4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoic acid

Base Information

• Chemical Name: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoic acid
• CAS No.: 34598-33-9
• Molecular Formula: C11H5 F17 O2
• Molecular Weight: 492.132
• Hs Code.: 2915900090
• European Community (EC) Number: 252-108-4
• DSSTox Substance ID: DTXSID50188165
• Nikkaji Number: J250.927J
• Wikidata: Q81985508
• Mol file: 34598-33-9.mol

Synonyms:34598-33-9;2H,2H,3H,3H-Perfluoroundecanoic acid;4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoic acid;2H,2H,3H,3H-Heptadecafluoroundecanoic Acid;8:3 Fluorotelomer carboxylic acid;EINECS 252-108-4;SCHEMBL934065;AMY7087;DTXSID50188165;MFCD04038353;3-(Heptadecafluorooctyl)propionic acid;AKOS015893219;AS-72521;CS-0204598;FT-0676905;H1502;N12184;A924457;J-019672;2H,2H,3H,3H-Perfluoroundecanoic acid 50 microg/mL in Methanol;4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoicacid;4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoic acid, >=95.0% (NT)

Chemical Property of 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoic acid

Chemical Property:

• Vapor Pressure: 0.00966mmHg at 25°C
• Melting Point: 93-97 °C
• Boiling Point: 244.9 °C at 760 mmHg
• PKA: 4.22±0.10(Predicted)
• Flash Point: 101.9 °C
• PSA: 37.30000
• Density: 1.652 g/cm³
• LogP: 5.86060
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Heated), Methanol (Slightly)
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 19
• Rotatable Bond Count: 9
• Exact Mass: 492.0018082
• Heavy Atom Count: 30
• Complexity: 647

Purity/Quality:

98%,99%, ^*data from raw suppliers

4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)C(=O)O
• Uses: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoic Acid is a derivative of Undecanoic Acid (U788850) which is a saturated fatty acid. It may be used to activate orphan G protein-coupled receptor GPR40.

Technology Process of 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoic acid

There total 12 articles about 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoic acid 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: 90.0%

4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecan-1-ol (1651-41-8) → 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoic acid (34598-33-9)

Guidance literature:

With Jones reagent; In diethyl ether; acetone;

DOI:10.1016/j.jfluchem.2003.12.008

Reference yield: 89.0%

2-(n-perfluorooctyl)ethyl iodide (2043-53-0,71215-70-8) + carbon monoxide (201230-82-2) → 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoic acid (34598-33-9)

Guidance literature:

With potassium fluoride; water; bis-triphenylphosphine-palladium(II) chloride; In tert-butyl alcohol; at 80 ℃; for 15h; under 38000 Torr; other conditions;

DOI:10.1016/S0040-4039(00)99372-9

Reference yield: 50.0%

2-(n-perfluorooctyl)ethyl iodide (2043-53-0,71215-70-8) + carbon dioxide (124-38-9,18923-20-1) → 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoic acid (34598-33-9)

Guidance literature:

2-(n-perfluorooctyl)ethyl iodide; With magnesium; In diethyl ether; at 20 - 35 ℃; Inert atmosphere;

carbon dioxide; In diethyl ether; at 5 - 10 ℃;

With sulfuric acid; In diethyl ether; water;

DOI:10.1002/anie.200905654

upstream raw materials:

2-(n-perfluorooctyl)ethyl iodide

carbon dioxide

carbon monoxide

4-nitrophenyl 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-undecanoate

Downstream raw materials:

4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid (R)-1-phenyl-ethyl ester

2,5-dioxopyrrolidine-1-yl 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoate

3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl isocyanate

[(S)-5-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoylamino)-5-undecylcarbamoyl-pentyl]-carbamic acid benzyl ester

Refernces

• 1、 Miura, Tsuyoshi,Hirose, Yuriko,Ohmae, Masashi,Inazu, Toshiyuki. "Fluorous oligosaccharide synthesis using a novel fluorous protective group". . p. 3947 - 3949. Retrieved 2001.
• 2、 Hernandez-Ainsa, Silvia,Marcos, Mercedes,Barbera, Joaquin,Serrano, Jose L.. "Philic and phobic segregation in liquid-crystal ionic dendrimers: An enthalpy-entropy competition". . p. 1990 - 1994. Retrieved 2010.
• 3、 Thebault, Pascal,Taffin de Givenchy, Elisabeth,Starita-Geribaldi, Mireille,Guittard, Frederic,Geribaldi, Serge. "Synthesis and surface properties of new semi-fluorinated sulfobetaines potentially usable for 2D-electrophoresis". . p. 211 - 218. Retrieved 2008/03/13.