3-(3'-Trifluoromethylphenyl)propanol supplier

Name
3-(3'-TRIFLUOROMETHYL PHENYL) PROPANOL
EINECS 616-635-7
CAS No. 78573-45-2
Article Data29
CAS DataBase
Density 1.203 g/cm³
Solubility
Melting Point
Formula C₁₀H₁₁F₃O
Boiling Point 236.906 °C at 760 mmHg
Molecular Weight 204.192
Flash Point 104.666 °C
Transport Information
Appearance brown oil
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 3-(3'-Trifluoromethylphenyl)propan-1-ol;3-(Trifluoromethyl)benzenepropanol;3-[3-(Trifluoromethyl)phenyl]propan-1-ol;
PSA 20.23000
LogP 2.63030

Synthetic route

: 64189-17-9
3-<3-(trifluoromethyl)phenyl>prop-2-en-1-ol

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

Conditions

Conditions	Yield
With hydrogen In ethanol at 60℃; under 15001.5 Torr; for 6h; Pressure; Temperature; Solvent; Autoclave;	99.4%
With hydrogen; palladium on activated charcoal In ethanol at 20℃; under 750.06 Torr; for 26h;	57%
With 5%-palladium/activated carbon In 2-methyltetrahydrofuran at 30 - 40℃; under 1500.15 - 2250.23 Torr; Temperature;

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

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

Conditions

Conditions	Yield
With hydrogen In methanol at 160℃; under 150015 Torr; Product distribution / selectivity;	98%
With lithium aluminium tetrahydride In diethyl ether at 0℃;	97%
With dimethylsulfide borane complex In 2-methyltetrahydrofuran at 90℃; under 7500.75 Torr; for 0.333333h; Inert atmosphere; Flow reactor;	97%
Stage #1: methyl 3-(3-(trifluoromethyl)phenyl)propanoate With sodium tetrahydroborate In tetrahydrofuran Inert atmosphere; Reflux; Stage #2: With methanol In tetrahydrofuran at 60 - 65℃; for 9h; Inert atmosphere;	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%

: 65126-85-4
3-(3-(trifluoromethyl)phenyl)prop-2-yn-1-ol

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

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 6h;	82%
With hydrogen; palladium 10% on activated carbon In isopropyl alcohol at 42 - 45℃; under 3750.38 Torr; for 5h;	72.1%
With hydrogen; 5% Pd(II)/C(eggshell) In methanol at 20℃; under 760.051 Torr; for 72h;
With hydrogen; 5% Pd(II)/C(eggshell) In methanol; water at 20℃; under 760.051 Torr; for 72h;

: 154775-01-6
(R)-1-(meta-trifluoromethylphenyl) 3-tosyloxy 2-propanol

A: 41320-75-6
meta-trifluoromethylphenyl-propane

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

C: 135561-75-0
(S)-1-[(3′-trifluoromethyl)phenyl]-2-propanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether at 21℃; for 3h;	A 3% B 8% C 69%

...Expand

: 2-[2-(3-Trifluoromethyl-phenyl)-ethyl]-oxirane

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aq. HClO4 / tetrahydrofuran 2: Pb(OAc)4 / CH2Cl2 3: LiAlH4 / diethyl ether View Scheme

: 70311-33-0
ethyl 3-(3-trifluoromethylphenyl)-propionate

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

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

Conditions

Conditions	Yield
Stage #1: ethyl 3-(3-trifluoromethylphenyl)-propionate; 3-[3-(trifluoromethyl)phenyl]propanal With sodium tetrahydroborate In ethanol at 20℃; for 24h; Stage #2: With ethanol; water In ethyl acetate Product distribution / selectivity;

: 70311-33-0
ethyl 3-(3-trifluoromethylphenyl)-propionate

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

Conditions

Conditions	Yield
Stage #1: ethyl 3-(3-trifluoromethylphenyl)-propionate With sodium tetrahydroborate In ethanol at 20℃; for 24h; Stage #2: With ethanol; water In ethyl acetate Product distribution / selectivity;

