626-64-2
5435-54-1
4-Hydroxypyridine (300 g, 3.15 mol, 1 wt) was added in batches to a 20 L flask containing concentrated sulfuric acid (1500 mL, 5 vol) under nitrogen protection. The nitration mixture was prepared by slowly adding concentrated nitric acid to concentrated sulfuric acid and under stirring. Subsequently, the nitrification mixture was cautiously transferred to a 20 L reactor. The reaction mixture was heated at 60°C to 70°C for 3 hours and subsequently cooled to room temperature over a period of 16 hours. The reaction mixture was poured into 10 L of ice water. The mixture was alkalized to pH 11-12 by dropwise addition of concentrated ammonia (8000 mL, 26.7 vol).The reaction mixture was concentrated under reduced pressure and the residue was stirred in pyridine (10000 mL, 33 vol) and filtered. The inorganic solid was dissolved in water (10000 mL, 33 vol) and extracted three times with pyridine (3 x 2500 mL, 3 x 8.3 vol), the pyridine extracts were combined and concentrated. The residue was stirred in acetone (6600 mL, 22 vol) for 1.5 h. It was filtered and dried over 16 h to give 716.1 g of crude product. The crude product, 4-hydroxy-3-nitropyridine (623.6 g), was slurried in water (1250 mL, 2 vol) for 60 min to remove residual inorganics. The slurry was filtered and dried for 72 h to give 4-hydroxy-3-nitropyridine (334.4 g, 76% yield, KF: 0.25%).1H NMR (400 MHz, DMSO): δ 6.58 (d, J = 6 Hz, 1H), 7.85 (d, J = 6 Hz, 1H), 8.88 (s, 1H).
References
[1] Organic Process Research and Development, 2004, vol. 8, # 6, p. 903 - 908
[2] Chemistry of Heterocyclic Compounds, 2012, vol. 48, # 8, p. 1235 - 1250
[3] Khim. Geterotsikl. Soedin., 2012, vol. 48, # 8, p. 1235 - 1250,16
[4] Journal of Materials Chemistry C, 2014, vol. 2, # 48, p. 10343 - 10356
[5] Heterocycles, 1999, vol. 51, # 4, p. 721 - 726
4-Hydroxy-3-nitropyridine Preparation Products And Raw materials
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View Lastest Price from 4-Hydroxy-3-nitropyridine manufacturers
- Product
- 4-Hydroxy-3-nitropyridine 5435-54-1
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-07-05
- Product
- 4-Hydroxy-3-nitropyridine 5435-54-1
- Price
- US $0.00/Kg/Bag
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 100KG
- Release date
- 2021-07-22
- Product
- 4-Hydroxy-3-nitropyridine 5435-54-1
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-13