Standard Article

The Structural Chemistry of Carbon—Halogen Bonds

Halides, Pseudo-Halides and Azides (1995)

  1. Heinz Oberhammer

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0002

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

Oberhammer, H. 2009. The Structural Chemistry of Carbon—Halogen Bonds. Patai's Chemistry of Functional Groups. .

Author Information

  1. Universität Tübingen, Institut für Physikalische und Theoretische Chemie, Tübingen, Germany

Publication History

  1. Published Online: 15 DEC 2009

Abstract

  • 1
    Introduction
  • 2
    Carbon-Fluorine Bonds
  • 3
    Carbon–Chlorine Bonds
  • 4
    Carbon–Bromine Bonds
  • 5
    Carbon–Iodine Bonds
  • 6
    Conclusion

Keywords:

  • structural chemistry of carbon–halogen bonds;
  • carbon–fluorine bonds;
  • gas phase structures;
  • carbon-chlorine bonds;
  • crystal structures;
  • typical bond distances;
  • carbon–bromine bonds;
  • Cambridge Structural Database (CSD)

Featured Compounds

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  1. 1 - 76
Compound 1
Molecular Weight:164.0491
Molecular Formula:C4H2F6
InChIKey:NLOLSXYRJFEOTA-UPHRSURJSA-N
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Compound 2
Molecular Weight:164.0491
Molecular Formula:C4H2F6
InChIKey:NLOLSXYRJFEOTA-OWOJBTEDSA-N
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Compound 3
Molecular Weight:164.0491
Molecular Formula:C4H2F6
InChIKey:QMIWYOZFFSLIAK-UHFFFAOYSA-N
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Compound 4
Molecular Weight:146.1098
Molecular Formula:C7H5F3
InChIKey:GETTZEONDQJALK-UHFFFAOYSA-N
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Compound 5
Molecular Weight:174.168
Molecular Formula:C2HF3N2S2
InChIKey:DYODOPBMMZTHMZ-UHFFFAOYSA-N
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Compound 6a
Molecular Weight:78.0607
Molecular Formula:C3H4F2
InChIKey:KFGHUDYAMNUDEI-WSOKHJQSSA-N
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Compound 6b
Molecular Weight:78.0607
Molecular Formula:C3H4F2
InChIKey:KFGHUDYAMNUDEI-PWNYCUMCSA-N
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Compound 7
Molecular Weight:96.0511
Molecular Formula:C3H3F3
InChIKey:CUZPFBIURYEASM-UHFFFAOYSA-N
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Compound 8a
Molecular Weight:78.0607
Molecular Formula:C3H4F2
InChIKey:GPCDGGKVBPVZCT-UHFFFAOYSA-N
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Compound 8b
Molecular Weight:114.0416
Molecular Formula:C3H2F4
InChIKey:GAUOXRYNXHWONS-UHFFFAOYSA-N
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Compound 9
Molecular Weight:150.0225
Molecular Formula:C3F6
InChIKey:GQUXQQYWQKRCPL-UHFFFAOYSA-N
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Compound 10a
Molecular Weight:80.0335
Molecular Formula:C2H2F2O
InChIKey:XLEILMCZKMFZTO-XIXRPRMCSA-N
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Compound 10b
Molecular Weight:80.0335
Molecular Formula:C2H2F2O
InChIKey:XLEILMCZKMFZTO-JCYAYHJZSA-N
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Compound 11
Molecular Weight:116.0144
Molecular Formula:C2F4O
InChIKey:LOUICXNAWQPGSU-UHFFFAOYSA-N
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Compound 12
Molecular Weight:132.08
Molecular Formula:C2F4S
InChIKey:AHNNUHWQOFRROY-UHFFFAOYSA-N
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Compound 13
Molecular Weight:78.0209
Molecular Formula:CF2N2
InChIKey:FADBWTVPDJZQOE-UHFFFAOYSA-N
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Compound 16
Molecular Weight:232.095
Molecular Formula:C4F8S
InChIKey:JUTLAXFVSZJSHM-UHFFFAOYSA-N
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Compound 19
Molecular Weight:308.089
Molecular Formula:C4F12S
InChIKey:ZHXOFVCDWDMHBG-UHFFFAOYSA-N
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Compound 18
Molecular Weight:264.094
Molecular Formula:C4F8O2S
InChIKey:CBDPDNLRQXGUIG-UHFFFAOYSA-N
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Compound 14
Molecular Weight:164.145
Molecular Formula:C2F4S2
InChIKey:MPOCEMBRPHOCMK-UHFFFAOYSA-N
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Compound 15
Molecular Weight:316.132
Molecular Formula:C2F12S2
InChIKey:CQEFERMZURNWQS-UHFFFAOYSA-N
