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Cas Database |
| Name |
2-Iodothiophene |
EINECS | 222-342-1 |
| CAS No. | 3437-95-4 | Density | 2.079 g/cm3 |
| PSA | 28.24000 | LogP | 2.35270 |
| Solubility | very soluble in ethanol, ether | Melting Point |
-40 °C(lit.) |
| Formula | C4H3IS | Boiling Point | 181.8 °C at 760 mmHg |
| Molecular Weight | 210.038 | Flash Point | 71.1 °C |
| Transport Information | N/A | Appearance | colorless to light yellow liquid |
| Safety | 26-36/37/39-36/37-27 | Risk Codes | 22-37/38-41-43-20/21/22-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn,  Xi
|
| Synonyms |
Thiophene, 2-iodo-;.alpha.-Iodothiophene;2-Thienyl iodide;2-Iodothyophene; |
Article Data | 62 |
2-Iodothiophene Synthetic route
| Conditions | Yield |
|---|---|
| With potassium fluoride; iodine In 1,4-dioxane at 80℃; for 1h; | 93% |
| With N-iodo-succinimide In acetonitrile at 25℃; for 14h; | 72% |
- 188290-36-0
thiophene
- 3437-95-4
2-Iodothiophene
| Conditions | Yield |
|---|---|
| With N-iodosaccharine at 20℃; Ionic liquid; Darkness; | 92% |
| Stage #1: thiophene With n-butyllithium; magnesium bromide In tetrahydrofuran at 20℃; for 2h; Stage #2: With iodine In tetrahydrofuran at 20℃; for 18h; | 90% |
| With iodine; bis-[(trifluoroacetoxy)iodo]benzene In tetrachloromethane for 2h; | 83% |
- 3437-95-4
2-Iodothiophene
| Conditions | Yield |
|---|---|
| With iodine In tetrahydrofuran; hexane at 20℃; for 18h; Inert atmosphere; | 86% |
| Conditions | Yield |
|---|---|
| With iodine; potassium iodide at 80℃; for 0.5h; | 65% |
| Conditions | Yield |
|---|---|
| With potassium iodate; sulfuric acid; iodine In tetrachloromethane; water at 66℃; for 3h; | A 59.6% B 4.3% |
| Stage #1: thiophene With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; dichloro(N,N,N’,N‘-tetramethylethylenediamine)zinc In tetrahydrofuran; hexane at 0 - 20℃; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran; hexane Inert atmosphere; | A 54% B 32% |
| With potassium dichloroiodate monohydrate In dichloromethane at 25℃; for 6h; | A 20 %Chromat. B 30% |
| Conditions | Yield |
|---|---|
| With N-iodo-succinimide; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; iodine; caesium carbonate In acetonitrile at 50℃; for 24h; Inert atmosphere; Irradiation; Sealed tube; | 57% |
| Conditions | Yield |
|---|---|
| at 100℃; | |
| at 100℃; |
| Conditions | Yield |
|---|---|
| Erhitzen bis auf 160grad; |
- 29393-21-3
di-2-thienyliodonium iodide
- 3437-95-4
2-Iodothiophene
| Conditions | Yield |
|---|---|
| Erhitzen auf 120grad; |
2-Iodothiophene Specification
The 2-Iodothiophene is an organic compound with the formula C4H3IS. The IUPAC name of this chemical is 2-iodothiophene. With the CAS registry number 3437-95-4, it is also named as 2-Thienyl iodide. The product's categories are Thiophenes; Sulphur Derivatives; Halides; Thiophenes & Benzothiophenes; Thiophene & Benzothiophene; Thiophenes & Benzothiophenes; Halogenated Heterocycles; Heterocyclic Building Blocks; Thiophenes Building Blocks. Besides, it is a colorless to light yellow liquid, which should be stored in a dark ventilated and dry place at temperature of -20 °C. It is used for organic synthesis.
Physical properties about 2-Iodothiophene are: (1)ACD/LogP: 2.93; (2)ACD/LogD (pH 5.5): 2.93; (3)ACD/LogD (pH 7.4): 2.93; (4)ACD/BCF (pH 5.5): 98.92; (5)ACD/BCF (pH 7.4): 98.92; (6)ACD/KOC (pH 5.5): 932.91; (7)ACD/KOC (pH 7.4): 932.91; (8)Polar Surface Area: 28.24 Å2; (9)Index of Refraction: 1.665; (10)Molar Refractivity: 37.54 cm3; (11)Molar Volume: 100.9 cm3; (12)Polarizability: 14.88×10-24cm3; (13)Surface Tension: 48.1 dyne/cm; (14)Density: 2.079 g/cm3; (15)Flash Point: 71.1 °C; (16)Enthalpy of Vaporization: 40.09 kJ/mol; (17)Boiling Point: 181.8 °C at 760 mmHg; (18)Vapour Pressure: 1.14 mmHg at 25°C.
Preparation: this chemical can be prepared by thiophene. This reaction will need reagent I2, Pb3O4, AcOH, Ac2O. The reaction temperature is 45 °C. The yield is about 42%.
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Uses of 2-Iodothiophene: it can be used to produce [2,2']bithiophenyl at temperature of 190 - 210 °C. It will need reagent silver powder.
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When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed and risk of serious damage to eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin and may cause sensitisation by skin contact. When you are using it, wear suitable gloves and eye/face protection and Take off immediately all contaminated clothing.
You can still convert the following datas into molecular structure:
(1)SMILES: Ic1sccc1
(2)InChI: InChI=1/C4H3IS/c5-4-2-1-3-6-4/h1-3H
(3)InChIKey: ROIMNSWDOJCBFR-UHFFFAOYAU
(4)Std. InChI: InChI=1S/C4H3IS/c5-4-2-1-3-6-4/h1-3H
(5)Std. InChIKey: ROIMNSWDOJCBFR-UHFFFAOYSA-N
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