4,4,5,5,6,6,6-heptafluorohexanoic Acid

Base Information

• Chemical Name: 4,4,5,5,6,6,6-heptafluorohexanoic Acid
• CAS No.: 356-02-5
• Molecular Formula: C6H5F7O2
• Molecular Weight: 242.09
• Hs Code.: 2915900090
• European Community (EC) Number: 671-317-5
• DSSTox Substance ID: DTXSID00379268
• Nikkaji Number: J2.664.161F
• Wikidata: Q63408933
• Mol file: 356-02-5.mol

Synonyms:4,4,5,5,6,6,6-heptafluorohexanoic Acid;356-02-5;3:3 Fluorotelomer carboxylic acid;2h,2h,3h,3h-perfluorohexanoic acid;33FTA;4,4,5,5,6,6,6-HEPTAFLUOROHEXANOICACID;n:2 FTCAs n=3;SCHEMBL866227;DTXSID00379268;CHEBI:177060;ISFKSWMQWIRDNC-UHFFFAOYSA-N;BBL101680;MFCD00077553;STL555476;AKOS007930566;FS-4389;PD166933;4,4,5,5,6,6,6-heptaluorohexanoic acid;FT-0632029;4,4,5,5,6,6,6-heptakis(fluoranyl)hexanoic acid;A822894;Q63408933

Chemical Property of 4,4,5,5,6,6,6-heptafluorohexanoic Acid

Chemical Property:

• Vapor Pressure: 0.79mmHg at 25°C
• Melting Point: 38 °C
• Refractive Index: 1.326
• Boiling Point: 168.8 °C at 760 mmHg
• PKA: pK1:4.18 (25°C)
• Flash Point: 55.9 °C
• PSA: 37.30000
• Density: 1.508 g/cm³
• LogP: 2.68410
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 242.01777653
• Heavy Atom Count: 15
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

3-PerfluoropropylPropanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,4,5,5,6,6,6-heptafluorohexanoic Acid

There total 7 articles about 4,4,5,5,6,6,6-heptafluorohexanoic 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: 64.0%

4,4,5,5,6,6,6,-heptafluorohexan-1-ol (679-02-7) → 4,4,5,5,6,6,6-heptafluorohexanoic acid (356-02-5)

Guidance literature:

With chromium(VI) oxide; acetic acid; at 0 - 20 ℃; for 26h;

Reference yield:

4,4,5,5,6,6,6-heptafluoro-hexanoic acid ethyl ester (424-66-8) → 4,4,5,5,6,6,6-heptafluorohexanoic acid (356-02-5)

Guidance literature:

With sodium hydroxide;

DOI:10.1111/j.1755-6686.2000.tb00071.x

Reference yield:

4,4,5,5,6,6,6-heptafluoro-2-iodohexyl acetate (3108-05-2) → 4,4,5,5,6,6,6-heptafluorohexanoic acid (356-02-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / azoisobutyronitrile (AIBN), Bu₃SnH / 55 - 65 °C

2: 91 percent / aq NaOH / 3 h / Heating

3: 64 percent / CrO₃, aq. AcOH / 26 h / 0 - 20 °C

With chromium(VI) oxide; sodium hydroxide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic acid;

upstream raw materials:

4,4,5,5,6,6,6-heptafluoro-hexanoic acid ethyl ester

4,4,5,5,6,6,6,-heptafluorohexan-1-ol

1,1,1,2,2,3,3-heptafluoro-3-iodo-propane

acrylic acid

Downstream raw materials:

(4R)-3-(4,4,5,5,6,6,6-heptafluoro-1-oxohexyl)-4-(phenylmethyl)-2-oxazolidinone

(4R)-3-<(2S)-2-azido-4,4,5,5,6,6,6-heptafluoro-1-oxohexyl>-4-(phenylmethyl)-2-oxazolidinone

N,N',N''-(2,4,6-triethylbenzene-1,3,5-triyl)tris(methylene)tris(4,4,5,5,6,6,6-heptafluorohexanamide)

Refernces

• 1、 Larsson, Ulf,Carlson, Rolf,Leroy, Jacques. "Synthesis of Amino Acids with Modified Principal Properties 1. Amino Acids with Fluorinated Side Chains". . p. 380 - 390. Retrieved 2007/10/02.