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Borane carbonyl

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Borane carbonyl
Names
IUPAC name Borane carbonyl
Other names
  • BH3CO
  • Borane-carbon monoxide (1:1)
  • Borane, compd. with carbon monoxide (1:1)
  • Borine carbonyl
  • Boron, carbonyltrihydro
  • Boron, carbonyltrihydro-, (T-4)-
  • Carbon monoxide-borane
  • Carbonyltrihydroboron
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/CO.BH3/c1-2;/h;1H3Key: SJGVUIMZYFHURU-UHFFFAOYSA-N
SMILES
  • C#
Properties
Chemical formula H3BCO
Molar mass 41.84 g·mol
Appearance colorless gas
Density 1.71 g/L
Melting point −137 °C (−215 °F; 136 K)
Boiling point −64 °C (−83 °F; 209 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Borane carbonyl is the inorganic compound with the formula H3BCO. This colorless gas is the adduct of borane and carbon monoxide. It is usually prepared by combining borane-ether complexes and CO. The compound is mainly of theoretical and pedagogical interest.

Structure and properties

The structure of the molecule of borane carbonyl is H3B−C≡O. The B−C≡O linkage is linear. The coordination geometry around the boron atom is tetrahedral. The bond distances are 114.0 pm for the C≡O bond, 152.9 pm for the C−B bond, and 119.4 pm for the B−H bonds. The H−B−H bond angle is 113.7°. The C≡O vibrational band is at 2164.7 cm, around 22 cm higher than that of free CO.

Borane carbonyl has an enthalpy of vaporization of 19.7 kJ/mol (4750 cal/mol). It has electronic state A1 and point group symmetry C3v.

Synthesis and reactions

Borane carbonyl was discovered in 1937 by reacting diborane with excess carbon monoxide, with the equation:

B2H6 + 2 CO ⇌ 2 BH3CO.

The reaction quickly reaches equilibrium at 100°C, but at room temperature, the reverse reaction is slow enough to isolate borane carbonyl. This reaction is performed at high pressures, typically with a maximum pressure observed of 1000 to 1600 psi (68.95 to 110.32 bar). It can also be performed at atmospheric pressure, with ethers as a catalyst.

A more recent synthesis of borane carbonyl involves slowly bubbling carbon monoxide through a 1 M H3B−THF solution. The resulting gas stream can be condensed and subsequently bubbled through ethanolic potassium hydroxide to produce the boranocarbonate anion ([H3BCO2] or H3B−CO−2).

References

  1. ^ "Borine carbonyl | 13205-44-2". www.chemicalbook.com.
  2. Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. p. 165. ISBN 978-0-08-037941-8.
  3. Jacobsen, H.; Berke, H.; Doering, S.; Kehr, G.; Erker, G.; Froehlich, R.; Meyer, O. (1999). "Lewis Acid Properties of Tris(pentafluorophenyl)borane. Structure and Bonding in L-B(C6F5)3 Complexes". Organometallics. 18: 1724–1735. doi:10.1021/OM981033E.
  4. ^ Burg, Anton B.; Schlesinger, H. I. (1937-05-01). "Hydrides of Boron. VII. Evidence of the Transitory Existence of Borine (BH 3 ): Borine Carbonyl and Borine Trimethylammine". Journal of the American Chemical Society. 59 (5): 780–787. doi:10.1021/ja01284a002. ISSN 0002-7863.
  5. NIST Chemistry WebBook. "NIST Chemistry WebBook". NIST Chemistry WebBook. Archived from the original on 2020-10-28. Retrieved 25 October 2020.
  6. Carter, James C.; Parry, Robert W. (1965-06-01). "The Ammonia and Alkylamine Addition Compounds of Carbon Monoxide Borane". Journal of the American Chemical Society. 87 (11): 2354–2358. doi:10.1021/ja01089a009. ISSN 0002-7863.
  7. Mayer, Erwin (1971-07-01). "Äther als Katalysatoren für die Reaktion von Diboran mit Lewis-Basen; vereinfachte Darstellung von Carbonylboran und Phosphinboran". Monatshefte für Chemie (in German). 102 (4): 940–945. doi:10.1007/BF00909917. ISSN 1434-4475.
  8. ^ Alberto, R.; Ortner, K.; Wheatley, N.; Schibli, R.; Schubiger, A. P. (2001). "Synthesis and Properties of Boranocarbonate: A Convenient in Situ CO Source for the Aqueous Preparation of ". J. Am. Chem. Soc. 123 (13): 3135–3136. doi:10.1021/ja003932b. PMID 11457025.
Boron compounds
Boron pnictogenides
Boron halides
Acids
Boranes
Boron oxides and sulfides
Carbides
Organoboron compounds
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