549967
2,4,6-Tri-tert-butylpyrimidine
97%
Synonym(s):
2,4,6-Tris(1,1-dimethylethyl)pyrimidine
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About This Item
Empirical Formula (Hill Notation):
C16H28N2
CAS Number:
Molecular Weight:
248.41
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Product Name
2,4,6-Tri-tert-butylpyrimidine, 97%
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
SMILES string
CC(C)(C)c1cc(nc(n1)C(C)(C)C)C(C)(C)C
InChI key
VYWSYEDVFVGRGG-UHFFFAOYSA-N
assay
97%
mp
77-80 °C (lit.)
Quality Level
Related Categories
General description
2,4,6-Tri-tert-butylpyrimidine (TTBP) is a non-hygroscopic sterically hindered base. It can be prepared by the reaction between tert-butyl methyl ketone and tert-butyronitrile.3 TTBP is a suitable alternative to 2,6-di-tert-butylated pyridines in glycosylation reactions.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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1-Benzenesulfinyl piperidine/trifluoromethanesulfonic anhydride: a potent combination of shelf-stable reagents for the low-temperature conversion of thioglycosides to glycosyl triflates and for the formation of diverse glycosidic linkages.
Crich D and Smith M.
Journal of the American Chemical Society, 123(37), 9015-9020 (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.
Crich D, et al.
Synthesis, 2001(02), 0323-0326 (2001)
On the mechanism of the reaction between ketones and trifluoromethanesulfonic anhydride. An improved and convenient method for the preparation of pyrimidines and condensed pyrimidines.
Garcia Martinez A, et al.
The Journal of Organic Chemistry, 57(5), 1627-1630 (1992)
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