2-Chloro-5-methyl-3-nitropyridine
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2-Chloro-5-methyl-3-nitropyridine
structure -
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CAS No:
23056-40-8
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Formula:
C6H5ClN2O2
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Chemical Name:
2-Chloro-5-methyl-3-nitropyridine
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Synonyms:
Pyridine,2-chloro-5-methyl-3-nitro-;3-Picoline,6-chloro-5-nitro-;2-Chloro-5-methyl-3-nitropyridine;5-Methyl-2-chloro-3-nitropyridine;5-Methyl-3-nitro-2-chloropyridine;2-Chloro-3-nitro-5-methylpyridine
- Categories:
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CAS No:
2-Chloro-5-methyl-3-nitropyridine Basic Attributes
172.57
172.57
138198
-0
DTXSID20355943
2933399090
Characteristics
58.7
2
Beige powder
1.4±0.1 g/cm3
50-51 °C
290.8°C at 760 mmHg
129.7±25.9 °C
1.576
0.00353mmHg at 25°C
Safety Information
Ⅲ
6.1
2811
3
36/37/38-21/22-41-37/38-22
36/37/39-26-36-39
Xn,Xi
Harmful
P261-P280-P301 + P310-P305 + P351 + P338
H301-H315-H318-H335
|Danger|H301 (86.96%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P310, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Chloro-5-methyl-3-nitropyridine Use and Manufacturing
a) Compound 3 (1.7 g, 11 mmol) and phosphorus oxychloride (20 mL) were refluxed for 8 h. Synthesis of the compound 15 The compound 14 (10 g, 0.065 mol) was added into 100 mL of phosphorus oxychloride, heated under reflux for 5 h, distilled to remove excessive phosphorus oxychloride, and poured into ice. A large amount of grey solid was precipitated and filtered to obtain 8.6 g of deep grey product with a yield of 76.8percent. The melting point is 49-51 °C(water) (M. P. 46-50 °C was reported in the reference) [J.O.C. , 1955, 20, 1729-1731].Synthesis of 2-Chloro-5-methyl-3-nitro-pyridine (XXVIII): To a cold (0 °C) solution of commercially available 2-hydroxy -5-methyl-3-nitro pyridine (5.00 g, 0.032 mol) in N, N- dimethylformamide (30 mL) was added phosphoryl chloride (7.4 g, 0.049 mol). The reaction mixture was allowed to slowly warm to room temperature and was then heated at 80 °C for 4 h. After cooling to room temperature, the reaction was quenched with ice water and then 10 extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were washed with water and brine solution. The organic layer was then dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the crude product mixture. The crude product was purified by column chromatography on silica to afford compound XXVIII (3.30 g, 59percent) as a pale yellow solid.
Computed Properties
Molecular Weight:172.57
XLogP3:2
Hydrogen Bond Acceptor Count:3
Exact Mass:172.0039551
Monoisotopic Mass:172.0039551
Topological Polar Surface Area:58.7
Heavy Atom Count:11
Complexity:159
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-Chloro-5-methyl-3-nitropyridine
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