请输入您要查询的百科知识:

 

词条 Bromochlorobenzene
释义

  1. References

Bromochlorobenzene is any of three different positional isomers consisting of a bromine atom and a chlorine atom as substituents on a benzene ring.

Isomers of Bromochlorobenzene
Skeletal formula
General
Common names o-bromochlorobenzene
ortho-bromochlorobenzene
m-bromochlorobenzene
meta-bromochlorobenzene
p-bromochlorobenzene
para-bromochlorobenzene
Systematic name 1-bromo-2-chlorobenzene 1-bromo-3-chlorobenzene 1-bromo-4-chlorobenzene
Molecular formulaBrC6H4Cl
Molar mass191.45 g/mol
CAS numberlocalValue=694-80-4}}localValue=108-37-2}}localValue=106-39-8}}
ChemSpiderlocalValue=12230}}localValue=13875377}}localValue=7518}}
CID|Compound ID}}localValue=12754}}localValue=7928}}localValue=7806}}
Properties
Melting point-13|°C|K}}-22|°C|K}}63-67|°C|K}}
Boiling point203-205|°C|K}}195-196|°C|K}}196|°C|K}}
{{clear}}

All three have been synthesized by various routes:

  • 1-Bromo-2-chlorobenzene: from 2-chloroaniline, via diazotization followed by a Sandmeyer reaction[1]
  • 1-Bromo-3-chlorobenzene: by (3-chlorophenyl)trimethylgermanium by electrophilic substitution[2]{{better ref needed|date=January 2019}}
  • 1-Bromo-4-chlorobenzene:
    • From a derivative of (4-bromophenyl)silane using N-bromosuccinimide[3]
    • From 4-chlorophenol using triphenylphosphine dibromide[4] or phenylphosphorus tetrachloride[5]

References

1. ^{{OrgSynth |first= Jonathan L. |last= Hartwell |year=1944 |title= o-Chlorobromobenzene |volume= 24 |pages= 22 |prep= CV3P0185 }}
2. ^{{cite journal |doi=10.1021/jo00380a031|title=Use of aryltrimethylgermanium substrates for facile aromatic chlorination, bromination, and iodination|journal=The Journal of Organic Chemistry|volume=52|issue=4|pages=664–667|year=1987|last1=Moerlein|first1=S. M.}}
3. ^{{cite journal |doi=10.1246/cl.1981.243|title=Carbon–silicon bond cleavage of organotrialkoxysilanes and organosilatranes with m-chloroperbenzoic acid and N-bromosuccinimide. New route to phenols, primary alcohols and bromides|journal=Chemistry Letters|volume=10|issue=2|pages=243–246|year=1981|last1=Hosomi|first1=Akira|last2=Iijima|first2=Susumu|last3=Sakurai|first3=Hideki}}
4. ^{{cite journal|doi=10.1021/ja01059a073|title = Studies in Organophosphorus Chemistry. I. Conversion of Alcohols and Phenols to Halides by Tertiary Phosphine Dihalides|journal = Journal of the American Chemical Society|volume = 86|issue = 5|pages = 964–965|year = 1964|last1 = Wiley|first1 = G. A.|last2 = Hershkowitz|first2 = R. L.|last3 = Rein|first3 = B. M.|last4 = Chung|first4 = B. C.}}
5. ^{{cite journal |doi=10.1021/jo00297a087|title=Preparation of aryl chlorides from phenols|journal=The Journal of Organic Chemistry|volume=55|issue=10|pages=3415–3417|year=1990|last1=Bay|first1=Elliott|last2=Bak|first2=David A.|last3=Timony|first3=Peter E.|last4=Leone-Bay|first4=Andrea}}
{{Chemistry index}}{{Authority control}}

2 : Chloroarenes|Bromoarenes

随便看

 

开放百科全书收录14589846条英语、德语、日语等多语种百科知识,基本涵盖了大多数领域的百科知识,是一部内容自由、开放的电子版国际百科全书。

 

Copyright © 2023 OENC.NET All Rights Reserved
京ICP备2021023879号 更新时间:2024/9/27 8:12:34