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CAS No.: | 5446-92-4 |
---|---|
Name: | 2-Methoxy-5-nitropyridine |
Article Data: | 31 |
Molecular Structure: | |
Formula: | C6H6N2O3 |
Molecular Weight: | 154.125 |
Synonyms: | Pyridine, 2-methoxy-5-nitro-; |
EINECS: | 226-661-7 |
Density: | 1.3 g/cm3 |
Melting Point: | 104-108 °C(lit.) |
Boiling Point: | 258.9 °C at 760 mmHg |
Flash Point: | 110.4 °C |
Solubility: | insoluble in water |
Appearance: | very slightly yellow adhering powder |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-37/39-36 |
PSA: | 67.94000 |
LogP: | 1.52160 |
Conditions | Yield |
---|---|
With sodium at 70℃; for 24h; Heating; | 99% |
With potassium tert-butylate at 20℃; for 1h; | 93% |
With potassium tert-butylate at 20℃; for 1h; | 93% |
Conditions | Yield |
---|---|
In methanol for 1h; Concentration; Reflux; | 95.36% |
In methanol; dimethyl sulfoxide at 20℃; Rate constant; formation of Meisenheimer complex; | |
In methanol for 6h; Heating; |
Conditions | Yield |
---|---|
Stage #1: methanol With N-benzyl-trimethylammonium hydroxide for 0.166667h; Neat (no solvent); Stage #2: 2-iodo-5-nitropyridine at 20℃; for 0.0833333h; Neat (no solvent); | 95% |
methanol
2-chloro-5-nitropyridine
sodium methylate
2-methoxy-5-nitropyridine
Conditions | Yield |
---|---|
Reflux; | 92.1% |
2-methoxypyridine N-oxide hydrochloride
A
2-methoxy-5-nitropyridine
B
2-methoxy-4-nitropyridine N-oxide
C
2-methoxy-5-nitropyridine N-oxide
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid In sulfuric acid at 90 - 100℃; for 3h; | A 20% B 62% C 11% |
2-methoxy-pyridine-5-boronic acid
2-methoxy-5-nitropyridine
Conditions | Yield |
---|---|
With N–nitrosuccinimide; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate In acetonitrile at 20℃; for 19h; Inert atmosphere; Irradiation; | 35% |
2-methoxypyridine N-oxide
A
2-methoxy-5-nitropyridine
B
2-methoxy-4-nitropyridine
C
2-methoxy-4-nitropyridine N-oxide
D
2-methoxy-5-nitropyridine N-oxide
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 75℃; for 1.5h; | A n/a B n/a C 30% D 2.9 g |
With sulfuric acid; nitric acid at 75℃; for 1.5h; Title compound not separated from byproducts; | A n/a B n/a C 6.4 g D 2.9 g |
With sulfuric acid; nitric acid at 75℃; for 1.5h; | A n/a B n/a C 6.4 g D 2.9 g |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 70℃; Rate constant; other concentration of H2SO4; | |
With sulfuric acid; nitric acid |
Conditions | Yield |
---|---|
With methanol; water; sodium sulfite |
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The 2-Methoxy-5-nitropyridine is also its IUPAC name of this chemical. With cas registry number of 5446-92-4, this chemical belongs to a kind of classes in blocks; Pyridines; Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines derivates; Boronic Acid; C6; Heterocyclic Building Blocks. Its EINECS registry number is 226-661-7 with appearance of very slightly yellow adhering powder.
Physical properties about this chemical are: (1)ACD/LogP: 1.33; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.33; (4)ACD/LogD (pH 7.4): 1.33; (5)ACD/BCF (pH 5.5): 6.02; (6)ACD/BCF (pH 7.4): 6.02; (7)ACD/KOC (pH 5.5): 125.85; (8)ACD/KOC (pH 7.4): 125.85; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.546; (13)Molar Refractivity: 37.56 cm3; (14)Molar Volume: 118.5 cm3; (15)Surface Tension: 49 dyne/cm; (16)Density: 1.3 g/cm3; (17)Flash Point: 110.4 °C; (18)Enthalpy of Vaporization: 47.65 kJ/mol; (19)Boiling Point: 258.9 °C at 760 mmHg; (20)Vapour Pressure: 0.0216 mmHg at 25°C.
Preparation of 2-Methoxy-5-nitropyridine: this chemical can be made by reaction of 2-chloro-5-nitro-pyridine with methanol using reagent NaH, solvent tetrahydrofuran under Ambient temperature. The reaction time is 1 hour with 82% yield.
Uses of 2-Methoxy-5-nitropyridine: it can be used to prepare 6-methoxy-pyridin-3-ylamine using reagents iron-powder, acetic acid, and aqueous methanol.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. Wear suitable protective clothing, gloves and eye/face protection during using it. 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)Canonical SMILES: COC1=NC=C(C=C1)[N+](=O)[O-];
(2)InChI: InChI=1S/C6H6N2O3/c1-11-6-3-2-5(4-7-6)8(9)10/h2-4H,1H3;
(3)InChIKey: WUPLOZFIOAEYMG-UHFFFAOYSA-N