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Merck
모든 사진(1)

주요 문서

249505

Sigma-Aldrich

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

98%

동의어(들):

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

실험식(Hill 표기법):
C14H23N
CAS Number:
Molecular Weight:
205.34
Beilstein:
130503
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

분석

98%

양식

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

저장 온도

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

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일반 설명

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.

애플리케이션

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

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

183.2 °F - closed cup

Flash Point (°C)

84 °C - closed cup

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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문서 라이브러리 방문

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.
Organic Syntheses, 68, 138-138 (1990)
Synthesis, 283-283 (1980)
Daichi Nakamura et al.
Organic & biomolecular chemistry, 17(14), 3581-3589 (2019-03-23)
Regioselectivity of Ln(OTf)3-catalysed alcoholysis of 2,3- and 3,4-epoxy alcohols was closely investigated to expand the scope of the transformations. The synthetic use was demonstrated by application to the construction of 4-propoxy-5-hydroxy-2,3-pentanedione (C4-propoxy-HPD), which is a potent synthetic mediator in AI-2
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

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