| Identification | Back Directory | [Name]
3-CHLORO-4-IODOPYRIDINE | [CAS]
77332-79-7 | [Synonyms]
oro-4-iodopyridine
3-CHLORO-4-IODOPYRIDINE
Pyridine, 3-chloro-4-iodo-
3-Chloro-4-iodopyridine 97%
3-chloro -4-pyridine iodide
3-CHLORO-4-IODOPYRIDINE ISO 9001：2015 REACH | [Molecular Formula]
C5H3ClIN | [MDL Number]
MFCD00272199 | [MOL File]
77332-79-7.mol | [Molecular Weight]
239.44 |
| Chemical Properties | Back Directory | [Melting point ]
105-106℃ | [Boiling point ]
245℃ | [density ]
2.052 | [Fp ]
102℃ | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
Solid | [pka]
1.57±0.18(Predicted) | [color ]
White to Light yellow to Light orange | [Sensitive ]
Light Sensitive | [λmax]
272nm(MeOH)(lit.) |
| Hazard Information | Back Directory | [Uses]
3-Chloro-4-iodopyridine, can be used for the preparation of difluoromethylated pyridines. It is also an intermediate for the synthesis of 5-Chloro-4-(trifluoromethyl)-2-pyridinecarboxylic Acid (C421715). | [Synthesis]
General procedure for the synthesis of 3-chloro-4-iodopyridine using 3-chloropyridine as starting material: lithium diisopropylammonium (LDA, 5.9 mL, 8.88 mmol) was slowly added to a cooled tetrahydrofuran (THF, 30.0 mL) solution of 3-chloropyridine (1.0 g, 8.88 mmol) at -75 °C. The reaction mixture was stirred continuously at -75 °C for 4 hours. Subsequently, iodine (2.2 g, 8.88 mmol) was added and stirring was continued at the same temperature for 1 hour. Upon completion of the reaction, the mixture was quenched with ice water at -70 °C, the organic layer was extracted with ethyl acetate, the organic phases were combined and concentrated to give 0.500 g of the target product 3-chloro-4-iodopyridine. The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 8.01 (d, J = 5.1 Hz, 1H), 8.14 (d, J = 4.8 Hz, 1H), 8.63 (s, 1H). | [References]
[1] Angewandte Chemie - International Edition, 2008, vol. 47, # 5, p. 888 - 890
[2] Tetrahedron Letters, 2004, vol. 45, # 42, p. 7873 - 7877
[3] Tetrahedron, 1993, vol. 49, # 1, p. 49 - 64
[4] Patent: US6169086, 2001, A
[5] Patent: WO2008/57209, 2008, A1. Location in patent: Page/Page column 54-55 |
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