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2-Chloro-3-iodopyridine

2-Chloro-3-iodopyridine structure

CAS No:
78607-36-0
Formula:
C5H3ClIN
Chemical Name:
2-Chloro-3-iodopyridine
Synonyms:
BUTTPARK 34\07-77;2-CHLORO-3-IODOPYRIDINE;3-iodo-2-chloropyridine;2-CHORO-3-IODOPYRIDINE;2-chloro-3-indopyridine;2-Chloro-3-iodopyridine, 98+%;2-Chloro-3-iodopyrid;2-Chloro-3-iodopyridine,97%
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Off-white Cryst

2-Chloro-3-iodopyridine Basic Attributes

Molecular Weight：

239.44

Exact Mass：

238.899857

BRN：

4243304

EC Number：

-0

DSSTox ID：

DTXSID40370916

HScode：

2933399090

Characteristics

PSA：

12.9

XLogP3：

2.5

Appearance：

Cream yellow to salmon Crystalline Powder

Density：

2.1±0.1 g/cm3

Melting Point：

93-96 °C

Boiling Point：

261.2ºC at 760 mmHg

Flash Point：

111.8±21.8 °C

Refractive Index：

1.642

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38-20/22-41-22

safety instructions：

36/37/39-26-22-36-39-37

Marks：

Xn,Xi

Hazard note：

Irritant/Light Sensitive

Precautionary statement(s)：

P280-P305 + P351 + P338

Hazard Statements：

H302-H318

GHS Classification：

|Danger|H302 (93.75%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, 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 48 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Chloro-3-iodopyridine Use and Manufacturing

Methods of Manufacturing

2, 2, 6, 6-tetramethylpiperidine (17 ML, 14 g, 0.1 mol) and 2-chloropyridine (9.5 mL, 11.5 g, 0.1 mol) were consecutively added at-78°C to n-butyllithium 1.6 M in hexanes (62.5 mL, 0.1 mol) in 150 mL of tetrahydrofuran. After 2h AT-78°C, the mixture was treated with a solution of iodine (25.5 g, 0.1 mol) in THF (50 ML) and stirred for 30 min before being partitioned between water (100 mL) and diethyl ether (3 x 50 mL). The combined organic layers were washed with a saturated aqueous solution of sodium thiosulfate (2 x 50 mL), dried over magnesium sulfate, filtered and concentrated under vacuum to afford a crude solid which was purified by flash chromatography (heptane/ethyl acetate 90/10). Yield: 72percent (17.3 g), yellow SOLID. IH NMR (CDC13) : 8 8.38 (dd, J = 4.6/1. 7 Hz, 1H), 8.16 (dd, J = 8. 0/1. 6 Hz, 1H), 6.96 (dd, J = 8.0/4. 6 Hz, 1H). 13C NMR (CDC13) : 8 154.5, 148.9, 148 : 8, 123.2, 94.9. MS (EI) M/Z 240 (M+1).

Uses

Used as pharmaceutical intermediate

Computed Properties

Molecular Weight:239.44
XLogP3:2.5
Hydrogen Bond Acceptor Count:1
Exact Mass:238.89987
Monoisotopic Mass:238.89987
Topological Polar Surface Area:12.9
Heavy Atom Count:8
Complexity:78.8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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