| Revision as of 15:17, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 464656734 of page 2-Bromopropane for the Chem/Drugbox validation project (updated: ''). |
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{{Chembox |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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| Watchedfields = changed |
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| verifiedrevid = 413108905 |
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| verifiedrevid = 477195300 |
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| Name = 2-bromopropane |
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| ImageFile = 2-bromopropane.svg |
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| ImageFile = 2-bromopropane-2D-skeletal.png |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageSize = 90px |
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| ImageSize = 100 |
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| ImageName = 2-bromopropane |
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| ImageFileL1 = 2-bromopropane-3D-balls.png |
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| ImageName = Skeletal formula of 2-bromopropane |
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| ImageFile1 = 2-bromopropane-2D-flat.png |
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| ImageSizeL1 = 100px |
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| ImageFile1_Ref = {{chemboximage|correct|??}} |
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| ImageNameL1 = Ball-and-stick model of 2-bromopropane |
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| ImageSize1 = 160 |
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| ImageFileR1 = 2-bromopropane-3D-vdW.png |
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| ImageName1 = Skeletal formula of 2-bromopropane with all explicit hydrogens added |
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| ImageSizeR1 = 100px |
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| ImageNameR1 = Space-filling model of 2-bromopropane |
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| ImageFileL1 = 2-bromopropane-3D-balls.png |
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| ImageFileL1_Ref = {{chemboximage|correct|??}} |
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| IUPACName = 2-bromopropane |
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| ImageNameL1 = Ball and stick model of 2-bromopropane |
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| OtherNames = isopropyl bromide |
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| ImageFileR1 = 2-bromopropane-3D-vdW.png |
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| ImageFileR1_Ref = {{chemboximage|correct|??}} |
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| ImageNameR1 = Spacefill model of 2-bromopropane |
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| PIN = 2-Bromopropane<ref>{{Cite web|title=2-bromopropane - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=6358&loc=ec_rcs#x291|work=PubChem Compound|publisher=National Center for Biotechnology Information|accessdate=15 June 2012|location=USA|date=27 March 2005|at=Identification}}</ref> |
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| OtherNames = Isopropyl bromide<ref>{{cite book |first1=Wilfred L.F. |last1=Armarego |first2=Christina |last2=Li Lin Chai |title=Purification of laboratory chemicals |edition=7th |publisher=Butterworth-Heinemann |year=2013 |url=https://books.google.com/books?id=4ViVUQi7Z60C&pg=PA176 |page=176 |isbn=9780123821621 }}</ref> |
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| Section1 = {{Chembox Identifiers |
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| Section1 = {{Chembox Identifiers |
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| SMILES = BrC(C)C |
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| CASNo = 75-26-3 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = R651XOV97Z |
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| PubChem = 6358 |
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| ChemSpiderID = 6118 |
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| ChemSpiderID = 6118 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| InChI = 1/C3H7Br/c1-3(2)4/h3H,1-2H3 |
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| EINECS = 200-855-1 |
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| InChIKey = NAMYKGVDVNBCFQ-UHFFFAOYAQ |
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| UNNumber = 2344 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| MeSHName = 2-bromopropane |
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| ChEMBL = 451810 |
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| ChEMBL = 451810 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| RTECS = TX4111000 |
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| Beilstein = 741852 |
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| SMILES = CC(C)Br |
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| StdInChI = 1S/C3H7Br/c1-3(2)4/h3H,1-2H3 |
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| StdInChI = 1S/C3H7Br/c1-3(2)4/h3H,1-2H3 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = NAMYKGVDVNBCFQ-UHFFFAOYSA-N |
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| StdInChIKey = NAMYKGVDVNBCFQ-UHFFFAOYSA-N |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| CASNo = 75-26-3 |
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}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| RTECS = TX4111000 |
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}} |
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| Section2 = {{Chembox Properties |
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| Section2 = {{Chembox Properties |
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|C=3|H=7|Br=1 |
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| C = 3 |
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| H = 7 |
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| Appearance = Pale brown to colorless liquid |
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| Br = 1 |
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| Density = 1.31 g/mL, liquid |
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| Appearance = Colorless liquid |
