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6867-30-7 - Lithium acetylide ethylenediamine complex, tech. 90% - L12401 - Alfa Aesar

L12401 Lithium acetylide ethylenediamine complex, tech. 90%

Numéro de CAS
6867-30-7
Synonymes

Conditionnement Prix ($) Quantité Disponibilité
25g 76,00
100g 224,00
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Lithium acetylide ethylenediamine complex, tech. 90%

MDL
MFCD00013183
EINECS
229-967-9

Propriétés chimiques

Formule
C4H9LiN2
Poids moleculaire
92.07
Point de fusion
ca 76° dec.
Densité
1.04
Sensibilité
Moisture Sensitive
Solubilité
Soluble in ethylene diamine, n-propyl amine, n-butyl amine, pyridine, dimethyl formamaide, diglyme, dioxan and dimethylsulfoxide.

Applications

Lithium acetylide ethylenediamine complex is used in the synthesis of a chiral cyclopropanol. It is also used as an alkynylating reagent for the enantioselective alkynylation of ketones catalyzed by lithium binaphtholate without using other metal sources.

Notes

Moisture and light sensitive. Store in cool place. Incompatible with alcohols, acids, oxidizing agents, water. It reacts with water to form lithium hydroxide and acetylene, which is a flammable gas. Over time, pressure may increase causing containers to burst. Handle and open container with care.

Références bibliographiques

Convenient, relatively stable form of lithium acetylide, soluble in organic solvents such as DMF, DMSO, diglyme and dioxan: J. Org. Chem., 28, 2775 (1963); 29, 1872 (1964). For addition to ketones to give ethynyl carbinols, see: J. Org. Chem., 30, 1604 (1965). For reaction with alkyl halides in DMSO to give terminal alkynes, see: Can. J. Chem., 41, 2600 (1963).

Hashimoto, K.; Kumagai, N.; Shibasaki, M. A Carbon Nanotube Confinement Strategy to Implement Homogeneous Asymmetric Catalysis in the Solid Phase. Chem. Eur. J. 2015, 21 (11), 4262-4266.

Bassan, E. M.; Baxter, C. A.; Beutner, G. L.; Emerson, K. M.; Fleitz, F. J.; Johnson, S.; Keen, .; Kim, M. M.; Kuethe, J. T.; Leonard, W. R.; Mullens, P. R.; Muzzio, D. J.; Roberge, C.; Yasuda, N. Multikilogram-Scale Synthesis of a Chiral Cyclopropanol and an Investigation of the Safe Use of Lithium Acetylide-Ethylene Diamine Complex. Org. Process Res. Dev. 2011, 16 (1), 87-95.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H261-H314-H318

In contact with water releases flammable gas. Causes severe skin burns and eye damage. Causes serious eye damage.

Mentions de prudence: P280-P305+P351+P338-P310a-P370+P378i-P403-P402+P404

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor In case of fire: Use for extinction: Fire-extinguishing powder. Store in a well-ventilated place. Store in a dry place. Store in a closed container.

Autres références

Beilstein
3593824
Classe de danger
4.3
Groupe d'emballage
I
Code tarifaire harmonisé
2931.90
TSCA
Yes

Recommandé

Consulté récemment

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Sciences de la vie

Métaux et matériaux

Catalyseurs

Analytique et matériel de laboratoire