3,5-Dichloro-4-methylpyridine
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3,5-Dichloro-4-methylpyridine
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CAS No:
100868-46-0
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Formula:
C6H5Cl2N
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Chemical Name:
3,5-Dichloro-4-methylpyridine
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Synonyms:
Pyridine,3,5-dichloro-4-methyl-;4-Picoline,3,5-dichloro-;3,5-Dichloro-4-methylpyridine;3,5-Dichloro-4-picoline
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CAS No:
Characteristics
12.9
2.5
1.319±0.06 g/cm3(Predicted)
49 °C
125-127 °C @ Press: 74 Torr
95.8±11.5 °C
1.547
Safety Information
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 157 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
3,5-Dichloro-4-methylpyridine Use and Manufacturing
Preparation of 3, 5-dichloro-4-methylpyridine (4); Diisopropylamine (70 mL, 500 mmol) is dissolved in dry tetrahydrofuran (500 mL), the solution is cooled to -10°C and butyl lithium (2.5 N in hexane, 210 mL, 525 mmol) is added dropwise under stirring. After 30 minutes the solution is cooled to -20°C and 3, 5-dichloropyridine (66.6 g, 450 mmol) in tetrahydrofuran (200 mL) is added dropwise. The solution is stirred at -10°C for 30 minutes, then cooled to -70°C and iodomethane (50 mL, 1.6 mol) in tetrahydrofuran (100 mL) is added dropwise. The reaction mixture is allowed to warm to room temperature, quenched with water (100 mL) and extracted with diethyl ether (3 x 100 mL); the combined organic layers are dried over sodium sulphate (5 g) and evaporated to dryness. The crude product is crystallized twice from aqueous ethanol, then from hexane to afford 3, 5-dichloro-4-methylpyridine (49.9 g, 306 mmol, 68percent yield) as a white solid.Diisopropylamine (70 mL, 500 mmol) was dissolved in dry tetrahydrofuran (THF) (500 mL), the solution was cooled to -10°C and buthyl lithium (2.5 N in hexane, 210 mL, 525 mmol) was added dropwise under stirring. Diisopropylamine (70 ml, 500 mmol) was dissolved in dry tetrahydrofuran (500 ml), the solution was cooled to -10° C. and butyl lithium (2.5 N in hexane, 210 ml, 525 mmol) was added dropwise under stirring.
Computed Properties
Molecular Weight:162.01
XLogP3:2.5
Hydrogen Bond Acceptor Count:1
Exact Mass:160.9799046
Monoisotopic Mass:160.9799046
Topological Polar Surface Area:12.9
Heavy Atom Count:9
Complexity:87.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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InquiryCAS No.: 100868-46-0Grade: Pharmaceutical GradeContent: 99%
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