774766
Lithium diisopropylamide solution
1.0 M in THF/hexanes
Synonym(s):
LDA
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About This Item
Linear Formula:
[(CH3)2CH]2NLi
CAS Number:
Molecular Weight:
107.12
UNSPSC Code:
12352001
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3655042
form
liquid
Quality Segment
concentration
1.0 M in THF/hexanes
density
0.719 g/mL at 25 °C
functional group
amine
storage temp.
2-8°C
SMILES string
[Li]N(C(C)C)C(C)C
InChI
1S/C6H14N.Li/c1-5(2)7-6(3)4;/h5-6H,1-4H3;/q-1;+1
InChI key
ZCSHNCUQKCANBX-UHFFFAOYSA-N
General description
This material is in a solution of THF/Hexanes (ca. 1:7 ratio, respectively)
Application
Titanium-ate enolates prepared from ketones by Ti(OiPr)4 and LDA underwent efficient radical trifluoromethylation providing trifluoromethyl ketones in good yield. Used in directed ortho-lithiation of arylsulfonyloxazolidinones to prepare N-substituted saccharin analogs.
Packaging
The 25 mL Sure/Seal™ bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.
Legal Information
Sure/Seal is a trademark of Sigma-Aldrich Co. LLC
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Danger
Hazard Classifications
Aquatic Chronic 2 - Asp. Tox. 1 - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Repr. 2 - Skin Corr. 1B - STOT RE 1 Inhalation - STOT SE 3
target_organs
Central nervous system, Nervous system, Respiratory system
supp_hazards
Storage Class
4.2 - Pyrophoric and self-heating hazardous materials
flash_point_f
-7.6 °F - closed cup
flash_point_c
-22 °C - closed cup
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