Basic information
- CAS
585-50-2- Standard SMILES
O=C(O)CCc1cccc(C(F)(F)F)c1- InChIKey
YLTJJMIWCCJIHI-UHFFFAOYSA-N- Molecular formula
- C10H9F3O2
- Average molar mass
- 218.17 g/mol
- Monoisotopic mass
- 218.05546419
Names & identifiers
- Preferred name
- 3-(3-Trifluoromethylphenyl)propanoic acid
- IUPAC
- 3-[3-(trifluoromethyl)phenyl]propanoic acid
- English name
- 3-(3-Trifluoromethylphenyl)propionic acid
- Molecular formula
- C10H9F3O2
- Molecular weight
- 218.17
Names & synonyms
3-(3-TRIFLUOROMETHYLPHENYL)PROPANOIC ACIDRefChem:492218585-50-23-(3-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID3-(3-(trifluoromethyl)phenyl)propanoic acid3-[3-(trifluoromethyl)phenyl]propanoic AcidMFCD00090487Cinacalcet (m5)m-(Trifluoromethyl)hydrocinnamic acidBENZENEPROPANOIC ACID, 3-(TRIFLUOROMETHYL)-3-TRIFLUOROMETHYLBENZENEPROPANOIC ACID3-[3-(Trifluoromethyl)phenyl]propionic acid
Show more names
Cinacalcet-26RARECHEM AL BO 1070Cinacalcet Impurity 393-Benzotrifluoridepropanoic acid3-(3-Trifluoromethylphenyl)propionic3-(3-Carboxyprop-1-yl)benzotrifluoride
3-(TRIFLUOROMETHYL)HYDROCINNAMIC ACIDSCHEMBL3653364U44XHH79H3-(TRIFLUOROMETHYL)PHENYLPROPIONIC ACIDAB032693-(3-trifluoromethyl-phenyl) -propionic acidUNII-4U44XHH79HCinacalcet Impurity 116
Database identifiers
- CAS
585-50-2
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 225
Physicochemical properties
- Melting point
- 35 °C · 35°C(lit.)
- Boiling point
- 149 °C/11mmHg · 149°C/11mmHg(lit.)
- Density
- 1.307 · 1.307±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 4.56 · 4.56±0.10(Predicted)
- form
- Oil
- color
- Colourless
- InChI
- InChI=1S/C10H9F3O2/c11-10(12,13)8-3-1-2-7(6-8)4-5-9(14)15/h1-3,6H,4-5H2,(H,14,15)
- InChIKey
- YLTJJMIWCCJIHI-UHFFFAOYSA-N
- SMILES
- C1=CC(=CC(=C1)C(F)(F)F)CCC(=O)O
- CAS DataBase Reference
- 585 · 585-50-2(CAS DataBase Reference)
- FDA UNII
- 4 U44XHH79H · 4U44XHH79H
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (81.2%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (81.2%)
Safety data
- hs_code
- 2916399090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36/37/39
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
Description3-(3-Trifluoromethylphenyl)propionic acid is an important organic solvent with a mild, pleasant aroma, used as an efficient organic reagent in polymer production processes and as a co-catalyst for trifluoroacetic acid. It is used in biological research as a substrate for the synthesis of various compounds and for the study of enzyme-catalysed reactions. It is also used in the synthesis of cinacalcet. Cinacalcet is a drug used to treat chronic kidney disease (dialysis) and high levels of calcium in the blood (parathyroid disease).
Uses3-(3-Trifluoromethylphenyl)propionic Acid can be used as catalysts.
Uses3-(3-Trifluoromethylphenyl)propionic acid is used in the synthesis of Cinacalcet and also participates in the boron-catalyzed N-alkylation of amines of carboxylic acids.
Preparation methods
Preparation3-(3-Trifluoromethylphenyl)propionic acid is synthesised by the reaction of 3-trifluoromethylaniline and propionic acid.
Upstream & downstream products
Upstream raw materials
Related reactions
27 records
Compound notes
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