(S)-(-)-3,3,3-Trifluoro-2-hydroxypropanoic acid

Base Information

• Chemical Name: (S)-(-)-3,3,3-Trifluoro-2-hydroxypropanoic acid
• CAS No.: 125995-00-8
• Molecular Formula: C3H3F3O3
• Molecular Weight: 144.05
• Hs Code.: 2918199890
• European Community (EC) Number: 623-230-9
• Nikkaji Number: J1.908.887A
• Mol file: 125995-00-8.mol

Synonyms:125995-00-8;(S)-(-)-3,3,3-Trifluoro-2-hydroxypropanoic acid;(S)-3,3,3-Trifluoro-2-hydroxypropanoic acid;(S)-Trifluorolactic Acid;(2S)-3,3,3-trifluoro-2-hydroxypropanoic acid;Propanoic acid, 3,3,3-trifluoro-2-hydroxy-, (2S)-;SCHEMBL322140;C3H3F3O3;Propanoic acid,3,3,3-trifluoro-2-hydroxy-, (2S)-;rac-3,3,3-Trifluorolactic acid;(S)-3,3,3-Trifluorolactic acid;MFCD04037238;(S)-(-)-Trifluorolactic acid, 98%;BS-20065;CS-0099999;(S)-3,3,3-Trifluoro-2-hydroxypropanoicacid;rac-3,3,3-Trifluoro-2-hydroxypropanoic acid;(S)-2-Hydroxy-3,3,3-trifluoropropionic acid;D86392;(S)-3,3,3-Trifluoro-2-hydroxy-propanoic Acid;EN300-2969959;J-005314

Chemical Property of (S)-(-)-3,3,3-Trifluoro-2-hydroxypropanoic acid

Chemical Property:

• Vapor Pressure: 0.00231mmHg at 25°C
• Melting Point: 72-76 °C(lit.)
• Refractive Index: 1.365
• Boiling Point: 256.4 °C at 760 mmHg
• PKA: 2.29±0.11(Predicted)
• Flash Point: 108.9 °C
• PSA: 57.53000
• Density: 1.445 g/cm³
• LogP: -0.00580
• Storage Temp.: -20°C Freezer
• Sensitive.: Hygroscopic
• Solubility.: Methanol
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 144.00342844
• Heavy Atom Count: 9
• Complexity: 118

Purity/Quality:

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

(S)-(?)-Trifluorolactic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=O)O)(C(F)(F)F)O
• Isomeric SMILES: [C@H](C(=O)O)(C(F)(F)F)O
• Uses: (S)-Trifluorolactic Acid can be used as a chiral derivatizing agent for alcohols. (S)-(-)-Trifluorolactic acid can be used as a chiral derivatizing agent to determine the enantiomeric purity of chiral secondary alcohols.It can also be utilized as a reactant to synthesize: (S,S) Double-headed bis(trifluorolactate)s with polymethylene chains by esterification reaction with α,ω-alkanediols. Chiral 1,1,1-trifluoromethyl-2-alkanols.

Technology Process of (S)-(-)-3,3,3-Trifluoro-2-hydroxypropanoic acid

There total 2 articles about (S)-(-)-3,3,3-Trifluoro-2-hydroxypropanoic 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: 80.0%

(S)-2-trifluoromethyl-oxirane (130025-34-2) → (S)-(-)-3,3,3-Trifluormilchsaeure (125995-00-8)

Guidance literature:

With nitric acid; copper; at 20 - 80 ℃; for 14h;

DOI:10.1246/cl.2006.504

Reference yield:

ethyl 3,3,3-trifluoro-2-hydroxypropanoate (94726-00-8) → (S)-(-)-3,3,3-Trifluormilchsaeure (125995-00-8)

Guidance literature:

With hydrogenchloride; for 4h; Heating;

Reference yield: 99.0%

1-Phenylethanol (98-85-1,13323-81-4) + (S)-(-)-3,3,3-Trifluormilchsaeure (125995-00-8) → 1-phenylethyl 3,3,3-trifluoro-2-hydroxypropionate (245363-09-1)

Guidance literature:

In benzene; Heating;

DOI:10.1016/S0022-1139(99)00051-2

upstream raw materials:

ethyl 3,3,3-trifluoro-2-hydroxypropanoate

(S)-2-trifluoromethyl-oxirane

Downstream raw materials:

1-phenylethyl 3,3,3-trifluoro-2-hydroxypropionate

N-phenyl-3,3,3-trifluorolactyl amide

N-benzyl-3,3,3-trifluorolactyl amide

Refernces

• 1、 Bussche-Huennefeld, Christoph von .,Cescato, Claudio,Seebach, Dieter. "Simple Access to (R)- and (S)-3,3,3-Trifluorolactic Acid and to (R)- and (S)-(Trifluoromethyl)oxirane". . p. 2795 - 2802. Retrieved 2007/10/02.