6867-30-7 Usage
Description
Lithium acetylide ethylenediamine complex is a slightly yellow to light brown crystalline compound, derived from lithium acetylide, which is unstable and disproportionates to form lithium carbide and acetylene. This complex is soluble in liquid ammonia at its boiling point and is not sensitive to shock, presenting hazards primarily due to possible caustic burns and the formation of ammonia and acetylene when it contacts the air.
Uses
Used in Pharmaceutical Industry:
Lithium acetylide ethylenediamine complex is used as a reagent for the synthesis of ethynylated ketones, which are essential intermediates in the multistep synthesis of vitamin A. It plays a crucial role in the production of this essential nutrient.
Used in Chemical Synthesis:
Lithium acetylide ethylenediamine complex is used as an alkynylating reagent for the enantioselective alkynylation of ketones, catalyzed by lithium binaphtholate without using other metal sources. This application is significant in the synthesis of chiral cyclopropanol and contributes to the development of enantiomerically pure compounds.
Used in Coordination Chemistry:
In coordination chemistry, lithium acetylide ethylenediamine complex is employed as a ligand to synthesize transition metal complexes, such as 1-alkynyl-dimethyl(triorganophosphine)gold(III) complex. This application is vital for the development of new materials with unique properties and potential applications.
Used in Organic Synthesis:
Lithium acetylide ethylenediamine complex is a general reagent for the synthesis of ethynylated ketones, which are important building blocks in organic synthesis. It is also used in the ring-opening reaction of epoxides, as demonstrated in the total synthesis of (+)-goniotrionin and englerin A.
Used in Laboratory Research:
Lithium acetylide ethylenediamine complex is extensively used in the laboratory, primarily for the ethynylation of ketones. Its versatility and reactivity make it a valuable tool for researchers in various fields of chemistry.
Production Methods
Lithium acetylide is produced both in the laboratory and industrially by dissolving lithium metal in refluxing liquid ammonia and then bubbling acetylene into the solution. The solution of monolithium acetylide thus formed is stabilized by the complexing of the lithium ion with ammonia forming a polar acetylenic anion which does not react further with lithium metal. However, if the reaction is carried out in tetrahydrofuran, for example, the lithium acetylide reacts further with lithium to form dilithium acetylide (lithium carbide). In fact, if the ammonia is removed from a solution of lithium acetylide, it disproportionates to dilithium acetylide and acetylene.
Preparation
The ethylenediamine complex of lithium acetylide is produced by allowing lithium metal to react with ethylenediamine in benzene at reflux to form AMithioethylenediamine: H2NCH2CH2NH2+Li -> L1HNCH2CH2NH2+05H2.
Check Digit Verification of cas no
The CAS Registry Mumber 6867-30-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,8,6 and 7 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 6867-30:
(6*6)+(5*8)+(4*6)+(3*7)+(2*3)+(1*0)=127
127 % 10 = 7
So 6867-30-7 is a valid CAS Registry Number.
InChI:InChI=1/C2H8N2.C2H.Li/c3-1-2-4;1-2;/h1-4H2;1H;/rC2HLi.C2H8N2/c1-2-3;3-1-2-4/h1H;1-4H2