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Compound 17
Molecular Weight:248.094
Molecular Formula:C4F8OS
InChIKey:NJPCOHMYRIIJDU-UHFFFAOYSA-N
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Compound 20
Molecular Weight:132.588
Molecular Formula:C6H9ClO
InChIKey:CCHNWURRBFGQCD-UHFFFAOYSA-N
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Compound 21
Molecular Weight:116.589
Molecular Formula:C6H9Cl
InChIKey:LNGQLHZIYFQUIR-UHFFFAOYSA-N
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Compound 22
Molecular Weight:116.589
Molecular Formula:C6H9Cl
InChIKey:NCDVDTXDSDVLPL-UHFFFAOYSA-N
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Compound 23
Molecular Weight:122.981
Molecular Formula:C4H4Cl2
InChIKey:LDZSRRMBFGBOAE-ZPUQHVIOSA-N
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Compound 24
Molecular Weight:122.981
Molecular Formula:C4H4Cl2
InChIKey:LDZSRRMBFGBOAE-CCAGOZQPSA-N
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Compound 25
Molecular Weight:122.981
Molecular Formula:C4H4Cl2
InChIKey:LIFLRQVHKGGNSG-UHFFFAOYSA-N
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Compound 26
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:BFCFYVKQTRLZHA-UHFFFAOYSA-N
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Compound 28
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:CZGCEKJOLUNIFY-UHFFFAOYSA-N
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Compound 26b
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:BFCFYVKQTRLZHA-UHFFFAOYSA-N
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Compound 28b
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:CZGCEKJOLUNIFY-UHFFFAOYSA-N
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Compound 27
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:KMAQZIILEGKYQZ-UHFFFAOYSA-N
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Compound 29
Molecular Weight:245.875
Molecular Formula:C6Cl4O2
InChIKey:UGNWTBMOAKPKBL-UHFFFAOYSA-N
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Compound 30
Molecular Weight:245.875
Molecular Formula:C6Cl4O2
InChIKey:VRGCYEIGVVTZCC-UHFFFAOYSA-N
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Compound 31
Molecular Weight:272.772
Molecular Formula:C5Cl6
InChIKey:VUNCWTMEJYMOOR-UHFFFAOYSA-N
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Compound 34
Molecular Weight:118.585
Molecular Formula:C4H3ClS
InChIKey:QUBJDMPBDURTJT-UHFFFAOYSA-N
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Compound 35
Molecular Weight:166.947
Molecular Formula:C4Cl2O3
InChIKey:AGULWIQIYWWFBJ-UHFFFAOYSA-N
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Compound 36
Molecular Weight:150.948
Molecular Formula:C4Cl2O2
InChIKey:SXOQOOQUBDERIZ-UHFFFAOYSA-N
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Compound 26a
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:BFCFYVKQTRLZHA-UHFFFAOYSA-N
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Compound 28a
Molecular Weight:157.554
Molecular Formula:C6H4ClNO2
InChIKey:CZGCEKJOLUNIFY-UHFFFAOYSA-N
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Compound 32
Molecular Weight:102.519
Molecular Formula:C4H3ClO
InChIKey:YSMYHWBQQONPRD-UHFFFAOYSA-N
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Compound 33
Molecular Weight:118.585
Molecular Formula:C4H3ClS
InChIKey:Not Available
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Compound 37
Molecular Weight:359.418
Molecular Formula:C8H8Cl5NO4
InChIKey:YSKMTHKSZVVJKU-OHUBKANTSA-N
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Compound 38
Molecular Weight:296.406
Molecular Formula:C8H7Cl5O
InChIKey:SKORJQNMTQACLS-COBSHVIPSA-N
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Compound 39
Molecular Weight:330.851
Molecular Formula:C8H6Cl6O
InChIKey:XUVJORJOJQALAW-BQBZGAKWSA-N
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Compound 40
Molecular Weight:324.801
Molecular Formula:C5H4Cl6O3
InChIKey:VQJJRXHXZLXWRO-UHFFFAOYSA-N
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Compound 41
Molecular Weight:450.616
Molecular Formula:C8Cl10
InChIKey:MULYQQQILDKHGK-UHFFFAOYSA-N
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Compound 42a
Molecular Weight:218.636
Molecular Formula:C12H7ClO2
InChIKey:GIUGGRUEPHPVNR-UHFFFAOYSA-N
