735353
Lithium 2,2,6,6-tetramethylpiperidide
95%
동의어(들):
2,2,6,6-Tetramethylpiperidine lithium salt (1:1), LTMP
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제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C9H18LiN
CAS 번호:
Molecular Weight:
147.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Assay:
95%
Form:
solid
Quality Level
assay
95%
form
solid
SMILES string
[Li]N1C(C)(C)CCCC1(C)C
InChI
1S/C9H18N.Li/c1-8(2)6-5-7-9(3,4)10-8;/h5-7H2,1-4H3;/q-1;+1
InChI key
ANYSGBYRTLOUPO-UHFFFAOYSA-N
Application
Lithium 2,2,6,6-tetramethylpiperidide is a strong base and can be used:
- For the synthesis of enamines from terminal epoxides through trans-α-lithiated epoxide as an intermediate.
- For ortholithiation of arenes such as 1,3-bis(trifluoromethyl)benzene, 4,4-dimethyl-2-phenyl-2-oxazoline, 1,4-bis(trifluoromethyl)benzene and 1,3-dimethoxybenzene.
- In combination with Lewis donor ligand, N,N,N′,N′-tetramethylethylenediamine (TMEDA) for deprotonative metalation of methoxy-substituted arenes.{21]
signalword
Danger
hcodes
저장 등급
4.3 - Hazardous materials which set free flammable gases upon contact with water
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Hazard Classifications
Skin Corr. 1B - Water-react. 2
Case for Lithium Tetramethylpiperidide-Mediated Ortholithiations: Reactivity and Mechanisms.
Mack KA and Collum DB
Journal of the American Chemical Society, 140(14), 4877-4883 (2018)
Alkenes from terminal epoxides using lithium 2,2,6,6-tetramethylpiperidide and organolithiums or grignard reagents.
Hodgson DM, et al.
Journal of the American Chemical Society, 126(39), 12250-12251 (2004)
Deprotonative metalation of methoxy-substituted arenes using lithium 2, 2, 6, 6-tetramethylpiperidide: Experimental and computational study.
Akimoto G, et al.
The Journal of Organic Chemistry, 83(21), 13498-13506 (2018)