2,2,2-trichloroethyl (E)-5-hydroxy-3-methyl-pent-2-enoate

Base Information

• Chemical Name: 2,2,2-trichloroethyl (E)-5-hydroxy-3-methyl-pent-2-enoate
• CAS No.: 88968-95-0
• Molecular Formula: C₈H₁₁Cl₃O₃
• Molecular Weight: 261.533
• Mol file: 88968-95-0.mol

Synonyms:2,2,2-trichloroethyl (E)-5-hydroxy-3-methyl-pent-2-enoate;88968-95-0

Chemical Property of 2,2,2-trichloroethyl (E)-5-hydroxy-3-methyl-pent-2-enoate

Chemical Property:

• Vapor Pressure: 2.76E-06mmHg at 25°C
• Boiling Point: 349.8°Cat760mmHg
• Flash Point: 165.3°C
• Density: 1.382g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 259.977377
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(=O)OCC(Cl)(Cl)Cl)CCO
• Isomeric SMILES: C/C(=C\C(=O)OCC(Cl)(Cl)Cl)/CCO

Technology Process of 2,2,2-trichloroethyl (E)-5-hydroxy-3-methyl-pent-2-enoate

There total 2 articles about 2,2,2-trichloroethyl (E)-5-hydroxy-3-methyl-pent-2-enoate 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: 25.0%

3-Butyn-1-ol (927-74-2) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → 2,2,2-Trichloroethyl 5-Hydroxy-3-methyl-2(E)-pentenoate (88968-95-0)

Guidance literature:

With zirconocene dichloride; trimethylaluminum;

DOI:10.1021/jo00153a035

Reference yield:

trimethylaluminum (75-24-1) + 3-Butyn-1-ol (927-74-2) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → 2,2,2-Trichloroethyl 5-Hydroxy-3-methyl-2(E)-pentenoate (88968-95-0)

Guidance literature:

With zirconocene dichloride; Yield given. Multistep reaction; 1) CH₂Cl₂, PhMe, a) 0 deg C, b) 19.5h, 25 deg C, 2) 1.25h, 25 deg C;

DOI:10.1021/jo00184a021

Reference yield: 94.0%

dimethylphosphonoacetic acid (34159-46-1) + 2,2,2-Trichloroethyl 5-Hydroxy-3-methyl-2(E)-pentenoate (88968-95-0) → (E)-5-[2-(Dimethoxy-phosphoryl)-acetoxy]-3-methyl-pent-2-enoic acid 2,2,2-trichloro-ethyl ester (88969-03-3)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In dichloromethane;

DOI:10.1021/jo00153a035

upstream raw materials:

trimethylaluminum

3-Butyn-1-ol

2,2,2-Trichloroethyl chloroformate

Downstream raw materials:

(E)-5-[2-(Dimethoxy-phosphoryl)-acetoxy]-3-methyl-pent-2-enoic acid 2,2,2-trichloro-ethyl ester

5-((tert-Butyldimethylsilyl)oxy)-3-methyl-2(E)-pentenoic Acid

(E)-5-[2-(Dimethoxy-phosphoryl)-acetoxy]-3-methyl-pent-2-enoic acid

C₂₁H₂₈O₅