2,4,5-Trifluorophenylacetic acid

Bezeichnung:2,4,5-Trifluorophenylacetic acid

CAS-Nr209995-38-0

Englisch Name:2,4,5-Trifluorophenylacetic acid

CBNumberCB6283207

SummenformelC8H5F3O2

Molgewicht190.12

MOL-Datei209995-38-0.mol

2,4,5-Trifluorophenylacetic acid physikalisch-chemischer Eigenschaften

Schmelzpunkt	121-125 °C
Siedepunkt	255.0±35.0 °C(Predicted)
Dichte	1.468±0.06 g/cm3(Predicted)
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
pka	3.78±0.10(Predicted)
Farbe	White to Off-White
InChI	InChI=1S/C8H5F3O2/c9-5-3-7(11)6(10)1-4(5)2-8(12)13/h1,3H,2H2,(H,12,13)
InChIKey	YSQLGGQUQDTBSL-UHFFFAOYSA-N
SMILES	C1(CC(O)=O)=CC(F)=C(F)C=C1F
CAS Datenbank	209995-38-0(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	37/38-41
S-Sätze:	26-39
WGK Germany	3
HazardClass	IRRITANT
HS Code	29163990

Gefahreninformationscode (GHS)

2,4,5-Trifluorophenylacetic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R37/38:Reizt die Atmungsorgane und die Haut.
R41:Gefahr ernster Augenschäden.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S39:Schutzbrille/Gesichtsschutz tragen.
Beschreibung
2,4,5-Trifluorophenylacetic acid is a fluorophenylacetic acid, which is a valuable intermediate for preparing various pharmacologically active compounds. In particular, trifluorophenylacetic acids are used to prepare inhibitors of the dipeptidyl peptidase-4 enzyme. These medicines are helpful in treating diabetes, in particular type 2 diabetes. One of these active ingredients is Sitagliptin, available commercially under the brand name Januvia, which uses 2,4,5-trifluorophenylacetic acid as a critical intermediate for its synthesis.
Chemische Eigenschaften
White to light brown solid
Verwenden
2,4,5-Trifluorobenzeneacetic Acid is used in the synthesis of EGFR/ErbB-2-kinase inhibitors. Also used in the synthesis of new imidazopyrazinone derivatives as potnetial dipeptidyl peptidase IV inhibitors.
Application
2,4,5-Trifluorophenylacetic acid is used to synthesize the intermediate of sitagliptin, a new drug for the treatment of type II diabetes. sitagliptin is a dipeptidyl peptidase-4 (DPP-4) inhibitor newly launched by Merck. It has good curative effect, small side effects, good safety and tolerance in treating type II diabetes.
synthetische
synthesis of 2,4,5-trifluorophenylacetic acid: A 100 mL flask was charged 10.0 g of 2,4,5-trifluoromandelic acid, 23.9 g of H3PO3 (6 eq.), 0.73 g of Nal (0.1 eq.) and 0.47 g (0.10 eq.) of MSA. The obtained mixture was stirred at 95-105°C for 24 hrs. Once the conversion is completed (by HPLC; conversion > 99%, typically achieved after 24 hours), the mixture is cooled to room temperature, and 20 mL of methyl tert-butyl ether were added and then 20 mL of water where added. The obtained mixture was stirred for 5 min, then the organic layers were separated. Then 10 mL of methyl tert-butyl ether was added to the aqueous layers, stirred for 5 min, then the phase were separated. The organic layers were combined. The combined organic layers were concentrated under vacuum at 35°C, to provide crude 2,4,5-trifluorophenylacetic acid(TFPAA). To the obtained crude TFPAA was recrystallized from toluene, to obtain TFPAA, as a white crystals, 6.4 g, molar yield 69.5%, chemical purity of HPLC 99.47% A/A%

2,4,5-Trifluorophenylacetic acid Upstream-Materialien And Downstream Produkte

2,4,5-Trifluorophenylacetic acid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

209995-38-0, 2,4,5-Trifluorophenylacetic acid Verwandte Suche:

Send Inquriy