3-(3-Trifluoromethylphenyl)propionic acid supplier

Name
3-(3-Trifluoromethylphenyl)propionic acid
EINECS 639-439-3
CAS No. 585-50-2
Article Data31
CAS DataBase
Density 1.307 g/cm³
Solubility
Melting Point 35°C(lit.)
Formula C₁₀H₉F₃O₂
Boiling Point 268.7 °C at 760 mmHg
Molecular Weight 218.175
Flash Point 116.3 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Hydrocinnamicacid, m-(trifluoromethyl)- (7CI,8CI);3-(3-Trifluoromethylphenyl)propanoicacid;3-Trifluoromethylbenzenepropanoic acid;3-[3-(Trifluoromethyl)phenyl]propionic acid;m-(Trifluoromethyl)hydrocinnamicacid;
PSA 37.30000
LogP 2.72260

Synthetic route

: 779-89-5
3-(trifluoromethyl)cinnamic acid

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
With hydrogen; palladium dihydroxide at 40 - 60℃; under 2250.23 Torr;	100%
With palladium on activated charcoal; hydrogen; sodium carbonate In water at 25℃; under 1500.15 - 2250.23 Torr; for 3h;	99.4%
With hydrogen; palladium on activated charcoal In methanol at 20 - 25℃; under 30.003 Torr;	95.2%

: 779-89-5
3-(trifluoromethyl)cinnamic acid

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
With hydrogen; 5% Pd(II)/C(eggshell) In methanol at 25℃; under 735.572 Torr; for 10h;	100%
Stage #1: 3-(trifluoromethyl)cinnamic acid With palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In dichloromethane at 25℃; for 12h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In water	97%
With palladium diacetate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In dichloromethane at 25℃; for 12h; Sealed tube; Inert atmosphere; chemoselective reaction;	97%

: 95096-06-3
3-(3-(trifluoromethyl)phenyl)propanenitrile

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
With hydrogenchloride; water for 4.5h; Product distribution / selectivity;	94%
With sodium hydroxide; water In ethylene glycol at 125℃; for 9h; Product distribution / selectivity;

: 3984-22-3
2-vinyl-1,3-dioxolane

: 401-78-5
3-bromo-1-trifluoromethylbenzene

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
Stage #1: 2-vinyl-1,3-dioxolane; 3-bromo-1-trifluoromethylbenzene With potassium carbonate; Pd-Tedicyp catalyst In N,N-dimethyl-formamide at 110℃; for 20h; Heck reaction; Stage #2: With sodium hydroxide; water In N,N-dimethyl-formamide at 50 - 80℃;	93%

: (E)-2-Oxo-4-(3-trifluoromethyl-phenyl)-but-3-enoic acid

A: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

B: 262268-58-6
(E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde

Conditions

Conditions	Yield
With edetate disodium; thiamine diphosphate; sodium citrate; magnesium chloride In water; acetonitrile at 20℃; Rate constant; pH 6.0, brewers' yeast pyruvate decarboxylase (PDC, EC 4.1.1.1), also in the presence of pyruvamide;

3-<2-chloro-ethyl>-trifluoromethyl-benzene: 3-<2-chloro-ethyl>-trifluoromethyl-benzene

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
With carbon dioxide; magnesium

: m-trifluoromethyl-α-chlorohydrocinnamic acid

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
Stage #1: m-trifluoromethyl-α-chlorohydrocinnamic acid With acetic acid; zinc In water at 20 - 35℃; for 1h; Stage #2: With hydrogenchloride In water at 20℃; Product distribution / selectivity;

: 294856-02-3
methyl 3-(3-(trifluoromethyl)phenyl)propanoate

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
Stage #1: methyl 3-(3-(trifluoromethyl)phenyl)propanoate With sodium hydroxide; isopropyl alcohol at 20℃; for 6h; Stage #2: With hydrogenchloride; water
Stage #1: methyl 3-(3-(trifluoromethyl)phenyl)propanoate With lithium hydroxide monohydrate In tetrahydrofuran; water at 20℃; for 48h; Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether; water
With water; sodium hydroxide In methanol at 20℃; for 4h;	3.9 g

