Skip to Content
Merck
CN

L3900

2,6-Lutidine

ReagentPlus®, 98%

Synonym(s):

2,6-Dimethylpyridine

Sign In to View Organizational & Contract Pricing.

Select a Size

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

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

flash_point_f

89.6 °F

flash_point_c

32 °C

ppe

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

Regulatory Information

危险化学品

This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKDB3730
MKDB4791
MKDB4788
MKDB4789
MKDB4790

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
Studies with trialkylsilyltriflates: new syntheses and applications.
Corey E J, et al.
Tetrahedron Letters, 22(36), 3455-3458 (1981)
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)
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
View All Related Papers

Global Trade Item Number

SKUGTIN
L3900-100ML-A04061833957134
L3900-500ML-A04061833957141
L3900-2L-A04061837676291

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service