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L3900

Sigma-Aldrich

2,6-Lutidina

ReagentPlus®, 98%

Sinônimo(s):

2,6-Dimetilpiridina

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About This Item

Fórmula empírica (Notação de Hill):
C7H9N
Número CAS:
108-48-5
Peso molecular:
107.15
Beilstein:
105690
Número CE:
203-587-3
Número MDL:
MFCD00006345
Código UNSPSC:
12352005
ID de substância PubChem:
24896359
NACRES:
NA.22

Nível de qualidade

200

linha de produto

ReagentPlus®

Ensaio

98%

índice de refração

n20/D 1.497 (lit.)

pb

143-145 °C (lit.)

pf

−6 °C (lit.)

densidade

0.92 g/mL at 25 °C (lit.)

cadeia de caracteres SMILES

Cc1cccc(C)n1

InChI

1S/C7H9N/c1-6-4-3-5-7(2)8-6/h3-5H,1-2H3

chave InChI

OISVCGZHLKNMSJ-UHFFFAOYSA-N

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Aplicação

2,6-Lutidine can be used as a base for the oxidation of α-CF3 alcohols to the corresponding carbonyl compounds in the presence of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (Bobbitt′s salt) as oxidation reagent.
It can be used:
  • As a promoter for catalytic asymmetric fluorination of α-cyanophosphonates in the presence of chiral Pd(II)-bisphosphine complexes.
  • In combination with tert-butyldimethylsilyl triflate for the protection of tertiary alcohols and unreactive secondary alcohols.
  • In combination with triethylsilyl trifluoromethanesulfonate for the conversion of acetals to the corresponding aldehydes in dichloromethane followed by workup in water.

Informações legais

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictogramas

FlameExclamation mark
GHS02,GHS07

Palavra indicadora

Warning

Frases de perigo

H226,H302,H315,H319

Classificações de perigo

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2

Código de classe de armazenamento

3 - Flammable liquids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

91.4 °F

Ponto de fulgor (°C)

33 °C

Equipamento de proteção individual

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Choose from one of the most recent versions:

Certificados de análise (COA)

Lot/Batch Number
SLCL6232
MKCQ1086
MKCP9672
MKCN8852
STBK0891

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Synthesis of 4-acetamido-2, 2, 6, 6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate and 4-acetamido-(2, 2, 6, 6-tetramethyl-piperidin-1-yl) oxyl and their use in oxidative reactions.
Mercadante M A, et al.
Nature Protocols, 8(4), 666-666 (2013)
Pd (II)-Catalyzed Asymmetric Fluorination of ?-Aryl-?-cyanophosphonates with the Aid of 2, 6-Lutidine.
Moriya K I, et al.
Synlett, 2007(07), 1139-1142 (2007)
Unexpected Highly Chemoselective Deprotection of the Acetals from Aldehydes and Not Ketones: TESOTf? 2, 6-Lutidine Combination.
Fujioka H, et al.
Journal of the American Chemical Society, 126(38), 11800-11801 (2004)
Studies with trialkylsilyltriflates: new syntheses and applications.
Corey E J, et al.
Tetrahedron Letters, 22(36), 3455-3458 (1981)
Bojana Ginovska et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(44), 15713-15719 (2015-10-24)
We report that 2,6-lutidine⋅trichloroborane (Lut⋅BCl3 ) reacts with H2 in toluene, bromobenzene, dichloromethane, and Lut solvents producing the neutral hydride, Lut⋅BHCl2 . The mechanism was modeled with density functional theory, and energies of stationary states were calculated at the G3(MP2)B3
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