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| Solubility = 0.32 g/100 mL (20 °C) |
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| Density = 1.31 g mL<sup>−1</sup> |
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| Solubility1 = ] |
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| MeltingPtK = 184.2 |
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| Solvent1 = organic solvents |
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| BoilingPtK = 332 to 334 |
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| RefractIndex = 1.4251 |
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| Solubility = 3.2 g L<sup>−1</sup> (at 20 °C) |
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| MeltingPtC = -90.0 |
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| BoilingPtC = 59.4 |
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| LogP = 2.136 |
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| VaporPressure = 32 kPa (at 20 °C) |
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| MeltingPt = -89°C (184 K) |
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| HenryConstant = 1.0 μmol Pa<sup>−1</sup> mol<sup>−1</sup> |
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| BoilingPt = 59°C (332 K) |
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| RefractIndex = 1.4251 |
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| Viscosity = 6.106 c] at 0 °C<br/>4.894 c] at 20 °C |
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| Viscosity = 0.4894 mPa s (at 20 °C) |
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}} |
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| Section3 = {{Chembox Structure |
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| Section3 = {{Chembox Thermochemistry |
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| Dipole = |
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| DeltaHf = −129 kJ mol<sup>−1</sup> |
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}} |
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| DeltaHc = −2.0537–−2.0501 MJ mol<sup>−1</sup> |
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| Section7 = {{Chembox Hazards |
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| HeatCapacity = 135.6 J K mol<sup>−1</sup> |
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| ExternalMSDS = |
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| MainHazards = Harmful, irritant |
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| Section4 = {{Chembox Hazards |
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| FlashPt = 22 °C |
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| GHSPictograms = {{GHS flame}} {{GHS health hazard}} |
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| NFPA-H = 2 |
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| GHSSignalWord = '''DANGER''' |
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| NFPA-F = 3 |
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| HPhrases = {{H-phrases|225|360|373}} |
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| NFPA-R = 0 |
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| PPhrases = {{P-phrases|210|308+313}} |
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| NFPA-O = |
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| NFPA-H = 2 |
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| RPhrases = {{R10}} {{R20}} {{R36}} {{R37}} {{R38}} |
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| SPhrases = |
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| NFPA-F = 3 |
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| NFPA-R = 0 |
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| FlashPtC = 19 |
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| Section8 = {{Chembox Related |
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}} |
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| Function = ]s |
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| Section5 = {{Chembox Related |
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| OtherFunctn = ]<br>]<br>] |
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| OtherFunction_label = alkanes |
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| OtherFunction = {{Unbulleted list|]|]|]|]|]}} |
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'''2-Bromopropane''', also known as '''isopropyl bromide''' and '''2-propyl bromide''', is the ]ated ] with the formula CH<sub>3</sub>CHBrCH<sub>3</sub>. It is a colorless liquid. It is used for introducing the isopropyl ] in ]. 2-Bromopropane is prepared by heating ] with ].<ref>{{cite book |title=Merck Index of Chemicals and Drugs |chapter=Monograph 6526 |url=https://www.rsc.org/Merck-Index/monograph/m6526/ }}</ref> |
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==Preparation== |
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2-Bromopropane is commercially available. It may be prepared in the ordinary manner of alkyl bromides, by reacting ] with ] and ],<ref>{{OrgSynth | title = Alkyl and alkylene bromides | author = Oliver Kamm and C. S. Marvel | collvol = 1 | collvolpages = 25 | year = 1941}}</ref> or with ].<ref>{{OrgSynth | author = C. R. Noller and R. Dinsmore | title = Isobutyl bromide | collvol = 2 | collvolpages = 358 | year = 1943}}</ref> |
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==Safety== |
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Short-chain alkyl halides are often ]ic. |
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The ] atom is at the secondary position, which allows the molecule to undergo ] easily to give ], which escapes as a gas and can rupture closed reaction vessels. When this reagent is used in base catalyzed reactions, ] should be used in place of sodium or ]. |
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==Further reading== |
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*], “Excuse Me Sir, Would You Like to Buy a Kilo of Isopropyl Bromide?” Pierce Chemical Co. (1979). (story of start-up chemical company). |
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==References== |
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{{Reflist}} |
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{{DEFAULTSORT:Bromopropane2}} |
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] |
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] |
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] |