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Merck
CN

336106

2,6-Lutidine

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
NACRES:
NA.22
PubChem Substance ID:
24860356
EC Number:
203-587-3
Beilstein/REAXYS Number:
105690
MDL number:
MFCD00006345

Key Documents

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InChI key

OISVCGZHLKNMSJ-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1cccc(C)n1

assay

≥99.0 %

form

liquid

refractive index

n20/D 1.497 (lit.)

bp

143-145 °C (lit.)

mp

−6 °C (lit.)

solubility

water: 163.130  g/L at 25 °C

density

0.92 g/mL at 25 °C (lit.)

Quality Level

300

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Application

2,6-Lutidine can be used as:
  • A base in the synthesis of an aldol adduct from malonic acid hemithioesters and aldehydes catalyzed by Cu(II) salt.
  • An additive in reductive cyclization of epoxygeranyl acetate.
  • A catalyst in combination with CuI for selective synthesis of N-sulfonyl-1,2,3-triazoles.

General description

2,6-Lutidine, also known as 2,6-dimethylpyridine, is an organic compound that is commonly used as a reagent in various organic reactions, such as the synthesis of heterocycles, nitroalkenes, and alkyl halides. It can also be used as a catalyst in organic synthesis.

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
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Certificates of Analysis (COA)

Lot/Batch Number
SHBT3970
SHBT2877
SHBT2872
SHBT2663
SHBT1682

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Ti (III)-catalyzed radical cyclization of 6, 7-epoxygeranyl acetate.
Fuse S, et al.
Tetrahedron Letters, 45(9), 1961-1963 (2004)
Cu (II)-catalyzed enantioselective aldol condensation between malonic acid hemithioesters and aldehydes.
Orlandi S, et al.
Tetrahedron Letters, 45(8), 1747-1749 (2004)
Copper-Catalyzed Synthesis of N-Sulfonyl-1, 2, 3-triazoles: Controlling Selectivity.
Yoo EJ, et al.
Angewandte Chemie (International Edition in English), 46(10), 1730-1733 (2007)
James R Frost et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 21(38), 13261-13277 (2015-08-01)
Since their isolation almost 20 years ago, the callipeltosides have been of long standing interest to the synthetic community owing to their unique structural features and inherent biological activity. Herein we present our full research effort that has led to the
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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