4-(Trifluoromethyl)-L-phenylalanine Chemical Properties

Boiling point:

311.5±42.0 °C(Predicted)

Density 

1.364±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

form 

solid

pka

2.15±0.10(Predicted)

color 

White to yellow

optical activity

-16.23°(C=0.01g/ml MEOH)

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C10H10F3NO2/c11-10(12,13)7-3-1-6(2-4-7)5-8(14)9(15)16/h1-4,8H,5,14H2,(H,15,16)/t8-/m0/s1

InChIKey

CRFFPDBJLGAGQL-QMMMGPOBSA-N

SMILES

C(O)(=O)[C@H](CC1=CC=C(C(F)(F)F)C=C1)N

CAS DataBase Reference

114926-38-4(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

2922498590

MSDS

• Language:English Provider:SigmaAldrich

4-(Trifluoromethyl)-L-phenylalanine Usage And Synthesis

Uses

4-fluoro-l-phenylalanine (fF), or 4-trifluoromethyl-l-phenylalanine were introduced inside the chain of peptides to enhances their antimicrobial activity..

Synthesis

Step 2: Diethyl 2-acetamido-2-(4-(trifluoromethyl)benzyl)malonate (LXII, theoretical amount 0.125 mol) was dissolved in acetone (400 mL) and 2 M aqueous NaOH solution (400 mL) was added. The reaction mixture was refluxed overnight and subsequently concentrated under reduced pressure to remove the solvent. The residue was dissolved in water and washed with hexane (3 x 400 mL). The aqueous phase was adjusted to pH=1 with acid and the precipitate was collected by filtration to afford 2-acetamido-3-(4-(trifluoromethyl)phenyl)propionic acid (LXIII) as a white solid (25.8 g, 93.7 mmol, 75% overall yield in two steps).

References

[1] Patent: WO2012/109164, 2012, A1. Location in patent: Page/Page column 53-54

4-(Trifluoromethyl)-L-phenylalanine(114926-38-4)Related Product Information

• Propionic acid
• N-(tert-Butoxycarbonyl)-L-phenylalanine
• Glycine
• 6-Aminocaproic acid
• 3-(Trifluoromethyl)benzaldehyde
• 3-（trifluoromethyl) Cinnamaldehyde
• Phenyl salicylate
• 4-Nitro-3-phenyl-L-alanine
• Diphenyl ether
• ALTRENOGEST
• (Trifluoromethyl)trimethylsilane
• PHENYL VALERATE
• Trifluoromethanesulfonic anhydride
• Phenprobamate
• D-4-TRIFLUOROMETHYLPHENYLALANINE
• L-Phenylalanine
• PHENYL RESIN
• Fluorenylmethoxycarbonyl-L-4-trifluoromethylphenylalanine,FMOC-L-4-TRIFLUOROMETHYLPHENYLALANINE,FMOC-4-(Trifluoromethyl)-L-phenylalanine