(R)-4,4,4-trifluoro-3-hydroxybutanoic acid

Base Information

• Chemical Name: (R)-4,4,4-trifluoro-3-hydroxybutanoic acid
• CAS No.: 108211-36-5
• Molecular Formula: C₄H₅F₃O₃
• Molecular Weight: 158.077
• Hs Code.: 2918199890
• European Community (EC) Number: 800-350-1
• Nikkaji Number: J2.959.536D
• Mol file: 108211-36-5.mol

Synonyms:108211-36-5;(R)-4,4,4-trifluoro-3-hydroxybutanoic acid;(R)-4,4,4-Trifluoro-3-hydroxybutyric acid;(3R)-4,4,4-trifluoro-3-hydroxybutanoic acid;(3R)-3-Hydroxy-4,4,4-trifluorobutyric acid;Butanoic acid, 4,4,4-trifluoro-3-hydroxy-, (R)-;MFCD03093018;(R)-4,4,4-Trifluoro-3-hydroxybutanoicAcid;(S)-3-Hydroxy-4,4,4-trifluorobutyric acid;SCHEMBL321640;ASQMUMZEQLWJRC-UWTATZPHSA-N;AMY20003;AC1153;AKOS005063570;AKOS006237662;CS-11298;4,4,4-trifluoro-3(R)-hydroxybutanoic acid;CS-0316686;(R)-4,4,4-trifluoro-3-hydroxy-butyric acid;A18071

Chemical Property of (R)-4,4,4-trifluoro-3-hydroxybutanoic acid

Chemical Property:

• Vapor Pressure: 0.00167mmHg at 25°C
• Refractive Index: 1.382
• Boiling Point: 261.3 °C at 760 mmHg
• PKA: 3.72±0.10(Predicted)
• Flash Point: 111.8 °C
• PSA: 57.53000
• Density: 1.527 g/cm³
• LogP: 0.38430
• Storage Temp.: 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 158.01907850
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

98%min ^*data from raw suppliers

(R)-4,4,4-Trifluoro-3-hydroxybutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(C(F)(F)F)O)C(=O)O
• Isomeric SMILES: C([C@H](C(F)(F)F)O)C(=O)O

Technology Process of (R)-4,4,4-trifluoro-3-hydroxybutanoic acid

There total 7 articles about (R)-4,4,4-trifluoro-3-hydroxybutanoic 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: 77.7%

ethyl 3-hydroxy-4,4,4-trifluorobutyrate (372-30-5) → rac-4,4,4-trifluoro-3-hydroxybutanoic acid (86884-21-1,108211-36-5)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 ℃; for 2h;

Reference yield:

2,2,2-Trifluoroacetaldehyde (75-90-1) + malonic acid (141-82-2) → rac-4,4,4-trifluoro-3-hydroxybutanoic acid (86884-21-1,108211-36-5)

Guidance literature:

With piperidine; In pyridine;

DOI:10.1021/ja00875a023

Reference yield:

4,4,4-trifluoro-3-hydroxybutanamide (453-34-9) → rac-4,4,4-trifluoro-3-hydroxybutanoic acid (86884-21-1,108211-36-5)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/ja01181a041

upstream raw materials:

ethyl 3-hydroxy-4,4,4-trifluorobutyrate

4,4,4-trifluoro-3-hydroxybutanamide

2,2,2-trifluoro-1,1-ethanediol

malonic acid

Downstream raw materials:

4,4,4-trifluorobut-2-enoic acid

1,1,1,4,4,4-hexafluoro-2(Z)-butene

trans-1,1,1,4,4,4-hexafluoro-2-butene

1,1,1,2,4,4,4-heptafluorobutane

Refernces

• 1、 Seebach, Dieter,Renaud, Philippe. "Chirale Synthesebausteine durch Kolbe-Elektrolyse enantiomerenreiner β-Hydroxy-carbonsaeurederivate, (R)- und (S)-Methyl- sowie (R)-Trifluormethyl-γ-butyrolactone und δ-valerolactone". . p. 2342 - 2349. Retrieved 1985.
• 2、 -. "SERINE/THREONINE KINASE INHIBITORS". Paragraph 00362. . Retrieved 2015/07/16.