3-(Trifluoromethyl)cinnamic acid Chemical Properties

Melting point:

135-137 °C(lit.)

Boiling point:

224°C (rough estimate)

Density 

1.3275 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

4.25±0.10(Predicted)

color 

White to Off-White

BRN 

1963372

CAS DataBase Reference

779-89-5(CAS DataBase Reference)

EPA Substance Registry System

3-[3-(Trifluoromethyl)phenyl]acrylic acid (779-89-5)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-37/38

Safety Statements 

26-37/39-37

WGK Germany 

3

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29163990

MSDS

• Language:English Provider:3-(Trifluoromethyl)cinnamic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-(Trifluoromethyl)cinnamic acid Usage And Synthesis

Chemical Properties

White Solid

Uses

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

Uses

3-(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.

Definition

ChEBI: (E)-3-(trifluoromethyl)cinnamic acid is a member of the class of (trifluoromethyl)benzenes consisting of trans-cinnamic acid having a trifluoromethyl substituent at the meta-position. It is a member of cinnamic acids, a member of styrenes and a member of (trifluoromethyl)benzenes. It is functionally related to a trans-cinnamic acid.

Synthesis

To a suspension of m-trifluoromethyl-α-bromohydrocinnamic acid, isopropanol (1.42 1) and benzyltriethylammonium chloride (10.85g), aqueous sodium hydroxide (340 ml, 56%) was added slowly. The temperature was raised to 55-60℃, stirred for 7 hours, and isopropanol was removed in vacuo. Water (500ml) was added to the reaction mass, stirred, cooled to 0℃, and acidified with hydrochloric acid (450ml). The solid was filtered, washed with water, and dried in vacuo at 5O℃ to afford 204g of 3-(Trifluoromethyl)cinnamic acid.

3-(Trifluoromethyl)cinnamic acid(779-89-5)Related Product Information

• Cinnamaldehyde
• 3-Trifluoromethylphenol
• 3-(Trifluoromethyl)phenylacetone
• Trifluoromethanesulfonic acid
• 3-Aminobenzotrifluoride
• 3-Bromobenzotrifluoride
• Cinnamic acid
• (Trifluoromethyl)trimethylsilane
• 3-(Trifluoromethyl)benzoic acid
• 4-(Trifluoromethyl)benzaldehyde
• 3-Chloromethyl-benzotrifluoride
• Ethyl 2-(Chlorosulfonyl)acetate
• 3'-(Trifluoromethyl)acetophenone
• 3-Chlorocinnamic acid
• alpha-Methylcinnamic acid
• Glycine
• Folic acid
• 3-(Trifluoromethyl)benzaldehyde