5,5,5-trifluoropentanoic Acid

Base Information

• Chemical Name: 5,5,5-trifluoropentanoic Acid
• CAS No.: 407-62-5
• Molecular Formula: C5H7F3O2
• Molecular Weight: 156.105
• Hs Code.: 2915900090
• European Community (EC) Number: 674-878-4
• DSSTox Substance ID: DTXSID30382088
• Wikidata: Q72513171
• ChEMBL ID: CHEMBL4851445
• Mol file: 407-62-5.mol

Synonyms:5,5,5-trifluoropentanoic Acid;407-62-5;5,5,5-trifluorovaleric acid;MFCD02262192;Pentanoic acid, 5,5,5-trifluoro-;5,5,5-TRIFLUOROPENTANOICACID;SCHEMBL565341;4-trifluoromethyl butyric acid;5;5-Trifluoropentanoic acid;CHEMBL4851445;DTXSID30382088;CS-M3258;BBL101747;STL555544;AKOS006230199;FD15007;AS-48902;SY032186;5,5,5-Trifluoropentanoic acid, AldrichCPR;AM20100087;FT-0676922;EN300-93249;A825275;J-516464;Z1201621744

Chemical Property of 5,5,5-trifluoropentanoic Acid

Chemical Property:

• Vapor Pressure: 0.73mmHg at 25°C
• Melting Point: 30-31°C
• Refractive Index: 1.3632
• Boiling Point: 170.2 °C at 760 mmHg
• PKA: pK1:4.50 (25°C)
• Flash Point: 56.8 °C
• PSA: 37.30000
• Density: 1.278 g/cm³
• LogP: 1.80360
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 156.03981395
• Heavy Atom Count: 10
• Complexity: 119

Purity/Quality:

98%, ^*data from raw suppliers

5,5,5-TrifluorovalericAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): CXi
• Hazard Codes: C,Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC(=O)O)CC(F)(F)F
• Uses: 5,5,5-Trifluorovaleric Acid is used in the fluorination of mammalian cell surfaces via the sialic acid biosynthetic pathway. It is also used to prepare paddlewheel copper fluorinated alkyl/aryl carboxylate complexes.

Technology Process of 5,5,5-trifluoropentanoic Acid

There total 5 articles about 5,5,5-trifluoropentanoic 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:

Grushin’s reagent (1680206-12-5) + butyric acid (107-92-6) → 5,5,5-trifluoropentanoic acid (407-62-5) + (-)-3-trifluoromethylbutanoic acid (348-75-4,162878-31-1)

Guidance literature:

With dipotassium peroxodisulfate; In water; acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.orglett.0c03891

Reference yield:

Grushin’s reagent (1680206-12-5) + butyric acid (107-92-6) → 5,5,5-trifluoropentanoic acid (407-62-5) + (-)-3-trifluoromethylbutanoic acid (348-75-4,162878-31-1) + 2-(trifluoromethyl)butanoic acid

Guidance literature:

With oxone||potassium monopersulfate triple salt; In water; acetonitrile; at 30 ℃; for 3h; Overall yield = 62 percentSpectr.; Inert atmosphere; Irradiation;

DOI:10.1002/anie.202012263

Reference yield:

5,5,5-trifluoro-1-pentanol (352-61-4) → 5,5,5-trifluoropentanoic acid (407-62-5)

Guidance literature:

With sodium dichromate; sulfuric acid;

DOI:10.1021/ja01118a519

upstream raw materials:

5,5,5-trifluoro-1-pentanol

5-Chlor-1,1,1-trifluor-pentan

Grushin’s reagent

butyric acid

Refernces

• 1、 Choi, Geunho,Lee, Geun Seok,Park, Beomsoon,Kim, Dongwook,Hong, Soon Hyeok. "Direct C(sp3)?H Trifluoromethylation of Unactivated Alkanes Enabled by Multifunctional Trifluoromethyl Copper Complexes". supporting information. p. 5467 - 5474. Retrieved 2021/01/20.