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词条 Bromochlorofluoromethane
释义

  1. See also

  2. References

{{Chembox
| PIN = Bromo(chloro)fluoromethane
| OtherNames = Bromochlorofluoromethane
| ImageFile = Bromochlorofluoromethane_enantiomers.png
|Section1={{Chembox Identifiers
| PubChem = 79058
| CASNo = 593-98-6
| ChemSpiderID = 71390
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| SMILES = C(F)(Cl)Br
| StdInChI = InChI=1S/CHBrClF/c2-1(3)4/h1H
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = YNKZSBSRKWVMEZ-UHFFFAOYSA-N
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
}}
|Section2={{Chembox Properties
| C=1 | H=1 | Br=1 | Cl=1 | F=1
| MeltingPtK = 158
| BoilingPtK = 309
| Density = 1.953 g/cm3
}}Bromochlorofluoromethane or fluorochlorobromomethane, is a chemical compound and trihalomethane deriative with the chemical formula CHBrClF. As one of the simplest possible stable chiral compounds, it is useful for fundamental research into this area of chemistry.[1] However its relative instability to hydrolysis,[2] and lack of suitable functional groups, made separation of the enantiomers of bromochlorofluoromethane especially challenging,[3] and this was not accomplished until almost a century after it was first synthesised, in March 2005, though it has now been done by a variety of methods.[4][5][6][7][8] More recent research using bromochlorofluoromethane has focused on its potential use for experimental measurement of parity violation, a major unsolved problem in quantum physics.[9][10][11]

See also

  • Bromochlorodifluoromethane, used in fire extinguishers
  • Bromochlorofluoroiodomethane, a theoretical derivative with iodine replacing the hydrogen

References

1. ^{{cite journal|last1=Berry|first1=Kenneth L.|last2=Sturtevant|first2=Julian M.|title=Fluorochlorobromomethane|journal=Journal of the American Chemical Society|date=1942|volume=64|issue=7|pages=1599–1600|doi=10.1021/ja01259a031}}
2. ^Thomas L. Gilchrist. Comprehensive Organic Functional Group Transformations. Volume 6. Synthesis: Carbon with Three or Four Attached Heteroatoms. p228. Pergamon / Elsevier, 1995. {{ISBN|0-08-042704-9}}
3. ^{{cite journal|last1=Hargreaves|first1=Michael K.|last2=Modarai|first2=Borzoo|title=An optically active haloform: (+)-bromochlorofluoromethane|journal=Journal of the Chemical Society D: Chemical Communications|date=1969|volume=1|page=16|doi=10.1039/C29690000016}}
4. ^{{cite journal|last1=Canceill|first1=Josette|last2=Lacombe|first2=Liliane|last3=Collet|first3=Andre|title=Analytical optical resolution of bromochlorofluoromethane by enantioselective inclusion into a tailor-made cryptophane and determination of its maximum rotation|journal=Journal of the American Chemical Society|date=1985|volume=107|issue=24|pages=6993–6996|doi=10.1021/ja00310a041}}
5. ^{{cite journal|last1=Doyle|first1=Thomas R.|last2=Vogl|first2=Otto|title=Bromochlorofluoromethane and deuteriobromochlorofluoromethane of high optical purity|journal=Journal of the American Chemical Society|date=1989|volume=111|issue=22|pages=8510–8511|doi=10.1021/ja00204a029}}
6. ^{{cite journal|last1=Grosenick|first1=Heiko|last2=Schurig|first2=Volker|last3=Costante|first3=Jeanne|last4=Collet|first4=André|title=Gas chromatographic enantiomer separation of bromochlorofluoromethane|journal=Tetrahedron: Asymmetry|date=1995|volume=6|issue=1|pages=87–88|doi=10.1016/0957-4166(94)00358-I}}
7. ^{{cite journal|last1=Polavarapu|first1=Prasad L.|title=The Absolute Configuration of Bromochlorofluoromethane|journal=Angewandte Chemie International Edition|date=2002|volume=41|issue=23|pages=4544–4546|doi=10.1002/1521-3773(20021202)41:23<4544::aid-anie4544>3.0.co;2-s|pmid=12458533}}
8. ^{{cite journal|last1=Pitzer|first1=M.|last2=Kunitski|first2=M.|last3=Johnson|first3=A. S.|last4=Jahnke|first4=T.|last5=Sann|first5=H.|last6=Sturm|first6=F.|last7=Schmidt|first7=L. P. H.|last8=Schmidt-Bocking|first8=H.|last9=Dorner|first9=R.|last10=Stohner|first10=J.|last11=Kiedrowski|first11=J.|last12=Reggelin|first12=M.|last13=Marquardt|first13=S.|last14=Schiesser|first14=A.|last15=Berger|first15=R.|last16=Schoffler|first16=M. S.|title=Direct Determination of Absolute Molecular Stereochemistry in Gas Phase by Coulomb Explosion Imaging|journal=Science|date=2013|volume=341|issue=6150|pages=1096–1100|doi=10.1126/science.1240362|pmid=24009390|bibcode=2013Sci...341.1096P}}
9. ^{{cite journal|last1=Crassous |first1=J.|last2= Collet|first2= A. |title=The bromochlorofluoromethane saga|journal=Enantiomer|date= 2000|volume=5|issue=5|pages=429–438|PMID=11143807}}
10. ^{{cite journal|last1=Crassous|first1=Jeanne|last2=Monier|first2=Franck|last3=Dutasta|first3=Jean-Pierre|last4=Ziskind|first4=Michaël|last5=Daussy|first5=Christophe|last6=Grain|first6=Christophe|last7=Chardonnet|first7=Christian|title=Search for Resolution of Chiral Fluorohalogenomethanes and Parity-Violation Effects at the Molecular Level|journal=ChemPhysChem|date=2003|volume=4|issue=6|pages=541–548|doi=10.1002/cphc.200200536|pmid=12836475}}
11. ^{{cite journal|last1=Darquié|first1=Benoît|last2=Stoeffler|first2=Clara|last3=Shelkovnikov|first3=Alexander|last4=Daussy|first4=Christophe|last5=Amy-Klein|first5=Anne|last6=Chardonnet|first6=Christian|last7=Zrig|first7=Samia|last8=Guy|first8=Laure|last9=Crassous|first9=Jeanne|last10=Soulard|first10=Pascale|last11=Asselin|first11=Pierre|last12=Huet|first12=Thérèse R.|last13=Schwerdtfeger|first13=Peter|last14=Bast|first14=Radovan|last15=Saue|first15=Trond|title=Progress toward the first observation of parity violation in chiral molecules by high-resolution laser spectroscopy|journal=Chirality|date=2010|volume=22|issue=10|pages=870–884|doi=10.1002/chir.20911|pmid=20839292|arxiv=1007.3352}}
{{Halomethanes}}

1 : Halomethanes

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