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249505

2,6-Di-tert-butyl-4-methylpyridine

98%

Synonym(s):

2,6-Bis(1,1-dimethylethyl)-4-methylpyridine, 2,6-Bis(tert-butyl)-4-methylpyridine, 2,6-Ditert-butyl-4-methylpyridine, 4-Methyl-2,6-di-tert-butylpyridine

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About This Item

Empirical Formula (Hill Notation):
C14H23N
CAS Number:
38222-83-2
Molecular Weight:
205.34
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24855001
EC Number:
253-834-4
Beilstein/REAXYS Number:
130503
MDL number:
MFCD00006305
Assay:
98%
Form:
solid
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Quality Segment

200

assay

98%

form

solid

refractive index

n20/D 1.4763 (lit.)

bp

233 °C (lit.)

mp

33-36 °C (lit.)

solubility

ethanol: soluble 5%, clear to slightly hazy, colorless to dark yellow

storage temp.

2-8°C

SMILES string

Cc1cc(nc(c1)C(C)(C)C)C(C)(C)C

InChI

1S/C14H23N/c1-10-8-11(13(2,3)4)15-12(9-10)14(5,6)7/h8-9H,1-7H3

InChI key

HVHZEKKZMFRULH-UHFFFAOYSA-N

General description

2,6-Di-tert-butyl-4-methylpyridine is a sterically hindered, non-nucleophilic base which distinguishes between BrÖnsted (protonic) and Lewis acids. It also enables the direct high-yield conversion of aldehydes and ketones to vinyl triflates. It inhibits desilylation and hydration of the products during GaCl3-catalyzed ortho-ethynylation of phenol.

Application

2,6-Di-tert-butyl-4-methylpyridine has been used:
  • in the synthesis of 1,2-dihydro-2-silanaphthalene derivatives
  • as base in PtCl4-catalyzed cyclization reactions of homopropargyl azide derivatives
  • diastereoselective synthesis of β-thiomannopyranosides

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

flash_point_f

183.2 °F - closed cup

flash_point_c

84 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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