3-Methylbut-2-en-1-yl trifluoroacetate

Base Information

• Chemical Name: 3-Methylbut-2-en-1-yl trifluoroacetate
• CAS No.: 77949-43-0
• Molecular Formula: C7H9F3O2
• Molecular Weight: 182.142
• DSSTox Substance ID: DTXSID20499614
• Nikkaji Number: J1.739.008B
• Mol file: 77949-43-0.mol

Synonyms:3-Methylbut-2-en-1-yl trifluoroacetate;77949-43-0;SCHEMBL6244415;DTXSID20499614;FSPSFOXDJIBXAF-UHFFFAOYSA-N

Chemical Property of 3-Methylbut-2-en-1-yl trifluoroacetate

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 182.05546401
• Heavy Atom Count: 12
• Complexity: 189

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCOC(=O)C(F)(F)F)C

Technology Process of 3-Methylbut-2-en-1-yl trifluoroacetate

There total 1 articles about 3-Methylbut-2-en-1-yl trifluoroacetate 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:

3-methyl-2-buten-1-ol (556-82-1) + trifluoroacetic acid (76-05-1) → 2-methyl-3-buten-2-ol (115-18-4) + trifluoroacetate de methyl-3 butene-2 ol-2 (77949-41-8) + 3-methyl-but-2-enyl trifluoroacetate (77949-43-0)

Guidance literature:

In chloroform-d1; dichloromethane; at -15 - 0 ℃; for 1h; Product distribution;

Reference yield: 90.0%

3-methyl-but-2-enyl trifluoroacetate (77949-43-0) + bis(dibenzylideneacetone)-palladium(0) (32005-36-0) → bis(μ-trifluoroacetato)bis{(1,2,3-η)-3-methyl-2-butenyl}dipalladium(II)

Guidance literature:

In tetrahydrofuran; acetonitrile; byproducts: Pd; (N2); stirring at room temp. for 15-30 min; evapn.; extn. (acetonitrile/ water); filtration; evapn. of aq. ext. in vac.; recrystn. (diethyl ether/pentane); elem. anal.;

Reference yield:

3-methyl-but-2-enyl trifluoroacetate (77949-43-0) + diethyl malonate (105-53-3) → diethyl (3-methylbut-2-enyl)malonate (22539-80-6) + diethyl 2-(2-methylbut-3-en-2-yl)malonate (758-66-7)

Guidance literature:

With triphenyl phosphite; sodium hydride; chloro(1,5-cyclooctadiene)iridium(I) dimer; In tetrahydrofuran; for 5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1002/anie.199702631

upstream raw materials:

3-methyl-2-buten-1-ol

trifluoroacetic acid

Downstream raw materials:

diethyl (3-methylbut-2-enyl)malonate

diethyl 2-(2-methylbut-3-en-2-yl)malonate

Refernces