Accéder au contenu
Merck
Toutes les photos(1)

Principaux documents

Voir toute la documentation

249505

Sigma-Aldrich

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

98%

Synonyme(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

Se connecterpour consulter vos tarifs contractuels et ceux de votre entreprise/organisme

Sélectionner une taille de conditionnement

5 G
64,20 €
25 G
205,00 €

64,20 €

Veuillez contacter notre Service Clients pour connaître la disponibilité de ce produit.
Devis pour commande en gros
Toutes les photos(1)

Sélectionner une taille de conditionnement

Changer de vue
5 G
64,20 €
25 G
205,00 €

About This Item

Formule empirique (notation de Hill) :
C14H23N
Numéro CAS:
38222-83-2
Poids moléculaire :
205.34
Beilstein:
130503
Numéro CE :
253-834-4
Numéro MDL:
MFCD00006305
Code UNSPSC :
12352100
ID de substance PubChem :
24855001
Nomenclature NACRES :
NA.22

64,20 €

Veuillez contacter notre Service Clients pour connaître la disponibilité de ce produit.
Devis pour commande en gros

Essai

98%

Forme

solid

Indice de réfraction

n20/D 1.4763 (lit.)

pb

233 °C (lit.)

Pf

33-36 °C (lit.)

Solubilité

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

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

HVHZEKKZMFRULH-UHFFFAOYSA-N

Vous recherchez des produits similaires ? Visite Guide de comparaison des produits

Catégories apparentées

Description générale

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[1] and ketones[1][2] to vinyl triflates. It inhibits desilylation and hydration of the products during GaCl3-catalyzed ortho-ethynylation of phenol[3].

Application

2,6-Di-tert-butyl-4-methylpyridine has been used:
  • in the synthesis of 1,2-dihydro-2-silanaphthalene derivatives[4]
  • as base in PtCl4-catalyzed cyclization reactions of homopropargyl azide derivatives[5]
  • diastereoselective synthesis of β-thiomannopyranosides[6]

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

183.2 °F - closed cup

Point d'éclair (°C)

84 °C - closed cup

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
BCCG6911
BCCG4356
BCCG2181
BCBN5979V
BCBN3608V

Vous ne trouvez pas la bonne version ?

Si vous avez besoin d'une version particulière, vous pouvez rechercher un certificat spécifique par le numéro de lot.

Rechercher un(e) COA

Déjà en possession de ce produit ?

Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

D Crich et al.
The Journal of organic chemistry, 65(3), 801-805 (2000-05-18)
A highly diastereoselective synthesis of beta-thiomannopyranosides is described in which S-phenyl 2,3-di-O-benzyl-4, 6-O-benzylidene-1-deoxy-1-thia-alpha-D-mannopyranoside S-oxide is treated with triflic anhydride and 2, 6-di-tert-butyl-4-methylpyridine in CH(2)Cl(2) at -78 degrees C leading to the formation of an intermediate alpha-mannosyl triflate. Addition of primary
Katsumi Kobayashi et al.
Journal of the American Chemical Society, 124(29), 8528-8529 (2002-07-18)
Phenols are ethynylated at the ortho position with silylated chloroethyne in the presence of a catalytic amount of GaCl3 and lithium phenoxide. The lithium salt is essential for the catalysis, and addition of 2,6-di(tert-butyl)-4-methylpyridine inhibits desilylation and hydration of the
Synthesis, 283-283 (1980)
Organic Syntheses, 68, 138-138 (1990)
Hidekazu Arii et al.
Chemical communications (Cambridge, England), 50(50), 6649-6652 (2014-05-16)
Treatment of dialkylbenzylsilane (1) with trityl tetrakis(pentafluorophenyl)borate (TPFPB) in the presence of terminal or internal alkynes (3) and 2,6-di-tert-butyl-4-methylpyridine gave the corresponding 1,2-dihydro-2-silanaphthalene derivatives (4) in 34-82% yields.
Afficher tous les articles scientifiques apparentés

Questions

1–2 of 2 Questions  

  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

      Helpful?

  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

      Helpful?

Reviews

No rating value

Active Filters

Notre équipe de scientifiques dispose d'une expérience dans tous les secteurs de la recherche, notamment en sciences de la vie, science des matériaux, synthèse chimique, chromatographie, analyse et dans de nombreux autres domaines..

Contacter notre Service technique