| Identification | More | [Name]
4-Iodopyridine | [CAS]
15854-87-2 | [Synonyms]
4-IODOPYRIDINE
BUTTPARK 96\50-18
p-iodopyridine
SPECS AC-907/25004389
TIMTEC-BB SBB009104
4-Iodopyride
4-Iodopyridine 96%
4-lodopyridine
4-Iodopyridine, GC 96% | [EINECS(EC#)]
640-182-4 | [Molecular Formula]
C5H4IN | [MDL Number]
MFCD02093937 | [Molecular Weight]
205 | [MOL File]
15854-87-2.mol |
| Chemical Properties | Back Directory | [Appearance]
White to off-white crystals,turns brown on storage | [Melting point ]
94-99 °C | [Boiling point ]
212~215℃ | [density ]
1.081g/cm3 | [refractive index ]
1.5290 | [storage temp. ]
Freezer | [solubility ]
soluble in Methanol | [form ]
Crystals or Powder | [pka]
pK1:4.02(＋1) (20°C) | [color ]
Pale brown to dark green-brown | [Sensitive ]
Light Sensitive | [BRN ]
1594 | [InChI]
InChI=1S/C5H4IN/c6-5-1-3-7-4-2-5/h1-4H | [InChIKey]
RTLUPHDWSUGAOS-UHFFFAOYSA-N | [SMILES]
C1=NC=CC(I)=C1 | [CAS DataBase Reference]
15854-87-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [Hazard Note ]
Irritant/Light Sensitive | [HS Code ]
29333990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white crystals,turns brown on storage | [Uses]
4-Iodopyridine is used as a reagent in the synthesis of indazolylamides as glucocorticoid receptor agonists. | [Synthesis]
GENERAL METHODS: [Li(TMP)Zn(tBu)2] 1 was prepared according to literature methods in a 0.4 mmol scale solution of THF. Pyridine (0.032 mL, 0.4 mmol) was added to this solution at 0°C and the resulting light orange colored reaction mixture was allowed to stir for 2 h at room temperature. Subsequently, the reaction was quenched with I2 (508 mg, dissolved in 1 mL THF) and stirring was continued for 1 hour. A 10% Na2S2O3 solution was added until the color of the reaction mixture faded, and then the product was extracted with DCM (3 x 1 mL). The organic extracts were combined, dried with MgSO4 and concentrated under reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography using EtOAc:heptane (20:80→30:70) as eluent to afford 4-iodopyridine (compound 5a) as an off-white solid (42 mg, 50% yield).1H NMR (400 MHz, CDCl3) δ ppm 7.59-7.86 (m, 2H), 8.07-8.44 (m 2H). | [References]
[1] Tetrahedron Letters, 2011, vol. 52, # 36, p. 4590 - 4594
[2] Journal of Organic Chemistry, 1984, vol. 49, # 20, p. 3857 - 3859 |
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