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Merck
CN

219584

2,6-Di-tert-butylpyridine

≥97%

Synonym(s):

2,6-Bis(1,1-dimethylethyl)pyridine, 2,6-Ditert-butylpyridine

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About This Item

Empirical Formula (Hill Notation):
C13H21N
CAS Number:
585-48-8
Molecular Weight:
191.31
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24853137
EC Number:
209-557-6
Beilstein/REAXYS Number:
125886
MDL number:
MFCD00006306
Assay:
≥97%
Form:
liquid

Key Documents

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Product Name

2,6-Di-tert-butylpyridine, ≥97%

assay

≥97%

form

liquid

InChI key

UWKQJZCTQGMHKD-UHFFFAOYSA-N

InChI

1S/C13H21N/c1-12(2,3)10-8-7-9-11(14-10)13(4,5)6/h7-9H,1-6H3

SMILES string

CC(C)(C)c1cccc(n1)C(C)(C)C

refractive index

n20/D 1.473 (lit.)

bp

100-101 °C/23 mmHg (lit.)

density

0.852 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Quality Level

200

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Application

2,6-Di-tert-butylpyridine was used as proton trapping agent to investigate the living polymerization of isobutylene. It was also used with cerric ammonium nitrate in the α-enolation of aldehydes leading to 1,4-dicarbonyl systems.

General description

Reactivity of 2,6-di-tert-butylpyridine with iron(III) tetraphenylporphyrin pi-cation radical has been examined by proton NMR spectroscopy. Reaction of 2,6-di-tert-butylpyridine with methyl iodide and methyl fluorosulfonate under high pressure has been reported.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

159.8 °F - closed cup

flash_point_c

71 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR4992
SHBN6702
SHBN9198
SHBL6309
SHBL5085

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Karolina A Tarach et al.
ChemSusChem, 12(3), 633-638 (2018-12-07)
A new theoretical and practical framework has been developed through operando study of the zeolite catalytic cracking of low-density polyethylene (as a model reaction) under reaction conditions. Results show that microporous ZSM-5 gives rise to less cracking products. Hierarchical ZSM-5
J. Macromol. Sci., Pure Appl. Chem., A29, 639-639 (1992)
Reactions of crowded molecules under high pressure. Reactions of 2, 6-di-tert-butylpyridine with methyl iodide and methyl fluorosulfonate under high pressure.
Okamoto Y and Lee KI.
Journal of the American Chemical Society, 97(!4), 4015-4018 (1975)
Enantioselective organocatalytic singly occupied molecular orbital activation: the enantioselective alpha-enolation of aldehydes.
Hye-Young Jang et al.
Journal of the American Chemical Society, 129(22), 7004-7005 (2007-05-15)
Living carbocationic polymerization of isobutylene with blocked bifunctional initiators in the presence of di-tert-butylpyridine as a proton trap.
Gyor M, et al.
J. Macromol. Sci., Pure Appl. Chem., 29(8), 639-653 (1992)
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