a-Methoxyvinyllithium

Base Information

• Chemical Name: a-Methoxyvinyllithium
• CAS No.: 42722-80-5
• Molecular Formula: C3H5LiO
• Molecular Weight: 64.0131
• DSSTox Substance ID: DTXSID90449065
• Mol file: 42722-80-5.mol

Synonyms:a-methoxyvinyllithium;lithium;methoxyethene;42722-80-5;DTXSID90449065

Chemical Property of a-Methoxyvinyllithium

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 64.05004321
• Heavy Atom Count: 5
• Complexity: 20.9

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: [Li+].CO[C-]=C

Technology Process of a-Methoxyvinyllithium

There total 1 articles about a-Methoxyvinyllithium which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

n-butyllithium (109-72-8,29786-93-4) + tetrakis(α-methoxyvinyl)tin (81177-91-5) → (α-methoxyvinyl)lithium (42722-80-5) + tetra-n-butyltin(IV) (1461-25-2)

Guidance literature:

In hexane;

Reference yield: 72.0%

(α-methoxyvinyl)lithium (42722-80-5) + tin(IV) chloride (7646-78-8) → tetrakis(α-methoxyvinyl)tin (81177-91-5)

Guidance literature:

In tetrahydrofuran; pentane; soln. of SnCl4 in pentane was added dropwise to soln. of Li compd. in THF at -78°C (N2 or Ar); quenching with satd. aq. NH4Cl, concn. of dried soln., distn., recrystn. from aq. EtOH; elem. anal.;

Reference yield: 65.0%

C6Cl5Ni(P(CH3)2C6H5)2Cl + (α-methoxyvinyl)lithium (42722-80-5) → (C6Cl5)Ni(P(C6H5)(CH3)2)2C(OCH3)CH2

Guidance literature:

In tetrahydrofuran; hexane; benzene; to CH3OCLiCH2 in THF-n-hexane at -50°C complex in benzene added,warmed to 0°C over 1 h period, stirred for 1 h; cold aq. NH4Cl added with stirring over 5 min, evapd., ppt. in water extracted with Et2O, ether layer evapd., recrystd. from acetone-MeOH;

DOI:10.1016/S0022-328X(00)87934-6

upstream raw materials:

n-butyllithium

tetrakis(α-methoxyvinyl)tin

Downstream raw materials:

4-ethyl-2,6-dimethyl-heptan-4-ol

1,1-Dicyclohexyl-propan-1-ol

3,4,5-trimethylheptan-4-ol

2,4,6-trimethyl-heptan-4-ol