Isopropyl iodide

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Isopropyl iodide
Skeletal formula of isopropyl iodide
Spacefill model of isopropyl iodide
Names
IUPAC name
2-Iodopropane[1]
Identifiers
1098244
75-30-9 YesY
ChemSpider 6122 N
EC number 200-859-3
Jmol-3D images Image
MeSH isopropyl+iodide
PubChem 6362
RTECS number TZ4200000
UN number 2392
Properties
C3H7I
Molar mass 169.99 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 °C; 191.7 °F; 361.9 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
890 nmol Pa−1 kg−1
1.4997
Viscosity 6.971 mPa (at 20 °C)
Thermochemistry
137.3 J K−1 mol−1
−77.2–−72.6 kJ mol−1
Hazards
GHS pictograms The flame pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word WARNING
H226, H302
EU classification Harmful Xn
R-phrases R10, R22
S-phrases S36/37
Flash point 42 °C (108 °F; 315 K)
Related compounds
Related alkanes
Related compounds
Diiodohydroxypropane
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N verify (what isYesY/N?)
Infobox references

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 potassium iodide (KI):[3]

(CH3)2CHBr + KI → (CH3)2CHI + KBr

References[edit]

  1. ^ "isopropyl iodide - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification and Related Records. Retrieved 3 March 2012. 
  2. ^ Merck Index of Chemicals and Drugs, 9th ed., monograph 5074
  3. ^ Textbook of Practical Organic Chemistry, 5th Edition, Prentice Hall, 1989