Isopropyl iodide
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Names | |
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Preferred IUPAC name 2-Iodopropane[1] | |
Identifiers | |
3D model (JSmol) | |
1098244 | |
ChemSpider | |
ECHA InfoCard | 100.000.782 |
EC Number |
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MeSH | isopropyl+iodide |
PubChem CID | |
RTECS number |
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UNII | |
UN number | 2392 |
CompTox Dashboard (EPA) | |
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Properties | |
C3H7I | |
Molar mass | 169.993 g·mol−1 |
Appearance | Colourless liquid |
Density | 1.703 g mL−1 |
Melting point | −90.00 °C; −130.00 °F; 183.15 K |
Boiling point | 88.8 to 89.8 °C; 191.7 to 193.5 °F; 361.9 to 362.9 K |
1.4 g L−1 (at 12.5 °C) | |
Solubility in chloroform | Miscible |
Solubility in ethanol | Miscible |
Solubility in diethyl ether | Miscible |
Solubility in benzene | Miscible |
Henry's law constant (kH) | 890 nmol Pa−1 kg−1 |
Refractive index (nD) | 1.4997 |
Viscosity | 6.971 mPa (at 20 °C) |
Thermochemistry | |
Heat capacity (C) | 137.3 J K−1 mol−1 |
Std enthalpy of formation (ΔfH⦵298) | −77.2–−72.6 kJ mol−1 |
Hazards | |
GHS labelling: | |
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Warning | |
H226, H302 | |
Flash point | 42 °C (108 °F; 315 K) |
Related compounds | |
Related alkanes | |
Related compounds | Diiodohydroxypropane |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Isopropyl iodide is the organoiodine compound with the formula (CH3)2CHI. It is colorless, flammable, and volatile. Organic iodides are light-sensitive and take on a yellow colour upon storage, owing to the formation of iodine.
Preparation
[edit]Isopropyl iodide is prepared by iodination of isopropyl alcohol using hydrogen iodide or, equivalently, with a mixture of glycerol, iodine, and phosphorus.[2] An alternative preparation involves the reaction of 2-propyl bromide with an acetone solution of sodium iodide (Finkelstein reaction):[3]
- (CH3)2CHBr + NaI → (CH3)2CHI + NaBr
References
[edit]- ^ "isopropyl iodide - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification and Related Records. Retrieved 3 March 2012.
- ^ Merck Index of Chemicals and Drugs, 9th ed., monograph 5074
- ^ Textbook of Practical Organic Chemistry, 5th Edition, Prentice Hall, 1989