词条 | 2-Bromopropane |
释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477195300 | ImageFile = 2-bromopropane-2D-skeletal.png | ImageFile_Ref = {{chemboximage|correct|??}} | ImageSize = 100 | ImageName = Skeletal formula of 2-bromopropane | ImageFile1 = 2-bromopropane-2D-flat.png | ImageFile1_Ref = {{chemboximage|correct|??}} | ImageSize1 = 160 | ImageName1 = Skeletal formula of 2-bromopropane with all explicit hydrogens added | ImageFileL1 = 2-bromopropane-3D-balls.png | ImageFileL1_Ref = {{chemboximage|correct|??}} | ImageNameL1 = Ball and stick model of 2-bromopropane | ImageFileR1 = 2-bromopropane-3D-vdW.png | ImageFileR1_Ref = {{chemboximage|correct|??}} | ImageNameR1 = Spacefill model of 2-bromopropane | IUPACName = 2-Bromopropane[1] | OtherNames = Isopropyl bromide[2] | Section1 = {{Chembox Identifiers | CASNo = 75-26-3 | CASNo_Ref = {{cascite|correct|CAS}} | PubChem = 6358 | ChemSpiderID = 6118 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | EINECS = 200-855-1 | UNNumber = 2344 | MeSHName = 2-bromopropane | ChEMBL = 451810 | ChEMBL_Ref = {{ebicite|correct|EBI}} | RTECS = TX4111000 | Beilstein = 741852 | SMILES = CC(C)Br | StdInChI = 1S/C3H7Br/c1-3(2)4/h3H,1-2H3 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = NAMYKGVDVNBCFQ-UHFFFAOYSA-N | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} }} | Section2 = {{Chembox Properties | C = 3 | H = 7 | Br = 1 | Appearance = Colorless liquid | Density = 1.31 g mL−1 | MeltingPtK = 184.2 | BoilingPtK = 332 to 334 | Solubility = 3.2 g L−1 (at 20 °C) | LogP = 2.136 | VaporPressure = 32 kPa (at 20 °C) | HenryConstant = 1.0 μmol Pa−1 mol−1 | RefractIndex = 1.4251 | Viscosity = 4.894 mPa s (at 20 °C) }} | Section3 = {{Chembox Thermochemistry | DeltaHf = −129 kJ mol−1 | DeltaHc = −2.0537–−2.0501 MJ mol−1 | HeatCapacity = 135.6 J K mol−1 }} | Section4 = {{Chembox Hazards | GHSPictograms = {{GHS flame}} {{GHS health hazard}} | GHSSignalWord = DANGER | HPhrases = {{H-phrases|225|360|373}} | PPhrases = {{P-phrases|210|308+313}} | NFPA-H = 2 | NFPA-F = 3 | NFPA-R = 0 | FlashPtC = 19 }} | Section5 = {{Chembox Related | OtherFunction_label = alkanes | OtherFunction = {{Unbulleted list|Bromoethane|n-Propyl bromide|tert-Butyl bromide|1-Bromobutane|2-Bromobutane}} }} }}2-Bromopropane, also known as isopropyl bromide and 2-propyl bromide, is the halogenated hydrocarbon with the formula CH3CHBrCH3. It is a colorless liquid. It is used for introducing the isopropyl functional group in organic synthesis. 2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.[3] Preparation2-Bromopropane is commercially available. It may be prepared in the ordinary manner of alkyl bromides, by reacting isopropanol with phosphorus and bromine,[4] or with phosphorus tribromide.[5] ReactionsThe bromine atom is at the secondary position, which allows the molecule to undergo dehydrohalogenation easily to give propene, which escapes as a gas. Consequently, this reagent is used in conjunction with mild bases, such as potassium carbonate, rather than strong ones. SafetyAlkylating agents are often carcinogenic. Further reading
References1. ^{{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}} {{DEFAULTSORT:Bromopropane2}}2. ^Wilfred L.F. Armarego and Christina Li Lin Chai, Purification of laboratory chemicals, 7th edition, Butterworth-Heinemann, 2013, [https://books.google.com/books?id=4ViVUQi7Z60C&pg=PA176 p. 176] 3. ^Merck Index of Chemicals and Drugs, 9th ed. Monograph 5071 4. ^{{OrgSynth | title = Alkyl and alkylene bromides | author = Oliver Kamm and C. S. Marvel | collvol = 1 | collvolpages = 25 | year = 1941}} 5. ^{{OrgSynth | author = C. R. Noller and R. Dinsmore | title = Isobutyl bromide | collvol = 2 | collvolpages = 358 | year = 1943}} 3 : Bromoalkanes|Alkylating agents|Isopropyl compounds |
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