2-Propenoic acid, 3-(pentafluorophenyl)-, 2-methylpropyl ester, (E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(pentafluorophenyl)-, 2-methylpropyl ester, (E)-
• CAS No.: 136436-77-6
• Molecular Formula: C₁₃H₁₁F₅O₂
• Molecular Weight: 294.221
• DSSTox Substance ID: DTXSID501159227
• Nikkaji Number: J2.850.874C
• Mol file: 136436-77-6.mol

Synonyms:DTXSID501159227;136436-77-6;2-Propenoic acid, 3-(pentafluorophenyl)-, 2-methylpropyl ester, (E)-

Chemical Property of 2-Propenoic acid, 3-(pentafluorophenyl)-, 2-methylpropyl ester, (E)-

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 294.06792040
• Heavy Atom Count: 20
• Complexity: 345

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)COC(=O)C=CC1=C(C(=C(C(=C1F)F)F)F)F
• Isomeric SMILES: CC(C)COC(=O)/C=C/C1=C(C(=C(C(=C1F)F)F)F)F

Technology Process of 2-Propenoic acid, 3-(pentafluorophenyl)-, 2-methylpropyl ester, (E)-

There total 3 articles about 2-Propenoic acid, 3-(pentafluorophenyl)-, 2-methylpropyl ester, (E)- 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: 8.0%

isobutyl acrylate (106-63-8,26335-74-0) + Pentafluorobenzene (363-72-4) → C13H13F5O2 (1226635-58-0) + i-butyl 3-pentafluorophenyl acrylate (136436-77-6)

Guidance literature:

With [Rh(OH)(cod)]2; cis-1,2-bis-(diphenylphosphino)ethene; In 1,4-dioxane; at 120 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja102575d

Reference yield:

isobutyl 2-bromoacetate (59956-48-8) + Pentafluorophenylmethylene-triphenyl-λ5-arsane (109384-54-5) → i-butyl 3-pentafluorophenyl acrylate (136436-77-6)

Guidance literature:

In diethyl ether; at 20 ℃; for 1h; Yield given;

DOI:10.1080/00397919108021289

Reference yield:

Hexafluorobenzene (392-56-3) → i-butyl 3-pentafluorophenyl acrylate (136436-77-6)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 0.75 h / 0 - 20 °C

2: diethyl ether / 1 h / 20 °C

In diethyl ether;

DOI:10.1080/00397919108021289

upstream raw materials:

isobutyl 2-bromoacetate

Pentafluorophenylmethylene-triphenyl-λ⁵-arsane

Hexafluorobenzene

isobutyl acrylate

Refernces

• 1、 Shen,Xiang. "A novel one-pot synthesis of fluorinated α,β-unsaturated esters". . p. 1403 - 1408. Retrieved 2007/10/02.