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Compound 42b
Molecular Weight:253.081
Molecular Formula:C12H6Cl2O2
InChIKey:NBFMTHWVRBOVPE-UHFFFAOYSA-N
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Compound 42c
Molecular Weight:253.081
Molecular Formula:C12H6Cl2O2
InChIKey:WMWJCKBJUQDYLM-UHFFFAOYSA-N
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Compound 42d
Molecular Weight:321.971
Molecular Formula:C12H4Cl4O2
InChIKey:HGUFODBRKLSHSI-UHFFFAOYSA-N
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Compound 42e
Molecular Weight:321.971
Molecular Formula:C12H4Cl4O2
InChIKey:DJHHDLMTUOLVHY-UHFFFAOYSA-N
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Compound 42f
Molecular Weight:390.861
Molecular Formula:C12H2Cl6O2
InChIKey:LGIRBUBHIWTVCK-UHFFFAOYSA-N
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Compound 42
Molecular Weight:184.1907
Molecular Formula:C12H8O2
InChIKey:NFBOHOGPQUYFRF-UHFFFAOYSA-N
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Compound 43
Molecular Weight:289.513
Molecular Formula:C14H8Cl3Li
InChIKey:UQJHHSMGRBLKQF-UHFFFAOYSA-N
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Compound 44
Molecular Weight:236.116
Molecular Formula:C13H9Cl2
InChIKey:MGZUGZNYMOCOCO-UHFFFAOYSA-N
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Compound 42g
Molecular Weight:459.751
Molecular Formula:C12Cl8O2
InChIKey:FOIBFBMSLDGNHL-UHFFFAOYSA-N
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Compound 45
Molecular Weight:239.936
Molecular Formula:C6H8Br2
InChIKey:ADGFCESLTXYNJV-UHFFFAOYSA-N
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Compound 46
Molecular Weight:213.898
Molecular Formula:C4H6Br2
InChIKey:KEPQZXFTLUPYKL-ZXZARUISSA-N
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Compound 47
Molecular Weight:213.898
Molecular Formula:C4H6Br2
InChIKey:KEPQZXFTLUPYKL-JPYJGEKTSA-N
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Compound 48
Molecular Weight:241.952
Molecular Formula:C6H10Br2
InChIKey:KNVFESKLMHSTAB-OLQVQODUSA-N
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Compound 49
Molecular Weight:241.952
Molecular Formula:C6H10Br2
InChIKey:KNVFESKLMHSTAB-IZLXSQMJSA-N
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Compound 50
Molecular Weight:371.691
Molecular Formula:C4H4Br4
InChIKey:DEFMGTBSZQUYBQ-ZBOOGAOJSA-N
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Compound 54
Molecular Weight:239.85
Molecular Formula:C4Br2O2
InChIKey:AOWAGISKHWYKSC-UHFFFAOYSA-N
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Compound 51
Molecular Weight:146.97
Molecular Formula:C4H3BrO
InChIKey:OYMCMWPHMPODNK-UHFFFAOYSA-N
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Compound 52
Molecular Weight:146.97
Molecular Formula:C4H3BrO
InChIKey:LXWLEQZDXOQZGW-UHFFFAOYSA-N
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Compound 53
Molecular Weight:163.036
Molecular Formula:C4H3BrS
InChIKey:TUCRZHGAIRVWTI-UHFFFAOYSA-N
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Compound 55
Molecular Weight:394.928
Molecular Formula:C12H11Br3
InChIKey:BMBPJTOADXEFGM-UHFFFAOYSA-N
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Compound 56
Molecular Weight:552.72
Molecular Formula:C12H9Br5
InChIKey:ZLAKFQXVMVGEPP-UHFFFAOYSA-N
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Compound 57
Molecular Weight:342.926
Molecular Formula:C7H5Br2NO5
InChIKey:ABQQDXISYZBDCN-ZETCQYMHSA-N
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Compound 58
Molecular Weight:297.886
Molecular Formula:C6H2Br2O4
InChIKey:GMZWPTALVQRAFV-UHFFFAOYSA-N
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Compound 59
Molecular Weight:313.976
Molecular Formula:C10H6Br2N2
InChIKey:JNWPRPLNUUMYCM-UHFFFAOYSA-N
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Compound 60
Molecular Weight:256.0383
Molecular Formula:C6H9IO3
InChIKey:KRDKBGMPFZWMFI-UHFFFAOYSA-N
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Compound 61
Molecular Weight:332.184
Molecular Formula:C11H17IN4
InChIKey:KTUCHXUVXPTDGJ-UHFFFAOYSA-N
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Compound 62
Molecular Weight:391.8866
Molecular Formula:C6H2I2O4
InChIKey:VZHNRZGWCUOORJ-UHFFFAOYSA-N
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  1. 1 - 76