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2-Methoxy-5-nitropyridine

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Name

2-Methoxy-5-nitropyridine

EINECS 226-661-7
CAS No. 5446-92-4 Density 1.3 g/cm3
PSA 67.94000 LogP 1.52160
Solubility insoluble in water Melting Point 104-108 °C(lit.)
Formula C6H6N2O3 Boiling Point 258.9 °C at 760 mmHg
Molecular Weight 154.125 Flash Point 110.4 °C
Transport Information N/A Appearance very slightly yellow adhering powder
Safety 26-37/39-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 5446-92-4 (2-Methoxy-5-nitropyridine) Hazard Symbols IrritantXi
Synonyms

Pyridine, 2-methoxy-5-nitro-;

Article Data 31

2-Methoxy-5-nitropyridine Synthetic route

67-56-1

methanol

4548-45-2

2-chloro-5-nitropyridine

5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
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%
4548-45-2

2-chloro-5-nitropyridine

124-41-4

sodium methylate

5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
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;
67-56-1

methanol

28080-54-8

2-iodo-5-nitropyridine

5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
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%
67-56-1

methanol

4548-45-2

2-chloro-5-nitropyridine

124-41-4

sodium methylate

5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
Reflux;92.1%
96530-76-6

2-methoxypyridine N-oxide hydrochloride

A

5446-92-4

2-methoxy-5-nitropyridine

B

14395-39-2

2-methoxy-4-nitropyridine N-oxide

C

96530-77-7

2-methoxy-5-nitropyridine N-oxide

Conditions
ConditionsYield
With sulfuric acid; nitric acid In sulfuric acid at 90 - 100℃; for 3h;A 20%
B 62%
C 11%
163105-89-3

2-methoxy-pyridine-5-boronic acid

5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
With N–nitrosuccinimide; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate In acetonitrile at 20℃; for 19h; Inert atmosphere; Irradiation;35%
20773-98-2

2-methoxypyridine N-oxide

A

5446-92-4

2-methoxy-5-nitropyridine

B

18614-54-5

2-methoxy-4-nitropyridine

C

14395-39-2

2-methoxy-4-nitropyridine N-oxide

D

96530-77-7

2-methoxy-5-nitropyridine N-oxide

Conditions
ConditionsYield
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
1628-89-3

2-methoxypyridine

5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 70℃; Rate constant; other concentration of H2SO4;
With sulfuric acid; nitric acid
456-24-6

2-Fluoro-5-nitropyridine

5446-92-4

2-methoxy-5-nitropyridine

4548-45-2

2-chloro-5-nitropyridine

5446-92-4

2-methoxy-5-nitropyridine

Conditions
ConditionsYield
With methanol; water; sodium sulfite

2-Methoxy-5-nitropyridine Specification

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

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