- CasNo 1749-29-7
- Purity 99%
Cost-effective and customizable (2-pyridylmethyl)lithium 1749-29-7 factory
- Molecular Formula: C6H6 N . Li
- Molecular Weight: 99.0613
- Boiling Point: 127.5°Cat760mmHg
- Flash Point: 26.1°C
- PSA: 12.36000
- Density: g/cm3
- LogP: 0.89310
(2-pyridylmethyl)lithium(Cas 1749-29-7) Usage
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General Description |
(2-Pyridylmethyl)lithium, also known as 2-picolyllithium, is a reactive organolithium compound characterized by restricted methylene rotation, as evidenced by its high activation energy (~93 kJ mol-1 ) and entropy (~95 J K-1 mol-1 ). It serves as a nucleophile in synthetic chemistry, participating in reactions such as nucleophilic addition to imines in the formation of Fe(iv) alkylidene complexes. Additionally, it reacts with vinyl(tert-butyl)acetylene to yield pyridylallene derivatives. Its complexation behavior with lithium salts has been studied in both solid-state and solution phases, revealing dynamic structural changes in coordinating solvents. |
InChI:InChI=1/C6H6N.Li/c1-6-4-2-3-5-7-6;/h2-5H,1H2;/rC6H6LiN/c7-5-6-3-1-2-4-8-6/h1-4H,5H2
1749-29-7 Relevant articles
Neutral Fe(iv) alkylidenes, including some that bind dinitrogen
Lindley, Brian M.,Jacobs, Brian P.,MacMillan, Samantha N.,Wolczanski, Peter T.
, p. 3891 - 3894 (2016)
Neutral, formally Fe(iv) alkylidene spec...
A DNMR Study of Restricted Methylene Rotation in 2-Pyridylmethyl- and 3-Methyl-2-pyridylmethyllithium
Matsui, Hideki,Yoshino, Akihiro,Yoshida, Tadayoshi,Takahashi, Kensuke
, p. 1052 - 1054 (1984)
Thermodynamical parameters for the restr...
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Konishi et al.
, p. 2281 (1971)
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Complexation behaviour of LiCl and LiPF6-model studies in the solid-state and in solution using a bidentate picolyl-based ligand
Espinosa-Jalapa, Noel Angel,Berg, Nele,Seidl, Michael,Shenderovich, Ilya G.,Gschwind, Ruth M.,Bauer, Jonathan O.
, p. 13335 - 13338 (2020)
Structural knowledge on ubiquitous lithi...
REACTION OF 2-PICOLYLLITHIUM AND 6-METHYL-2-PICOLYLLITHIUM WITH VINYL(tert-BUTYL)ACETYLENE
Cherkasov, L. N.
, p. 1181 - 1182 (1982)
The possibility of obtaining pyridylalle...
Synthesis, structure and coordination of the ambiphilic ligand (2-picolyl)BCy2
Vergnaud, Jerome,Ayed, Tahra,Hussein, Khansaa,Vendier, Laure,Grellier, Mary,Bouhadir, Ghenwa,Barthelat, Jean-Claude,Sabo-Etienne, Sylviane,Bourissou, Didier
, p. 2370 - 2372 (2008/02/04)
The new pyridine-borane compound (2-pico...
Carbon-linked substituted piperidines and derivatives thereof useful as histamine H3 antagonists
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Page/Page column 28-29, (2008/06/13)
Disclosed are compounds of the formula o...
1749-29-7 Process route
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-
109-06-8
α-picoline
-
-
1749-29-7
2-pyridylmethyllithium
| Conditions | Yield |
|---|---|
|
With
n-butyllithium;
In
hexane; pentane;
at -30 - 20 ℃;
for 2h;
Inert atmosphere;
|
86%
|
|
With
n-butyllithium;
In
diethyl ether; hexane;
at -20 ℃;
|
48%
|
|
With
phenyllithium;
In
diethyl ether;
Ambient temperature;
in an argon atmosphere;
|
|
|
With
n-butyllithium;
In
tetrahydrofuran; hexane;
at -20 ℃;
for 1h;
|
|
|
With
n-butyllithium;
In
hexane;
for 2h;
Ambient temperature;
|
|
|
With
n-butyllithium;
In
diethyl ether;
for 0.666667h;
Heating / reflux;
|
|
|
With
tert.-butyl lithium;
In
tetrahydrofuran; pentane;
at -78 ℃;
for 0.166667h;
|
-
-
109-06-8
α-picoline
-
-
109-72-8,29786-93-4
n-butyllithium
-
-
1749-29-7
2-pyridylmethyllithium
| Conditions | Yield |
|---|---|
|
In
diethyl ether;
at -25 ℃;
for 0.75h;
Inert atmosphere;
|
52%
|
|
In
tetrahydrofuran; hexanes;
at -20 ℃;
for 1.75h;
|
1749-29-7 Upstream products
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109-06-8
α-picoline
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591-51-5
phenyllithium
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4111-54-0
lithium diisopropyl amide
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109-72-8
n-butyllithium
1749-29-7 Downstream products
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1132-37-2
bis(2-pyridyl)methane
-
77429-58-4
tris(2-pyridyl)methane
-
106989-75-7
rac-(E)-4-phenyl-1-(pyridin-2-yl)but-3-en-2-ol
-
1620-53-7
1-phenyl-2-pyridin-2-ylethanone
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