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L3900

2,6-Lutidine

ReagentPlus®, 98%

Synonym(s):

2,6-Dimethylpyridine

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About This Item

Empirical Formula (Hill Notation):
C7H9N
CAS Number:
108-48-5
Molecular Weight:
107.15
UNSPSC Code:
12352005
PubChem Substance ID:
24896359
NACRES:
NA.22
EC Number:
203-587-3
MDL number:
MFCD00006345
Beilstein/REAXYS Number:
105690
Assay:
98%
Form:
liquid
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Quality Level

200

product line

ReagentPlus®

assay

98%

form

liquid

refractive index

n20/D 1.497 (lit.)

bp

143-145 °C ((lit.)), 143-145 °C (lit.)

mp

-6 °C, −6 °C (lit.)

density

0.92  g/mL at 25 °C ((lit.)), 0.92 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCCCC(=O)ON1C(=O)CCC1=O, Cc1cccc(C)n1

InChI

1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-10-11-16(20)21-17-14(18)12-13-15(17)19/h2-13H2,1H3, 1S/C7H9N/c1-6-4-3-5-7(2)8-6/h3-5H,1-2H3

InChI key

LRKGVVJOUNKTGG-UHFFFAOYSA-N

, OISVCGZHLKNMSJ-UHFFFAOYSA-N

Application

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.

Legal Information

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

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pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk

WGK 3

ppe

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

flash_point_f

89.6 °F

flash_point_c

32 °C

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB3730
MKDB4791
MKDB4788
MKDB4790
MKDB4789

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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)
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