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2-hydroxy-pyridine N-oxide
2-hydroxypyridin
Conditions | Yield |
---|---|
With triphenylphosphine; N-fused tetraphenylporphyrin rhenium(VII) trioxide In dichloromethane at 23℃; for 3h; | 99% |
With carbon dioxide; water; iron at 100℃; for 10h; Autoclave; Green chemistry; chemoselective reaction; | 99% |
With ammonium formate; silica gel; zinc In methanol at 20℃; for 0.166667h; chemoselective reaction; | 91% |
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide for 8h; Ambient temperature; | A n/a B 98% |
tert-butyl pyridin-2-yl carbonate
L-proline
A
2-hydroxypyridin
B
1-(tert-butoxycarbonyl)-L-proline
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide for 6h; Ambient temperature; | A n/a B 98% |
tert-butyl pyridin-2-yl carbonate
L-Tryptophan
A
2-hydroxypyridin
B
Boc-Trp-OH
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide for 4h; Ambient temperature; | A n/a B 98% |
tert-butyl pyridin-2-yl carbonate
A
2-hydroxypyridin
B
N-tert-butoxycarbonyl-L-methionine
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide for 7h; Ambient temperature; | A n/a B 96% |
tert-butyl pyridin-2-yl carbonate
A
2-hydroxypyridin
B
N-tert-butoxycarbonyl-L-phenylalanine
Conditions | Yield |
---|---|
With triethylamine In water; N,N-dimethyl-formamide for 12h; Ambient temperature; | A n/a B 96% |
pyridin-2-ylboronic acid
2-hydroxypyridin
Conditions | Yield |
---|---|
With hydrazine hydrate; caesium carbonate In water at 80℃; for 12h; | 96% |
2-benzyloxypyridine
2-hydroxypyridin
Conditions | Yield |
---|---|
With 4-methyl-morpholine; tetrahydroxydiboron; 5%-palladium/activated carbon In 1,2-dichloro-ethane at 50℃; for 1h; | 96% |
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 3h; Schlenk technique; Irradiation; Inert atmosphere; chemoselective reaction; | 95% |
methanol
2,2-diphenylacetic acid
A
2-hydroxypyridin
B
methyl 2,2-diphenylacetate
Conditions | Yield |
---|---|
With 2,2'-dipyridyl carbonate; dmap In dichloromethane for 1h; Ambient temperature; | A 90% B 95% |
1-amino-naphthalene
di-2-pyridyl thionocarbonate
A
2-hydroxypyridin
B
1-isothiocyanatonaphthalene
Conditions | Yield |
---|---|
In dichloromethane for 0.166667h; Ambient temperature; | A n/a B 95% |
The 2-Oxopyridine with CAS registry number of 142-08-5 is also called 2-Hydroxypyridine. The IUPAC name is 1H-pyridin-2-one. Its EINECS registry number is 205-520-3. In addition, the molecular formula is C5H5NO and the molecular weight is 95.10. It is a kind of white to light yellow crystal and belongs to the classes of Pyridines; Pyridine; Pyridines derivates; (intermediate of benzoxazole); Nucleotides and Nucleosides; Bases & Related Reagents; Nucleotides. And it should be stored in a cool and dry place.
Physical properties about this chemical are: (1)ACD/LogP: -0.58; (2)ACD/LogD (pH 5.5): -0.58; (3)ACD/LogD (pH 7.4): -0.58; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 11.52; (7)ACD/KOC (pH 7.4): 11.52; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)Polar Surface Area: 20.31 Å2; (11)Index of Refraction: 1.513; (12)Molar Refractivity: 25.74 cm3; (13)Molar Volume: 85.5 cm3; (14)Polarizability: 10.2 ×10-24cm3; (15)Surface Tension: 35.7 dyne/cm; (16)Density: 1.111 g/cm3; (17)Flash Point: 181.1 °C; (18)Enthalpy of Vaporization: 56.57 kJ/mol; (19)Boiling Point: 323.7 °C at 760 mmHg; (20)Vapour Pressure: 0.000257 mmHg at 25°C.
Preparation of 2-Oxopyridine: it can be prepared by pyridine 1-oxide. There are some other products, such as pyridin-2-yl-acetonitrile, [2,2']bipyridinyl, pyrrole and pyridine. The yield of this reaction is about 31% at reaction temperature of 750-850 °C.
Uses of 2-Oxopyridine: it can be used to get 2-chloro-pyridine. This reaction will need reagents N-chloruccinimide and PPh3 and solvent dioxane. The reaction time is 4 hours by heating . The yield is about 43%.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. There is limited evidence of a carcinogenic effect. During using it, wear suitable protective clothing, gloves and eye/face protection and do not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: c1cc[nH]c(=O)c1
(2)InChI: InChI=1/C5H5NO/c7-5-3-1-2-4-6-5/h1-4H,(H,6,7)
(3)InChIKey: UBQKCCHYAOITMY-UHFFFAOYAK
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 410mg/kg (410mg/kg) | Toxicon. Vol. 23, Pg. 815, 1985. | |
mouse | LD50 | intravenous | 750mg/kg (750mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 93, Pg. 143, 1953. |