Tetramethyldiborane

Tetramethyldiborane
Names
IUPAC name
Tetramethyldiborane(6)
Other names
Dimethylborane dimer
Identifiers
3D model (JSmol)
  • InChI=1S/C4H14B2/c1-5(2)7-6(3,4)8-5/h1-4H3
    Key: DAOILNUAERZCST-UHFFFAOYSA-N
  • InChI=1/C4B2H14/c1-5(2)7-6(3,4)8-5/h1-4H3
  • C[B]1(C)[H][B](C)(C)[H]1
Properties
(CH
3
)
2
BH
2
B(CH
3
)
2
Molar mass 83.777
Appearance Colorless liquid
Odor Pungent;
Melting point −72.5 °C (−98.5 °F; 200.7 K)
Boiling point 68.6 °C (155.5 °F; 341.8 K)
Hazards
NFPA 704 (fire diamond)
Related compounds
Related alkyl boranes
trimethylborane
dimethyldiborane
diethylborane
Related compounds
Borane
tetramethyl aluminium hydride
tetramethyl gallium hydride

methylalane

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N (what is checkY☒N ?)

Dimethylborane, (CH3)2BH is the simplest dialkylborane, consisting of a methyl group substituted for a hydrogen in borane. As for other boranes it normally exists in the form of a dimer called tetramethyldiborane or tetramethylbisborane or TMDB ((CH3)2BH)2.[2] Other combinations of methylation occur on diborane, including monomethyldiborane, trimethyldiborane, 1,2-dimethylborane, 1,1-dimethylborane and trimethylborane. At room temperature the substance is at equilibrium between these forms.[3] The methylboranes were first prepared by H. I. Schlesinger and A. O. Walker in the 1930s.[4][5]

  1. ^ Baker, Charles J. (2001). The Fire Fighter's Handbook of Hazardous Materials. Jones & Bartlett Learning. p. 352. ISBN 9780962705212.
  2. ^ Srebnik, Morris; Cole, Thomas E.; Brown, Herbert C. (January 1987). "Methylborane - a remarkable unhindered monoalkylborane which achieves the controlled sequential hydroboration of representative alkenes". Tetrahedron Letters. 28 (33): 3771–3774. doi:10.1016/s0040-4039(00)96380-9.
  3. ^ Cite error: The named reference bell48 was invoked but never defined (see the help page).
  4. ^ Long, L. H.; Wallbridge, M. G. H. (1965). "646. The chemistry of boron. Part VI. New preparative methods and decomposition studies relating to methyldiboranes". Journal of the Chemical Society (Resumed): 3513–3520. doi:10.1039/JR9650003513. (subscription required)
  5. ^ Schlesinger, H. I.; Walker, A. O. (April 1935). "Hydrides of Boron. IV. The Methyl Derivatives of Diborane". Journal of the American Chemical Society. 57 (4): 621–625. doi:10.1021/ja01307a009.