: 454-89-7
3-Trifluoromethylbenzaldehyde

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: piperidine / pyridine / 50 - 75 °C / Inert atmosphere 1.2: 0 °C / Cooling with ice 2.1: hydrogen / palladium 10% on activated carbon / methanol / 2.5 h / 750.08 Torr View Scheme
Multi-step reaction with 2 steps 1.1: pyridine; piperidine / 4.25 h / 20 - 120 °C / Inert atmosphere 1.2: pH 2 2.1: sodium hydroxide / water / 20 °C 2.2: 7 h / 25 - 30 °C / 750.08 Torr 2.3: pH 2 View Scheme

: 401-78-5
3-bromo-1-trifluoromethylbenzene

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: palladium diacetate; potassium carbonate; triphenylphosphine / N,N-dimethyl-formamide / 15 h / 110 °C / Inert atmosphere 1.2: 15 h / 20 °C / 760.05 Torr 2.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 48 h / 20 °C View Scheme

: 705-29-3
3-Trifluoromethylbenzyl chloride

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 - 5 °C 1.2: 2 h 2.1: sodium chloride / water; N,N-dimethyl-formamide / 6 h / 150 °C 3.1: sodium hydroxide; water / methanol / 4 h / 20 °C View Scheme

: dimethyl 2-(3-(trifluoromethyl)benzyl)malonate

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium chloride / water; N,N-dimethyl-formamide / 6 h / 150 °C 2: sodium hydroxide; water / methanol / 4 h / 20 °C View Scheme

: 67-56-1
methanol

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 294856-02-3
methyl 3-(3-(trifluoromethyl)phenyl)propanoate

Conditions

Conditions	Yield
With sulfuric acid Reflux;	99%
With thionyl chloride for 4h; Inert atmosphere; Reflux;	97%
With sulfuric acid at 30 - 45℃;

: 2-Amino-5-(4-methyl-phenyl)-thiophene-3-carboxylic Acid Amide

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 1393911-92-6
C22H17F3N2OS

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In chloroform at 120℃; Microwave irradiation;	98%

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 82572-04-1
(R)-<1-(1-Naphthyl)ethyl>ammonium chloride

: 1005450-55-4
(R)‐N‐(1‐(naphthalen‐1‐yl)ethyl)‐3‐(3‐trifluoromethylphenyl)propanamide

Conditions

Conditions	Yield
Stage #1: (R)-<1-(1-Naphthyl)ethyl>ammonium chloride With sodium hydroxide In toluene Stage #2: 3-(3-trifluoromethylphenyl)propanoic acid In toluene at 140 - 150℃; Further stages.;	95%

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 78573-45-2
3-[3-(trifluoromethyl)phenyl]propan-1-ol

Conditions

Conditions	Yield
Stage #1: 3-(3-trifluoromethylphenyl)propanoic acid With borane-THF In tetrahydrofuran at 0 - 20℃; for 25h; Stage #2: With water In tetrahydrofuran; methanol	94%
With borane In tetrahydrofuran at 0 - 20℃; for 25h; Inert atmosphere;	94%
Stage #1: 3-(3-trifluoromethylphenyl)propanoic acid With 4-methyl-morpholine; chloroformic acid ethyl ester In 2-methyltetrahydrofuran at -10 - -5℃; for 0.00166667h; Stage #2: With sodium tetrahydroborate In 2-methyltetrahydrofuran; water at 0 - 5℃; for 0.5h; Solvent; Reagent/catalyst;	92.2%

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 455-03-8
3-(trifluoromethyl)benzenepropanoic acid chloride

Conditions

Conditions	Yield
With thionyl chloride; N,N-dimethyl-formamide In Isopropyl acetate at 43℃; Temperature;	93%
With thionyl chloride
With thionyl chloride In toluene for 2h; Heating;

