2,4,6-Tri-tert-butylpyrimidine
Names
Preferred IUPAC name
2,4,6-Tri-tert-butylpyrimidine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.156.924
EC Number
  • 628-674-7
  • InChI=1S/C16H28N2/c1-14(2,3)11-10-12(15(4,5)6)18-13(17-11)16(7,8)9/h10H,1-9H3
    Key: VYWSYEDVFVGRGG-UHFFFAOYSA-N
  • CC(C)(C)C1=CC(=NC(=N1)C(C)(C)C)C(C)(C)C
Properties
C16H28N2
Molar mass 248.414 g·mol−1
Appearance White or colorless solid
Melting point 77–78 °C (171–172 °F; 350–351 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2,4,6-Tri-tert-butylpyrimidine is the organic compound with the formula HC(ButC)2N2CtBu where tBu = (CH3)3C. It is a substituted derivative of the heterocycle pyrimidine. Known also as TTBP, this compound is of interest as a base that is sufficiently bulky to not bind boron trifluoride but still able to bind protons. It is less expensive that the related bulky derivatives of pyridine such as 2,6-di-tert-butylpyridine, 2,4,6-tri-tert-butylpyridine, and 2,6-di-tert-butyl-4-methylpyridine.[1]

References

  1. ↑ Crich, David; Smith, Mark; Yao, Qingjia; Picione, John (2001). "2,4,6-Tri-tert-butylpyrimidine (TTBP): A Cost Effective, Readily Available Alternative to the Hindered Base 2,6-Di-tert-butylpyridine and its 4-Substituted Derivatives in Glycosylation and Other Reactions". Synthesis. 2001 (2): 0323–0326. doi:10.1055/s-2001-10798. S2CID 196775791.
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