1,1,1-Trifluoroheptadecan-2-one

Base Information

• Chemical Name: 1,1,1-Trifluoroheptadecan-2-one
• CAS No.: 141022-99-3
• Molecular Formula: C₁₇H₃₁F₃O
• Molecular Weight: 308.428
• European Community (EC) Number: 634-260-7
• DSSTox Substance ID: DTXSID00274441
• Nikkaji Number: J746.028G
• Wikidata: Q82003801
• ChEMBL ID: CHEMBL99344
• Mol file: 141022-99-3.mol

Synonyms:PACOCF3;palmitoyl trifluoromethyl ketone

Chemical Property of 1,1,1-Trifluoroheptadecan-2-one

Chemical Property:

• Vapor Pressure: 0.000183mmHg at 25°C
• Refractive Index: 1.417
• Boiling Point: 329°Cat760mmHg
• Flash Point: 227.1°C
• PSA: 17.07000
• Density: 0.955g/cm³
• LogP: 6.59910
• Storage Temp.: −20°C
• Solubility.: Soluble in DMSO
• XLogP3: 8.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 14
• Exact Mass: 308.23270009
• Heavy Atom Count: 21
• Complexity: 249

Purity/Quality:

98%min ^*data from raw suppliers

PACOCF3 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,F
• Statements: 36/37/38-11
• Safety Statements: 26-36-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)C(F)(F)F
• Description: PTK is an analog of palmitic acid in which the COOH group is replaced by trifluoromethyl ketone. In P388D1 cells, PTK inhibits iPLA2 activity with an IC50 value of 3.8 μM. A related compound, ATK is a less potent inhibitor of iPLA2 with an IC50 value of 15 μM. PTK also inhibits the activity of cPLA2 with an IC50 value almost identical to that of ATK.
• Uses: PACOCF3 is an inductors of BLM, an artificial lipid membranes and liposome permeabilization. Phospholipase A2 inhibitor.

Technology Process of 1,1,1-Trifluoroheptadecan-2-one

There total 2 articles about 1,1,1-Trifluoroheptadecan-2-one 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: 81.0%

trifluoroacetic anhydride (407-25-0) + n-hexadecanoyl chloride (112-67-4) → 1,1,1-trifluoro-2-heptadecanone (141022-99-3)

Guidance literature:

With pyridine; In diethyl ether; at 20 ℃; for 0.8h; other carboxylic acid chlorides;

DOI:10.1016/S0040-4039(00)91602-2

Reference yield: 60.0%

sodium palmitate (408-35-5) + trifluoroacetic anhydride (407-25-0) → 1,1,1-trifluoro-2-heptadecanone (141022-99-3)

Guidance literature:

With pyridine; In diethyl ether; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(00)91602-2

Reference yield:

2,4,6-tri-tert-butyl-1-nitrosobenzene (24973-59-9) + 1,1,1-trifluoro-2-heptadecanone (141022-99-3) → C35H59F3NO2 (1221254-27-8)

Guidance literature:

2,4,6-tri-tert-butyl-1-nitrosobenzene; 1,1,1-trifluoro-2-heptadecanone; With di-tert-butyl peroxide; at 20 ℃; UV-irradiation; neat (no solvent);

at 20 ℃; for 24h; Darkness;

DOI:10.1002/mrc.2566

upstream raw materials:

sodium palmitate

trifluoroacetic anhydride

n-hexadecanoyl chloride

Downstream raw materials:

C₃₅H₅₉F₃NO₂

C₃₅H₅₉F₃NO₂

Refernces

• 1、 Boivin, Jean,El Kaim, Laurent,Zard, Samir Z.. "A New and Efficient Synthesis of Trifluoromethyl Ketones from Carboxylic Acids. Part I.". . p. 2573 - 2584. Retrieved 2007/10/02.