rac-2-tert-Butyl-2,4,5,6,6-penta­chloro­cyclo­hex-3-en-1-one
2011

Study of a Chiral Molecule with Two Stereogenic Centers

publication Evidence: moderate

Author Information

Author(s): Maharramov Abel M., Allahverdiyev Mirza A., Mammadov Elmar Y., Askerova Ayten R., Rashidov Bahruz A.

Primary Institution: Baku State University

Conclusion

The study successfully describes the crystallization and structural characteristics of the chiral molecule rac-2-tert-butyl-2,4,5,6,6-pentachlorocyclohex-3-en-1-one.

Supporting Evidence

  • The title compound crystallizes as a racemate consisting of enantiomeric pairs.
  • The cyclohexene ring adopts a half-chair conformation.
  • The tert-butyl group is attached in a pseudo-axial position.

Takeaway

Scientists looked at a special molecule that has two parts that can be different shapes, but it ended up being a mix of both shapes when it formed crystals.

Methodology

The molecule was synthesized using 2,6-di-tert-butylphenol and ammonium thiocyanate in methanol, followed by recrystallization.

Digital Object Identifier (DOI)

10.1107/S160053681100897X

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