3-(Trifluormethyl)zimtsaeure

3-Trifluoromethylcinnamic acid

HCID 85527CAS 779-89-5

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Grundinformationen

Standard-SMILES: O=C(O)C=Cc1cccc(C(F)(F)F)c1
InChIKey: KSBWHDDGWSYETA-UHFFFAOYSA-N
Summenformel: C10H7F3O2
Durchschnittliche Molmasse: 216,16 g/mol
Monoisotopische Masse: 216,03981395

Namen und Bezeichner

Bevorzugter Name: 3-Trifluoromethylcinnamic acid
IUPAC: 3-[3-(trifluoromethyl)phenyl]prop-2-enoic acid
Lokaler Name: 3-(Trifluormethyl)zimtsaeure
Englischer Name: 3-(Trifluoromethyl)cinnamic acid
Summenformel: C10H7F3O2
Molmasse: 216.16

Namen und Synonyme

MFCD000043933-(Trifluoromethyl)cinnamic acid, predominantly trans3-Trifluoromethylcinnamic acid3-(3-Trifluoromethylphenyl)acrylic acid3-(3-Trifluoromethylphenyl)-2-propenoic Acid; 3-(3-Trifluoromethylphenyl)acrylic Acid; m-(Trifluoromethyl)cinnamic AcidTrifluoromethyl)cinnamic acidSCHEMBL802083-trifluoromethyl cinnamic acid3-trifluoromethyl-cinnamic acidSCHEMBL1510140SCHEMBL15102573-(trifluoromethyl) cinnamic acid

Weitere Namen anzeigen

(E)-3-(3-(Trifluoromethyl)phenyl)acrylic acid3-[3-(TRIFLUOROMETHYL)PHENYL]PROP-2-ENOIC ACIDMTF-CNACinacalcet-27TIMTEC-BB SBB000553RARECHEM BK HW 0018CINMIC ACID IMPURITYCinacalcet Impurity 403-[3-(Trifluoromethyl)Phenym-(Trifluoromethyl)Cinnamic

AKOS017278366SB38733SY0143003-(3-trifluoromethyl-phenyl)-acrylic acidDB-0217763-[3-(Trifluoromethyl)phenyl]-2-propenoicaci2-Propenoic acid, 3-[3-(trifluoromethyl)phenyl]-; Cinnamic acid, m-(trifluoromethyl)- (7CI,8CI); 3-(3-Trifluoromethylphenyl)acrylic acid; 3-(Trifluoromethyl)cinnamic acid; 3-[3-(Trifluoromethyl)phenyl]-2-propenoic acid; m-(Trifluoromethyl)cinnamic acid

Datenbank-Bezeichner

CAS: 779-89-5
PubChem CID: 85527
DTXSID: DTXSID8061135

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3
Polarare Oberfläche (TPSA): 37,3 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 2
Schwere Atome: 15
Formalladung: 0
Komplexität: 258

Physikochemische Eigenschaften

Schmelzpunkt: 135 · 135-137 °C(lit.)
Siedepunkt: 224 °C · 224°C (rough estimate)
Dichte: 1.3275 · 1.3275 (estimate)
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: DMSO (Slightly), Methanol (Slightly)
Aggregatzustand: Solid
pka: 4.25 · 4.25±0.10(Predicted)
Farbe: White to Off-White
BRN: 1963372 · 1963372
InChI: InChI=1S/C10H7F3O2/c11-10(12,13)8-3-1-2-7(6-8)4-5-9(14)15/h1-6H,(H,14,15)
InChIKey: KSBWHDDGWSYETA-UHFFFAOYSA-N
SMILES: C(O)(=O)C=CC1=CC=CC(C(F)(F)F)=C1
CAS Datenbank: 779 · 779-89-5(CAS DataBase Reference)
EPA chemische Informationen: 3 · 3-[3-(Trifluoromethyl)phenyl]acrylic acid (779-89-5)

Sicherheit und Regulatorisches

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29163990
risk_code: 36/37/38-37/38
hazard_code: Xi
safety_code: 26-37/39-37
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 2 Einträge

VerwendenHad sedative hypnotic activity in mice, showing potent inhibition of spontaneous motility.

Verwenden3-(Trifluoromethyl)cinnamic acid is used in the synthesis of cinacalcet. Cinacalcet is a drug for the control and treatment of secondary hyperparathyroidism (in the dialysis population), primary hyperparathyroidism where the patient may not be a candidate for surgical treatment, and for the treatment of calciphylaxis in patients with end-stage renal disease or in patients on dialysis.