4,4,4-Trifluoro-3-hydroxybutanoic acid

Base Information

• Chemical Name: 4,4,4-Trifluoro-3-hydroxybutanoic acid
• CAS No.: 86884-21-1
• Molecular Formula: C4H5F3O3
• Molecular Weight: 158.07600
• Hs Code.: 2918199090
• European Community (EC) Number: 687-903-9
• NSC Number: 22072
• Mol file: 86884-21-1.mol

Synonyms:4,4,4-trifluoro-3-hydroxybutanoic acid;86884-21-1;(+/-)-3-Hydroxy-4,4,4-trifluorobutanoic acid;MFCD00088012;(S)-4,4,4-Trifluoro-3-hydroxybutyricacid;MFCD03093017;MFCD03093018;NSC22072;(S)-4,4,4-Trifluoro-3-hydroxybutanoic Acid;4,4,4-Trifluoro-3-hydroxybutanoicAcid;SCHEMBL321641;NSC-22072;AKOS000282143;AKOS016843301;SB44819;SB45819;SB84044;3-hydroxy-4,4,4-trifluorobutyric acid;4,4,4-trifluoro-3-hydroxy-butyric acid;CS-11331;SY014726;SY016101;SY270521;CS-0183072;FT-0605154;FT-0605324;FT-0707198;(Rs)-4,4,4-trifluoro-3-hydroxybutyric acid;A18154;A863000;(R/S)-4,4,4-trifluoro-3-hydroxybutyric acid, AldrichCPR;400-35-1

Chemical Property of 4,4,4-Trifluoro-3-hydroxybutanoic acid

Chemical Property:

• Melting Point: 69.5-70 °C
• Boiling Point: 96-98 °C(Press: 3 Torr)
• PKA: 3.72±0.10(Predicted)
• PSA: 57.53000
• Density: 1.527±0.06 g/cm3(Predicted)
• LogP: 0.38430
• 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:

99% ^*data from raw suppliers

4,4,4-Trifluoro-3-hydroxybutyric acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4,4,4-Trifluoro-3-hydroxybutanoic acid

There total 5 articles about 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、 Rueping, Magnus,Albert, Matthias,Seebach, Dieter. "On the structure of PHB (=Poly[(R)-3-hydroxybutanoic acid]) in phospholipid bilayers: Preparation of trifluoromethyl-labeled oligo[(R)-3-hydroxybutanoic acid] derivatives". . p. 2473 - 2486. Retrieved 2007/10/03.
• 2、 JONES. "Aliphatic ketones and amines containing the trifluoromethyl group.". . p. 143 - 143. Retrieved 2007/10/05.