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2,6-Dichloro-4-picoline

2,6-Dichloro-4-picoline structure

CAS No:
39621-00-6
Formula:
C6H5Cl2N
Chemical Name:
2,6-Dichloro-4-picoline
Synonyms:
2,6-Dichloro-4-picoline;2,6-Dichloro-4-methylpyri...;Pyridine,2,6-dichloro-4-Methyl-
Categories:
Organic Chemistry > Organic Fluorine Compound

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Description

off-white solid

2,6-Dichloro-4-picoline Basic Attributes

Molecular Weight：

162.0166

Exact Mass：

160.979904

EC Number：

1312995-182-4

DSSTox ID：

DTXSID40447576

HScode：

2933399090

Characteristics

PSA：

12.9

XLogP3：

3.1

Appearance：

White Solid

Density：

1.3±0.1 g/cm3

Melting Point：

65.0-66.0 °C(Solv: ligroine (8032-32-4))

Boiling Point：

241.3°C at 760 mmHg

Flash Point：

123.0±11.5 °C

Refractive Index：

1.547

Safety Information

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2,6-Dichloro-4-picoline Use and Manufacturing

A 50 mL round bottom flask was charged with 2-chloro-4-methylpyridine-N-oxide, and 20 mL of POCl3 was slowly added. (WARNING.) A sudden exotherm occurred (the N-oxide should be added slowly to the POCl3). An additional 10 mL of POCl3 was added to the brown reaction mixture, and the solution was heated to 95° C. for 5 h. The reaction mixture was cooled to RT, and the volatile materials were evaporated. The remaining mixture was slowly added to a saturated aqueous solution of NaHCO3 (150 mL), and extracted with EtOAc (3.x.50 mL). The combined organic fractions were washed with brine (50 mL) and dried over MgSO4. The solvent was evaporated, and the remaining brown solid was purified by flash chromatography on silica gel (0percent to 7percent EtOAc/hexanes) to provide 1.56 g (43percent) of 103.Reference Example 52; 2, 6-dichloro-4-methyl-pyridine; A mixture of 2-chloro-4-methyl-pyridine 1-oxide (1.0 g, 7.0 mmol) and phosphorus oxychloride (10 mL) was heated at reflux for 4 h. The volatiles were evaporated and the residue dissolved in ethyl acetate. The solution was washed with ice-water followed by sodium bicarbonate solution. The organic phase was again washed with water, brine solution, dried over anhydrous sodium sulfate and concentrated to obtain a residue which was purified by column chromatography over silica gel (60-120 mesh) using petroleum ether as eluent to afford 2, 6-dichloro-4-methyl-pyridine (491 mg, 43percent) as a white solid.[1056] POCI

Computed Properties

Molecular Weight:162.01
XLogP3:3.1
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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