: 3886-70-2
(R)-1-(1-Naphthyl)ethylamine

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 226256-56-0
cinacalcet

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate; phenylsilane In dibutyl ether at 120℃; for 24h; Solvent; Reagent/catalyst; Concentration; Inert atmosphere; Schlenk technique;	89%
With tris(pentafluorophenyl)borate; phenylsilane In dibutyl ether at 120℃; for 20h; Schlenk technique; Inert atmosphere;	87%
With potassium phosphate; 18-crown-6 ether; phenylsilane In tetrahydrofuran at 80℃; for 36h; Glovebox; Molecular sieve; Schlenk technique;

: (S)-2-(p-tolylsulfinyl)aniline

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: (S)-3-(3-trifluoromethylphenyl)-N-(2-(p-tolylsulfinyl)phenyl)propanamide

Conditions

Conditions	Yield
With dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In N,N-dimethyl-formamide at 20℃; for 16h;	86%

: 3886-70-2
(R)-1-(1-Naphthyl)ethylamine

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 1005450-55-4
(R)‐N‐(1‐(naphthalen‐1‐yl)ethyl)‐3‐(3‐trifluoromethylphenyl)propanamide

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 15h; Inert atmosphere;	83%
Stage #1: 3-(3-trifluoromethylphenyl)propanoic acid With 1,1'-carbonyldiimidazole In dichloromethane for 1h; Stage #2: (R)-1-(1-Naphthyl)ethylamine In dichloromethane at 25 - 35℃; Solvent; Temperature;	82.94%
Stage #1: 3-(3-trifluoromethylphenyl)propanoic acid With thionyl chloride; N,N-dimethyl-formamide In toluene at 25 - 75℃; for 2h; Stage #2: (R)-1-(1-Naphthyl)ethylamine With triethylamine In dichloromethane; toluene at 0 - 5℃; for 1.5 - 2h;	70.87%

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 108-18-9
diisopropylamine

: C16H22F3NO

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h;	79%

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 21172-41-8
3-[3-(trifluoromethyl)phenyl]propanal

Conditions

Conditions	Yield
With succinic acid anhydride; 4,4'-dibromo-2,2'-bipyridine; diphenylsilane; nickel(II) hydroxide In tetrahydrofuran at 70℃; for 10h; Schlenk technique; Inert atmosphere;	75%
Multi-step reaction with 2 steps 1: 85 percent / LAH 2: 65 percent / (COCl)2/DMSO; Et3N View Scheme
Multi-step reaction with 2 steps 1.1: sulfuric acid / 30 - 45 °C 2.1: diisobutylaluminium hydride / toluene; hexane / 2.5 h / -80 - -78 °C 2.2: -80 - -78 °C View Scheme
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere; Schlenk technique 2: Dess-Martin periodane / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Schlenk technique View Scheme
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere 2: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere View Scheme

: 3886-70-2
(R)-1-(1-Naphthyl)ethylamine

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 364782-34-3
cinacalcet hydrochloride

Conditions

Conditions	Yield
Stage #1: (R)-1-(1-Naphthyl)ethylamine; 3-(3-trifluoromethylphenyl)propanoic acid With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; phenylsilane; 1,2-bis-(diphenylphosphino)ethane In dibutyl ether at 120℃; for 18h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether at -20℃; Schlenk technique; Inert atmosphere;	74%

: 95-20-5
2-methyl-1H-indole

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: C19H18F3N

Conditions

Conditions	Yield
With aluminium(III) triflate; Co(acac)3; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] at 140℃; under 22502.3 Torr; for 18h; Autoclave; Sealed tube;	72%

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 62-53-3
aniline

: N-(3-(3-(trifluoromethyl)phenyl)propyl)aniline

Conditions

Conditions	Yield
With cobalt(II) tetrafluoroborate hexahydrate; (p-anisyl)triphos; hydrogen In 1,4-dioxane at 140℃; under 30003 Torr; for 24h; Autoclave; Green chemistry;	69%

: 123-56-8
Succinimide

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 3-(3-trifluoromethylphenyl)propanoyl succinimide

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 18h; Inert atmosphere;	53%
Stage #1: 3-(3-trifluoromethylphenyl)propanoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 0.5h; Inert atmosphere; Stage #2: Succinimide In tetrahydrofuran for 48h;	44%

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: N-(6-(3-amino-4-fluorophenoxy)benzo[d]thiazol-2-yl)cyclopropanecarboxamide

