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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:
Molecular Weight:
107.15
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-587-3
Beilstein/REAXYS Number:
105690
MDL number:
Assay:
≥99.0 %
Form:
liquid
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assay

≥99.0 %

Quality Level

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.)

SMILES string

Cc1cccc(C)n1

InChI

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

InChI key

OISVCGZHLKNMSJ-UHFFFAOYSA-N

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.

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.



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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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Cu (II)-catalyzed enantioselective aldol condensation between malonic acid hemithioesters and aldehydes.
Orlandi S, et al.
Tetrahedron Letters, 45(8), 1747-1749 (2004)
Ti (III)-catalyzed radical cyclization of 6, 7-epoxygeranyl acetate.
Fuse S, et al.
Tetrahedron Letters, 45(9), 1961-1963 (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)



Global Trade Item Number

SKUGTIN
336106-100ML04061826742815
336106-190UL04061837672514
336106-1L04061837672521
336106-2L04061826742822
336106-5L04022536025919
336106-PZ04061826597422