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form
liquid
Quality Level
refractive index
n20/D 1.497 (lit.)
bp
143-145 °C (lit.)
mp
−6 °C (lit.)
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
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
89.6 °F
Flash Point(C)
32 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Cu (II)-catalyzed enantioselective aldol condensation between malonic acid hemithioesters and aldehydes.
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Ti (III)-catalyzed radical cyclization of 6, 7-epoxygeranyl acetate.
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Copper-Catalyzed Synthesis of N-Sulfonyl-1, 2, 3-triazoles: Controlling Selectivity.
Angewandte Chemie (International Edition in English), 46(10), 1730-1733 (2007)
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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
Protocols
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