: N-(6-(4-fluoro-3-(3-(3-(trifluoromethyl)phenyl)propionylamino)phenoxy)benzo[d]thiazol-2-yl)cyclopropanecarboxamide

Conditions

Conditions	Yield
With HATU In pyridine at 85℃; for 8h; Inert atmosphere;	39%

: 1020656-57-8
2-amino-1-(1-phenyl-3,4-dihydropyrrolo[1,2-a]pyrazin-2(1H)-yl)ethanone

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 1020656-11-4
N-(2-oxo-2-(1-phenyl-3,4-dihydropyrrolo[1,2-a]pyrazin-2-yl)ethyl)-3-(3-(trifluoromethyl)phenyl)propanamide

Conditions

Conditions	Yield
Stage #1: 3-(3-trifluoromethylphenyl)propanoic acid With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Stage #2: 2-amino-1-(1-phenyl-3,4-dihydropyrrolo[1,2-a]pyrazin-2(1H)-yl)ethanone In dichloromethane at 20℃; for 16h;	38%

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 329-02-2
3-[3-(trifluoromethyl)cyclohexyl]propanoic acid

Conditions

Conditions	Yield
With acetic acid; platinum Hydrogenation;

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 294856-02-3
methyl 3-(3-(trifluoromethyl)phenyl)propanoate

Conditions

Conditions	Yield
With methanol Esterification;

: 851484-80-5
4-{2-[(1S)-((S)-tert-butanesulfinylamino)-3-methylbutyl]-4-(trifluoromethyl)phenyl}-1-piperazine

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: 2-Methyl-propane-2-sulfinic acid [(S)-3-methyl-1-(5-trifluoromethyl-2-{4-[3-(3-trifluoromethyl-phenyl)-propionyl]-piperazin-1-yl}-phenyl)-butyl]-amide

Conditions

Conditions	Yield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane; N,N-dimethyl-formamide

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: [(S)-1-(7,8-Dihydro-naphthalen-1-yl)-ethyl]-[3-(3-trifluoromethyl-phenyl)-propyl]-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 85 percent / LAH 2: 65 percent / (COCl)2/DMSO; Et3N View Scheme

: 585-50-2
3-(3-trifluoromethylphenyl)propanoic acid

: [(R)-1-(7,8-Dihydro-naphthalen-1-yl)-ethyl]-[3-(3-trifluoromethyl-phenyl)-propyl]-amine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 85 percent / LAH 2: 65 percent / (COCl)2/DMSO; Et3N View Scheme

3-(3-Trifluoromethylphenyl)propionic acid Specification

The 3-(3-Trifluoromethylphenyl)propionic acid with the CAS number 585-50-2 is also called Benzenepropanoic acid,3-(trifluoromethyl)-. Its molecular formula is C₁₀H₉F₃O₂. This chemical belongs to the following product categories: (1)Carboxylic Acids; (2)Phenyls & Phenyl-Het; (3)Carboxylic Acids; (4)Phenyls & Phenyl-Het.

The properties of the chemical are: (1)ACD/LogP: 2.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.43; (4)ACD/LogD (pH 7.4): -0.38; (5)ACD/BCF (pH 5.5): 4.15; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 50.63; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.474; (14)Molar Refractivity: 46.97 cm³; (15)Molar Volume: 166.8 cm³; (16)Polarizability: 18.62×10^-24cm³; (17)Surface Tension: 33.8 dyne/cm; (18)Enthalpy of Vaporization: 53.53 kJ/mol; (19)Vapour Pressure: 0.00375 mmHg at 25°C.

While using this chemical, you should be very cautious. This chemical is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. Firstly, you should wear suitable protective clothing, gloves and eye/face protection. Then in case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: FC(F)(F)c1cccc(c1)CCC(=O)O
(2)InChI: InChI=1/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)
(3)InChIKey: YLTJJMIWCCJIHI-UHFFFAOYAZ

Product Name

3-(3-Trifluoromethylphenyl)propionic acid

Synthetic route

3-(3-Trifluoromethylphenyl)propionic acid Specification

Related Products

Hot Products