4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononanoic acid

Base Information

• Chemical Name: 4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononanoic acid
• CAS No.: 27854-30-4
• Molecular Formula: C9H5 F13 O2
• Molecular Weight: 392.117
• Hs Code.: 2915900090
• European Community (EC) Number: 626-437-2
• DSSTox Substance ID: DTXSID70379917
• Nikkaji Number: J1.749.615H
• Wikidata: Q81977549
• Mol file: 27854-30-4.mol

Synonyms:27854-30-4;2H,2H,3H,3H-Perfluorononanoic acid;4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononanoic acid;6:3 Fluorotelomer carboxylic acid;SCHEMBL1519575;3-(Perfluorohexyl)propanoic acid;3-(perfluorohexyl)propionic acid;DTXSID70379917;AAEJJSZYNKXKSW-UHFFFAOYSA-N;MFCD00077579;AKOS005255007;FT-0612473;A819216;4,4,5,5,6,6,7,7,8,8,9,9,9-tridecakis(fluoranyl)nonanoic acid;4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononanoic acid, >=96.0% (GC)

Chemical Property of 4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononanoic acid

Chemical Property:

• Vapor Pressure: 0.0603mmHg at 25°C
• Melting Point: 62 °C
• Refractive Index: 1.313
• Boiling Point: 117 °C
• PKA: 4.21±0.10(Predicted)
• Flash Point: 83.5°C
• PSA: 37.30000
• Density: 1.614g/cm³
• LogP: 4.59000
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 7
• Exact Mass: 392.0081955
• Heavy Atom Count: 24
• Complexity: 478

Purity/Quality:

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

2H,2H,3H,3H-Perfluorononanoic acid 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononanoic acid

There total 7 articles about 4,4,5,5,6,6,7,7,8,8,9,9,9-Tridecafluorononanoic 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: 81.0%

formic acid (64-18-6) + 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene (25291-17-2) → 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoic acid (27854-30-4)

Guidance literature:

With acetic anhydride; C₂₇H₂₅O₃P; lithium chloride; palladium dichloride; In 1,4-dioxane; at 70 ℃; for 24h; regioselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.1c04231

Reference yield: 54.0%

1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane (2043-57-4,71215-70-8) + carbon dioxide (124-38-9,18923-20-1) → 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoic acid (27854-30-4) + 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluoro-2-methyl-octanoic acid

Guidance literature:

1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane; With magnesium; In diethyl ether; for 4h; Inert atmosphere;

carbon dioxide; In diethyl ether; at 0 ℃; Inert atmosphere;

With sulfuric acid; In diethyl ether; Inert atmosphere;

DOI:10.1016/j.jfluchem.2010.02.004

Reference yield: 40.0%

1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane (2043-57-4,71215-70-8) + carbon dioxide (124-38-9,18923-20-1) → 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoic acid (27854-30-4)

Guidance literature:

With magnesium; In diethyl ether;

DOI:10.1080/15421400590955127

upstream raw materials:

1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluoro-8-iodooctane

carbon dioxide

3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl magnesium iodide

4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononan-1-ol

Downstream raw materials:

2,5-dioxopyrrolidine-1-yl 4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoate

(2S,4R)-dibenzyl 4-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanoyloxy)pyrrolidine-1,2-dicarboxylate

N-[4-(1,3-dioxacyclopent-2-yl)benzyl]-2H,2H,3H,3H-perfluorononamide

N,N'-(2,4,6-triethyl-1,3-phenylene)bis(methylene)bis(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluorononanamide)

Refernces

• 1、 Massi, Lionel,Guittard, Frederic,Levy, Richard,Geribaldi. "Enhanced activity of fluorinated quaternary ammonium surfactants against Pseudomonas aeruginosa". . p. 1615 - 1622. Retrieved 2009.
• 2、 De Givenchy, Elisabeth Taffn,Guittard, Frederic,Caillier, Laurent,Munuera, Juan,Geribaldi, Serge. "Preparation and liquid crystalline behaviour of a series of semifluorinated allylic monomers". . p. 237/[1191]-246/[1200]. Retrieved 2005.
• 3、 Chu, Jianxiao,Guo, Jianqiong,Ren, Wenlong,Shi, Yian,Shi, Yuan,Wang, Mingzhou,Zhou, Jintao. "Pd-Catalyzed Regioselective Branched Hydrocarboxylation of Terminal Olefins with Formic Acid". supporting information. p. 886 - 891. Retrieved 2022/02/07.