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219584

Sigma-Aldrich

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
Beilstein:
125886
EC Number:
209-557-6
MDL number:
MFCD00006306
UNSPSC Code:
12352100
PubChem Substance ID:
24853137
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

≥97%

form

liquid

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

SMILES string

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

InChI

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

InChI key

UWKQJZCTQGMHKD-UHFFFAOYSA-N

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General description

Reactivity of 2,6-di-tert-butylpyridine with iron(III) tetraphenylporphyrin pi-cation radical has been examined by proton NMR spectroscopy[1]. Reaction of 2,6-di-tert-butylpyridine with methyl iodide and methyl fluorosulfonate under high pressure has been reported[2].

Application

2,6-Di-tert-butylpyridine was used as proton trapping agent to investigate the living polymerization of isobutylene[3]. It was also used with cerric ammonium nitrate in the α-enolation of aldehydes leading to 1,4-dicarbonyl systems[4].

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

159.8 °F - closed cup

Flash Point(C)

71 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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)
J. Macromol. Sci., Pure Appl. Chem., A29, 639-639 (1992)
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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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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