Revision as of 00:57, 12 August 2011 editSmokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers74,227 edits trim procedural details (WP:NOTMANUAL)← Previous edit |
Latest revision as of 18:20, 9 September 2022 edit undo88.115.34.218 (talk) →Preparation |
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{{chembox |
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{{Chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 293599230 |
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| Watchedfields = changed |
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| Name = Isopropyl iodide |
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| verifiedrevid = 444362078 |
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| ImageFile1 = isopropyl iodide stick.png |
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| ImageFile = isopropyl iodide stick.png |
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| ImageSize1 = 150px |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageName1 = |
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| ImageSize = 100 |
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| ImageFile = IsopropylIodide.png |
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| ImageName = Skeletal formula of isopropyl iodide |
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| ImageSize =200px |
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| ImageFile1 = IsopropylIodide.png |
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| ImageName = |
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| ImageFile1_Ref = {{chemboximage|correct|??}} |
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| IUPACName = 2-iodopropane |
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| ImageSize1 = 160 |
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| OtherNames = iododimethylmethane, isopropyl iodide, 2-propyliodide, sec-propyl iodide |
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| ImageName1 = Spacefill model of isopropyl iodide |
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| Section1 = {{Chembox Identifiers |
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| PIN = 2-Iodopropane<ref>{{Cite web|title=isopropyl iodide - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6362&loc=ec_rcs|work=PubChem Compound|publisher=National Center for Biotechnology Information|access-date=3 March 2012|location=USA|date=27 March 2005|at=Identification and Related Records}}</ref> |
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| SMILES = CC(I)C |
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|Section1={{Chembox Identifiers |
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| CASNo = 75-30-9 |
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| CASNo = 75-30-9 |
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| CASNo_Ref = {{cascite}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| RTECS = TZ4200000 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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}} |
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| UNII = 67K05OPZ0E |
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| Section2 = {{Chembox Properties |
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| PubChem = 6362 |
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| Formula = C<sub>3</sub>H<sub>7</sub>I |
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| MolarMass = 169.99 |
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| ChemSpiderID = 6122 |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| Appearance = Colourless liquid |
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| Density = 1.703 |
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| EINECS = 200-859-3 |
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| UNNumber = 2392 |
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| Solubility = 0.14 g/100 ml at 12.5 °C |
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| MeSHName = isopropyl+iodide |
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| Solubility1 = fully ] |
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| Solvent1 = ethanol |
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| RTECS = TZ4200000 |
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| Beilstein = 1098244 |
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| Solubility2 = fully ] |
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| SMILES = CC(C)I |
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| Solvent2 = diethyl ether |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| Solubility3 = fully ] |
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| StdInChI = 1S/C3H7I/c1-3(2)4/h3H,1-2H3 |
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| Solvent3 = chloroform |
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| StdInChIKey = FMKOJHQHASLBPH-UHFFFAOYSA-N |
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| Solubility4 = fully ] |
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| StdInChIKey_Ref = {{chemspidercite|correct|chemspider}} |
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| Solvent4 = benzene |
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| RefractIndex = 1.4997 |
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| MeltingPtC = -90.0 |
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| BoilingPtC = 89.5 |
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| pKa = |
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| Viscosity = 8.841 c] at 0 °C<br/>6.971 c] at 20 °C |
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| Dipole = |
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}} |
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| Section7 = {{Chembox Hazards |
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| ExternalMSDS = |
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| FlashPt = 42 °C |
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| MainHazards = Possible carcinogen. Harmful if swallowed, inhaled and in contact with skin. Eye, respiratory and mucous membrane irritant. |
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| NFPA-H = |
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| NFPA-F = |
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| NFPA-R = |
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| NFPA-O = |
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| RPhrases = R20 R21 R22 R36 R37 R38 R40 |
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| SPhrases = S16 S23 S26 S36 |
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}} |
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| Section8 = {{Chembox Related |
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| Function = ]s |
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| OtherFunctn = ]<br>]<br>] }} |
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}} |
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}} |
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|Section2={{Chembox Properties |
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| C=3 | H=7 | I=1 |
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'''Isopropyl iodide''' is the ] with the ] (CH<sub>3</sub>)<sub>2</sub>CHI. It is ], ], and volatile. Organic iodides are light-sensitive and take on a yellow colour upon storage, owing to the formation of ]. |
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| Appearance = Colourless liquid |
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| Density = 1.703 g mL<sup>−1</sup> |
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| BoilingPtK = 361.9 to 362.9 |
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| MeltingPtK = 183.15 |
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| Solubility = 1.4 g L<sup>−1</sup> (at 12.5 °C) |
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| Solvent1 = chloroform |
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| Solubility1 = Miscible |
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| Solvent2 = ethanol |
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| Solubility2 = Miscible |
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| Solvent3 = diethyl ether |
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| Solubility3 = Miscible |
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| Solvent4 = benzene |
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| Solubility4 = Miscible |
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| HenryConstant = 890 nmol Pa<sup>−1</sup> kg<sup>−1</sup> |
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| RefractIndex = 1.4997 |
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| Viscosity = 6.971 mPa (at 20 °C) |
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}} |
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|Section3={{Chembox Thermochemistry |
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| DeltaHf = −77.2–−72.6 kJ mol<sup>−1</sup> |
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| HeatCapacity = 137.3 J K<sup>−1</sup> mol<sup>−1</sup> |
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}} |
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|Section4={{Chembox Hazards |
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| GHSPictograms = {{GHS flame}} {{GHS exclamation mark}} |
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| GHSSignalWord = '''WARNING''' |
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| HPhrases = {{H-phrases|226|302}} |
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| FlashPtC = 42 |
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}} |
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|Section5={{Chembox Related |
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| OtherFunction_label = alkanes |
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| OtherFunction = {{Unbulleted list|]|]|]|]|]|]}} |
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| OtherCompounds = ] |
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}} |
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}} |
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'''Isopropyl iodide''' is the ] with the ] (CH<sub>3</sub>)<sub>2</sub>CHI. It is ], ], and volatile. Organic iodides are light-sensitive and take on a yellow colour upon storage, owing to the formation of ]. |
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==Preparation== |
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==Preparation== |
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Isopropyl iodide is prepared by iodination of ] using ] or, equivalently, with a mixture of ], ], and ].<ref name="merck">Merck Index of Chemicals and Drugs, 9th ed., monograph 5074</ref> An alternative preparation involves the reaction of 2-propyl bromide with an acetone solution of potassium iodide (KI):<ref>Textbook of Practical Organic Chemistry, 5th Edition, Prentice Hall, 1989</ref> |
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Isopropyl iodide is prepared by iodination of ] using ] or, equivalently, with a mixture of ], ], and ].<ref name="merck">Merck Index of Chemicals and Drugs, 9th ed., monograph 5074</ref> An alternative preparation involves the reaction of ] with an acetone solution of ] (]):<ref>Textbook of Practical Organic Chemistry, 5th Edition, Prentice Hall, 1989</ref> |
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:(CH<sub>3</sub>)<sub>2</sub>CHBr + KI → (CH<sub>3</sub>)<sub>2</sub>CHI + KBr |
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:(CH<sub>3</sub>)<sub>2</sub>CHBr + NaI → (CH<sub>3</sub>)<sub>2</sub>CHI + NaBr |
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==References== |
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==References== |
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{{reflist|1}} |
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{{Reflist}} |
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{{Organohalide-stub}} |
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