Monohalomethane

Structural formula
Name Fluoromethane
Methyl fluoride
Chloromethane
Methyl chloride
Bromomethane
Methyl bromide
Iodomethane
Methyl iodide
Melting point −137,8 °C[1] −97,4 °C[2] −93,7 °C[3] −66 °C[4]
Boiling point −78,4 °C[1] −23,8 °C[2] 4,0 °C[3] 42 °C[4]
Space-filling model

The monohalomethanes are organic compounds in which a hydrogen atom in methane is replaced by a halogen. They belong to the haloalkanes or to the subgroup of halomethanes.

The four common[a] members are fluoromethane, chloromethane, bromomethane and iodomethane.

Historical name for this group is methyl halides; it's still widely used. The compounds of this class are often described as CH3X or MeX (X - any halogen, Me - methyl group).

Related compounds

There are analogs with more than one hydrogen atom in methane is replaced by a halogen:

  • Dihalomethane, CH2X2, two hydrogen atoms replaced
  • Trihalomethane, CHX3, three hydrogen atoms replaced
  • Tetrahalomethane, CX4, all four hydrogen atoms replaced

Analogs with carbon atom replaced with a heavier group 14 element are also known:

See also

Notes

  1. ^ Highly radioactive CH3At (methyl astatide) has been detected.[5] The known isotopes of even heavier group 17 element, tennessine, are too short-lived to allow for chemical experimentation.

References

  1. ^ a b Record of Fluoromethane in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2020-02-29.
  2. ^ a b Record of Chloromethane in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2020-02-29.
  3. ^ a b Record of Bromomethane in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2020-02-29.
  4. ^ a b Record of Iodomethane in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 2020-02-29.
  5. ^ "Chemical Fact Sheet: Astatine". European Virtual Institute for Speciation Analysis (EVISA).


  • v
  • t
  • e
Unsubstituted
  • CH4
Monosubstituted
  • CH3F
  • CH3Cl
  • CH3Br
  • CH3I
  • CH3At
Disubstituted
  • CH2F2
  • CH2ClF
  • CH2BrF
  • CH2FI
  • CH2Cl2
  • CH2BrCl
  • CH2ClI
  • CH2Br2
  • CH2BrI
  • CH2I2
Trisubstituted
  • CHF3
  • CHClF2
  • CHBrF2
  • CHF2I
  • CHCl2F
  • C*HBrClF
  • C*HClFI
  • CHBr2F
  • C*HBrFI
  • CHFI2
  • CHCl3
  • CHBrCl2
  • CHCl2I
  • CHBr2Cl
  • C*HBrClI
  • CHClI2
  • CHBr3
  • CHBr2I
  • CHBrI2
  • CHI3
Tetrasubstituted
  • CF4
  • CClF3
  • CBrF3
  • CF3I
  • CCl2F2
  • CBrClF2
  • CClF2I
  • CBr2F2
  • CBrF2I
  • CF2I2
  • CCl3F
  • CBrCl2F
  • CCl2FI
  • CBr2ClF
  • C*BrClFI
  • CClFI2
  • CBr3F
  • CBr2FI
  • CBrFI2
  • CFI3
  • CCl4
  • CBrCl3
  • CCl3I
  • CBr2Cl2
  • CBrCl2I
  • CCl2I2
  • CBr3Cl
  • CBr2ClI
  • CBrClI2
  • CClI3
  • CBr4
  • CBr3I
  • CBr2I2
  • CBrI3
  • CI4
* Chiral compound.
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