Isopropyl Iodide

Isopropyl iodide
Names
	Preferred IUPAC name 2-Iodopropane
Identifiers
CAS Number	75-30-9 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1098244
ChemSpider	6122 ;
EC Number	200-859-3;
MeSH	isopropyl+iodide
PubChem CID	6362;
RTECS number	TZ4200000;
UNII	67K05OPZ0E ;
UN number	2392
	InChI InChI=1S/C3H7I/c1-3(2)4/h3H,1-2H3 Key: FMKOJHQHASLBPH-UHFFFAOYSA-N ;
	SMILES CC(C)I;
Properties
Chemical formula	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
Solubility in water	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 pictograms
GHS Signal word	WARNING
GHS hazard statements	H226, H302
Flash point	42 °C (108 °F; 315 K)
Related compounds
Related alkanes	Ethane; Ethyl iodide; Propane; n-Propyl iodide; Butane; Butyl iodide;
Related compounds	Diiodohydroxypropane
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	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

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

↑ "isopropyl iodide - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification and Related Records. https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6362&loc=ec_rcs.
↑ Merck Index of Chemicals and Drugs, 9th ed., monograph 5074
↑ Textbook of Practical Organic Chemistry, 5th Edition, Prentice Hall, 1989

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[1] "isopropyl iodide - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 27 March 2005. Identification and Related Records. https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6362&loc=ec_rcs.

[merck-2] Merck Index of Chemicals and Drugs, 9th ed., monograph 5074

[3] Textbook of Practical Organic Chemistry, 5th Edition, Prentice Hall, 1989

Names


Preferred IUPAC name 2-Iodopropane^[1]
Identifiers
CAS Number	75-30-9^Y
3D model (JSmol)	Interactive image
Beilstein Reference	1098244
ChemSpider	6122^N
EC Number	200-859-3
MeSH	isopropyl+iodide
PubChem CID	6362
RTECS number	TZ4200000
UNII	67K05OPZ0E^Y
UN number	2392
InChI InChI=1S/C3H7I/c1-3(2)4/h3H,1-2H3^N Key: FMKOJHQHASLBPH-UHFFFAOYSA-N^Y
SMILES CC(C)I
Properties
Chemical formula	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
Solubility in water	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 (k_H)	890 nmol Pa⁻¹ kg⁻¹
Refractive index (n_D)	1.4997
Viscosity	6.971 mPa (at 20 °C)
Thermochemistry
Heat capacity (C)	137.3 J K⁻¹ mol⁻¹
Std enthalpy of formation (Δ_fH^⦵₂₉₈)	−77.2–−72.6 kJ mol⁻¹
Hazards
GHS pictograms
GHS Signal word	WARNING
GHS hazard statements	H226, H302
Flash point	42 °C (108 °F; 315 K)
Related compounds
Related alkanes	Ethane Ethyl iodide Propane n-Propyl iodide Butane Butyl iodide
Related compounds	Diiodohydroxypropane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references