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TRIFLUOROMETHIONINE

Product Name
TRIFLUOROMETHIONINE
CAS No.
764-52-3
Chemical Name
TRIFLUOROMETHIONINE
Synonyms
TRIFLUOROMETHIONINE;trifluoro-L-methionine;S-(Trifluoromethyl)-L-homocysteine;L-Homocysteine,S-(trifluoromethyl)-;(S)-2-Amino-4-((trifluoromethyl)thio)butanoic acid;(2S)-2-amino-4-[(trifluoromethyl)sulfanyl]butanoic acid
CBNumber
CB0194392
Molecular Formula
C5H8F3NO2S
Formula Weight
203.18
MOL File
764-52-3.mol
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TRIFLUOROMETHIONINE Property

Melting point:
227-228 °C(Solv: water (7732-18-5); methanol (67-56-1))
Boiling point:
260.6±40.0 °C(Predicted)
Density 
1.450±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
pka
2.19±0.10(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C5H8F3NO2S/c6-5(7,8)12-2-1-3(9)4(10)11/h3H,1-2,9H2,(H,10,11)/t3-/m0/s1
InChIKey
YLJLTSVBCXYTQK-VKHMYHEASA-N
SMILES
C(O)(=O)[C@H](CCSC(F)(F)F)N
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
AAA0004929
Product name
TRIFLUOROMETHIONINE
Purity
95.00%
Packaging
5MG
Price
$500.13
Updated
2021/12/16
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TRIFLUOROMETHIONINE Chemical Properties,Usage,Production

Definition

ChEBI: An L-alpha-amino acid, methionine, with the S-methyl group trifluoro-substituted.

Synthesis

626-72-2

2314-97-8

764-52-3

The general procedure for the synthesis of (S)-2-amino-4-((trifluoromethyl)thio)butyric acid from L-homocysteine and trifluoroiodomethane was as follows: first, 10.0 g (37.3 mmol) of L-homocysteine was added to a 500 mL three-necked flask equipped with a liquid ammonia cooling unit, glass stirring bar, thermometer, and diaphragm rubber cap. The flask was then flushed thoroughly with nitrogen to remove air. After cooling the flask to -78°C, ammonia dried through a KOH tube was liquefied in a liquid ammonia cooling unit cooled in a dry ice-acetone bath, about 100 mL of liquid ammonia was added to the L-homocysteine, and stirring was started. Next, 3.58 g (156 mmol) of sodium metal was slowly added while controlling the reaction temperature to not exceed -35°C. During this process, the color of the solution (mixture) changed to a dark blue. Then, 18.2 g (93.3 mmol) of trifluoromethyl iodine weighed with a balloon was added and stirred in a bath at -78°C for 20 min. Afterwards, the ammonia was gradually evaporated, the residue was dissolved in ultrapure water, and the solution was purified by passing it through an ion exchange resin DOWEX-50X8 pre-treated with hydrochloric acid. After rinsing with a sufficient amount of ultrapure water, the solution was eluted using 2% ammonia solution, and 14.1 g of the target product, L-trifluoromethionine, was finally obtained in 93% yield. The structure of the product was confirmed by 1H-NMR (D2O, 200 MHz) δ: 2.07-2.37 (m, 2H), 3.01 (t, 2H, J = 7.6 Hz), 4.03 (t, 1H, J = 6.6 Hz) and 19F-NMR (D2O, 188 MHz) δ: -41.3 (s).

References

[1] Patent: US2011/15433, 2011, A1. Location in patent: Page/Page column 4
[2] Journal of Fluorine Chemistry, 2011, vol. 132, # 3, p. 186 - 189

TRIFLUOROMETHIONINE Preparation Products And Raw materials

Raw materials

Preparation Products

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TRIFLUOROMETHIONINE Suppliers

Wuxi maimo topp biotechnology co., LTD
Tel
15061806929
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linda-fu@mimotopes.cn
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China
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Synchem OHG
Tel
+49 5662 408730
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+49 5662 4087320
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info@synchem.de
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Germany
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4705
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Shanghai GL Peptide Ltd.
Tel
+86-21-61263340; 17609490614 13764994101
Fax
021-61263399
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China
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BioPharmaMatrix,Inc.
Tel
0510-86010668
Fax
0510-86010668
Email
sales@biopharmamatrix.com
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ProdList
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Wuxi Asia Peptide Biotechnology Limited Company
Tel
0510-83583050 13771062561
Fax
0510-83583039
Email
willsun@peptide-search.com
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Nanjing Peptide Biotech Ltd.
Tel
025-58361106-805 15951641583
Fax
025-58361106-806
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Aikon International Limited
Tel
025-58859352 18068836627
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02557626880
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Kanghua (Shanghai) New Drug Development Co., Ltd.
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021-61263370 18901917034
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Shanghai Jifeng Biotechnology Co., Ltd.
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021-61263377 15023907684
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Nextpeptide Inc
Tel
+86-0571-81612335 +8613336028439
Email
sales@nextpeptide.com
Country
China
ProdList
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764-52-3, TRIFLUOROMETHIONINERelated Search:


  • trifluoro-L-methionine
  • (S)-2-Amino-4-((trifluoromethyl)thio)butanoic acid
  • TRIFLUOROMETHIONINE
  • L-Homocysteine,S-(trifluoromethyl)-
  • (2S)-2-amino-4-[(trifluoromethyl)sulfanyl]butanoic acid
  • S-(Trifluoromethyl)-L-homocysteine
  • 764-52-3
  • C5H8F3NO2S