: 70311-33-0
ethyl 3-(3-trifluoromethylphenyl)-propionate

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

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

B: 113048-69-4
(E)-3-(3-trifluoromethylphenyl)prop-2-en-1-ol

Conditions

Conditions	Yield
Stage #1: ethyl 3-(3-trifluoromethylphenyl)-propionate; (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde With sodium tetrahydroborate In ethanol at 20℃; for 24h; Stage #2: With ethanol; water In ethyl acetate Product distribution / selectivity;
Stage #1: ethyl 3-(3-trifluoromethylphenyl)-propionate; (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde With lithium aluminium tetrahydride In tetrahydrofuran at -5℃; for 0.666667h; Stage #2: With sodium hydroxide; water In tetrahydrofuran; acetone Product distribution / selectivity;
Stage #1: ethyl 3-(3-trifluoromethylphenyl)-propionate; (E)-3-(3-(trifluoromethyl)phenyl)acrylaldehyde With lithium aluminium tetrahydride In tetrahydrofuran at -5℃; for 0.666667h; Stage #2: With sulfuric acid; water In tetrahydrofuran; acetone Product distribution / selectivity;

...Expand

: 454-89-7
3-Trifluoromethylbenzaldehyde

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

Conditions

Conditions	Yield
Multi-step reaction with 3 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 3.1: borane / tetrahydrofuran / 25 h / 0 - 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 4 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 3.1: thionyl chloride / 4 h / Inert atmosphere; Reflux 4.1: sodium tetrahydroborate / tetrahydrofuran / Inert atmosphere; Reflux 4.2: 9 h / 60 - 65 °C / Inert atmosphere View Scheme

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

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen / palladium 10% on activated carbon / methanol / 2.5 h / 750.08 Torr 2: borane / tetrahydrofuran / 25 h / 0 - 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethanol / 16 h / 20 °C / 760.05 Torr 2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydroxide / water / 20 °C 1.2: 7 h / 25 - 30 °C / 750.08 Torr 1.3: pH 2 2.1: thionyl chloride / 4 h / Inert atmosphere; Reflux 3.1: sodium tetrahydroborate / tetrahydrofuran / Inert atmosphere; Reflux 3.2: 9 h / 60 - 65 °C / Inert atmosphere View Scheme

: 2557-13-3
3-trifluoromethylbenzoic acid methyl ester

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium methanolate / iso-xylene / 12 h / 80 °C / 760.05 Torr / Industry scale 2: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 48 h / 60 °C / 7500.75 Torr / Autoclave 3: hydrogen / / methanol / 160 °C / 150015 Torr View Scheme

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

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / triphenylphosphine; copper(l) iodide; palladium dichloride / N,N-dimethyl acetamide / 50 - 70 °C / Inert atmosphere 2: hydrogen / 5% Pd(II)/C(eggshell) / methanol / 72 h / 20 °C / 760.05 Torr View Scheme
Multi-step reaction with 2 steps 1: triethylamine / triphenylphosphine; copper(l) iodide; palladium dichloride / ISOPROPYLAMIDE / 17 h / 50 - 70 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; methanol / 72 h / 20 °C / 760.05 Torr View Scheme
Multi-step reaction with 2 steps 1: copper(l) iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 22 h / 0 - 55 °C / Inert atmosphere; Sealed tube 2: palladium 10% on activated carbon; hydrogen / ethanol / 6 h / 20 °C View Scheme

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

: 124-63-0
methanesulfonyl chloride

: 21172-43-0
methylsulfonyl-3-(3-trifluoromethylphenyl)propyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	100%
With triethylamine In dichloromethane at -5℃; for 1.5h; Temperature;	97.9%
With triethylamine In toluene at 20 - 25℃; for 2h;	93%

