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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
Assay:
≥99.0 %
Form:
liquid
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assay

≥99.0 %

Quality Level

300

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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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 Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water soluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

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Certificates of Analysis (COA)

Lot/Batch Number
SHBT5599
SHBT6589
SHBT7674
SHBT6590
SHBT3970

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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)
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
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