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CAS No.: | 15854-87-2 |
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Name: | 4-Iodopyridine |
Article Data: | 18 |
Molecular Structure: | |
Formula: | C5H4IN |
Molecular Weight: | 204.998 |
Synonyms: | 4-Iodo Pyridine;4-Lodopyridine; |
EINECS: | -0 |
Density: | 1.957 g/cm3 |
Melting Point: | 80 °C |
Boiling Point: | 215.4 °C at 760 mmHg |
Flash Point: | 84.1 °C |
Appearance: | White to off-white crystals |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-36 |
PSA: | 12.89000 |
LogP: | 1.68620 |
4-Chloropyridine
4-iodopyridine
Conditions | Yield |
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With acetyl chloride; sodium iodide In acetonitrile at 18 - 80℃; Microwave irradiation; | 91% |
With hydrogen iodide at 145℃; im Rohr; | |
With trimethylstannylsodium; iodine 1.) DME, 3 h, cooling 2.) CHCl3, 15 min, room temp.; Yield given. Multistep reaction; |
4-aminopyridine
4-iodopyridine
Conditions | Yield |
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Stage #1: 4-aminopyridine With tetrafluoroboric acid; sodium nitrite at -10℃; for 0.5h; Stage #2: With potassium iodide In acetone | 70% |
With N-iodo-succinimide; sodium nitrite In N,N-dimethyl-formamide at 20℃; for 4h; | 70% |
Stage #1: 4-aminopyridine With sodium nitrate; tetrafluoroboric acid In water at -10℃; for 0.5h; Stage #2: With potassium iodide In water; acetone | 70% |
4-bromopyridin
4-iodopyridine
Conditions | Yield |
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Stage #1: 4-bromopyridin With isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 1.5h; Substitution; Stage #2: With iodine In tetrahydrofuran at 20℃; for 18h; Substitution; | 51% |
pyridine
4-iodopyridine
Conditions | Yield |
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Stage #1: pyridine With (THF)Li(TMP)Zn(tBu)2 In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran at 0℃; for 1h; Inert atmosphere; regioselective reaction; | 50% |
With n-butyllithium; potassium tert-butylate; iodine; lithium bromide THF / HMPT / hexane 1) -100 deg C; Yield given. Multistep reaction; |
Conditions | Yield |
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at 145℃; im Rohr; |
4-chlorpyridine hydrochloride
4-iodopyridine
Conditions | Yield |
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With sodium iodide In acetonitrile at 80℃; for 24h; | 1.5 g |
With sodium iodide In acetonitrile at 80℃; for 24h; |
Conditions | Yield |
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Stage #1: pyridine With Na4(TMP)4Zn4(tBu)4{(C5H3)2Fe} In chloroform-d1 Stage #2: With iodine In chloroform-d1 |
N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-prop-2-ynylcarboxamide
4-iodopyridine
N-[(tert-butoxy)carbonylamino][7-chloro-4-oxo-2-(pyrrolidinylcarbonyl)(3-hydroxyquinolyl)]-N-(3-(4-pyridyl)prop-2-ynyl)carboxamide
Conditions | Yield |
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With 2,6-di-tert-butyl-4-methyl-phenol; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide In dichloromethane at 20℃; Sonogashira reaction; | 100% |
Conditions | Yield |
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In dichloromethane-d2 | 100% |
In dichloromethane-d2 | 100% |
In dichloromethane-d2 | 100 %Spectr. |
The IUPAC name of this chemical is 4-iodopyridine. With the CAS registry number 15854-87-2, it is also named as Pyridine, 4-iodo-. The product's categories are blocks; iodides; pyridines; pyridines, pyrimidines, purines and pteredines; pharmacetical; halides; pyridines derivates; halogenated; organohalides; halopyridines; iodopyridines. It is white to off-white crystals which turns brown on storage. In addition, this chemical is sensitive to light and it should be stored in the freezer.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.75; (4)ACD/LogD (pH 7.4): 1.76; (5)ACD/BCF (pH 5.5): 12.45; (6)ACD/BCF (pH 7.4): 12.76; (7)ACD/KOC (pH 5.5): 210.15; (8)ACD/KOC (pH 7.4): 215.33; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.629; (13)Molar Refractivity: 37.25 cm3; (14)Molar Volume: 104.7 cm3; (15)Polarizability: 14.76×10-24 cm3; (16)Surface Tension: 48.9 dyne/cm; (17)Enthalpy of Vaporization: 43.33 kJ/mol; (18)Vapour Pressure: 0.217 mmHg at 25°C; (19)Exact Mass: 204.938842; (20)MonoIsotopic Mass: 204.938842; (21)Topological Polar Surface Area: 12.9; (22)Heavy Atom Count: 7; (23)Complexity: 50.
Uses of p-Iodopyridine: It can be used as pharmaceutical intermediate. And it is also used in organic synthesis. For example: It reacts with 1-methyl-pyrrole to get 4-(1-methyl-2-pyrrolyl)pyridine. This reaction needs solvent CH2Cl2 at ambient temperature and irradiation. The reaction time is 5 hours. The yield is 69%.
When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.
People can use the following data to convert to the molecule structure.
1. SMILES: Ic1ccncc1;
2. InChI: InChI=1/C5H4IN/c6-5-1-3-7-4-2-5/h1-4H.