1,2-Dihydro-1,2-azaborine

Chemical compound From Wikipedia, the free encyclopedia

1,2-Dihydro-1,2-azaborine is an aromatic chemical compound with properties intermediate between benzene and borazine. Its chemical formula is C4BNH6. It resembles a benzene ring, except that two adjacent carbons are replaced by nitrogen and boron, respectively. Several other 1,2-azaborines have been synthesized.[1]

Quick facts Names, Identifiers ...
1,2-Dihydro-1,2-azaborine
Skeletal formula of 1,2-dihydro-1,2-azaborine
Ball-and-stick model of the 1,2-dihydro-1,2-azaborine molecule
Names
Preferred IUPAC name
1,2-Dihydro-1,2-azaborine
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C4H6BN/c1-2-4-6-5-3-1/h1-6H â˜’N
    Key: OGZZEGWWYQKMSO-UHFFFAOYSA-N â˜’N
  • C1=CC=CNB1
Properties
C4H6BN
Molar mass 78.908 g mol−1
Appearance clear, colorless liquid
Melting point −46 to −45 °C.
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa).
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Preparation

After decades of failed attempts, the compound was synthesized in 2008 and reported in January 2009.[2][3]

One of the synthetic steps is a ring-closing metathesis (RCM) reaction:[4]

1,2-Dihydro-1,2-azaborine synthesis Marwitz et al. 2009

References

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