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

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

Conditions

Conditions	Yield
Stage #1: 3-[3-(trifluoromethyl)phenyl]propan-1-ol With phosphorus pentoxide; dimethyl sulfoxide In dichloromethane at 20℃; Swern Oxidation; Cooling with ice; Stage #2: With triethylamine In dichloromethane at 20℃; Cooling with ice;	100%
Stage #1: 3-[3-(trifluoromethyl)phenyl]propan-1-ol With phosphorus pentoxide; dimethyl sulfoxide In dichloromethane for 0.5h; Cooling; Stage #2: With triethylamine In dichloromethane for 1h; Cooling;	100%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid at 0 - 20℃; for 0.5h;	100%

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

: 98-59-9
p-toluenesulfonyl chloride

: 3-(3-trifluoromethylphenyl)propyl 4-methylphenylsulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; Autoclave; Large scale;	100%
With pyridine In chloroform
With triethylamine; dmap In dichloromethane at -5 - 10℃; Product distribution / selectivity;
With triethylamine; dmap In dichloromethane at 25 - 40℃; for 15h; Product distribution / selectivity;

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

: (R)-(+)-1-(1-naphthyl)ethyl o-nitrobenzenesulfonamide

: ((1R)-1-(1-naphthyl)ethyl) N-(3-(3-(trifluoromethyl)phenyl)propyl)-o-nitrobenzenesulfonamide

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In toluene at 50℃; for 1h;	100%

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

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

: 226256-56-0
cinacalcet

Conditions

Conditions	Yield
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; D-sorbitol; choline chloride at 60℃; for 12h;	98%
Stage #1: 3-[3-(trifluoromethyl)phenyl]propan-1-ol With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In dichloromethane at 20℃; for 2h; Stage #2: (R)-1-(1-Naphthyl)ethylamine With sodium tris(acetoxy)borohydride In dichloromethane optical yield given as %ee;	84%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydrogencarbonate In toluene at 110℃; for 17h; Inert atmosphere; Sealed tube;	75%
With C19H22MnN3O3P(1+); potassium hydride In 1,2-dimethoxyethane at 100℃; for 48h; Glovebox; Sealed tube; Inert atmosphere;	50%

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

: 129254-76-8
1-(3-bromopropyl)-3- (trifluoromethyl)benzene

Conditions

Conditions	Yield
With sulfuric acid; hydrogen bromide; tetra(n-butyl)ammonium hydrogensulfate In water at 82℃; for 25h; Temperature; Concentration; Reagent/catalyst;	90.97%
With hydrogen bromide In water at 85 - 90℃; for 15h;	82%
With 1H-imidazole; bromine; triphenylphosphine In dichloromethane at 0 - 25℃;	81%

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

: 566938-58-7
1-(3-iodopropyl)-3-(trifluoromethyl)benzene

Conditions

Conditions	Yield
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 20 - 35℃; for 2h;	85%
With trimethylsilyl iodide In dichloromethane at 20℃;

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

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

: 364782-34-3
cinacalcet hydrochloride

Conditions

Conditions	Yield
Stage #1: (R)-1-(1-Naphthyl)ethylamine; 3-[3-(trifluoromethyl)phenyl]propan-1-ol With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] In toluene at 110℃; for 6h; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether; hexane; ethyl acetate; toluene Reagent/catalyst; Time;	83%

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

A: 1-[(1E)-3-bromopropyl-1-en-1-yl]-3-(trifluoromethyl)benzene

B: 129254-76-8
1-(3-bromopropyl)-3- (trifluoromethyl)benzene

Conditions

Conditions	Yield
With sulfuric acid; hydrogen bromide In water at 25 - 55℃;	A n/a B 76.45%

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

: 2-(pyrimidin-5-yl)phenol

: 5-(2-(3-(3-(trifluoromethyl)phenyl)propoxy)phenyl)pyrimidine

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In toluene at 20℃; for 12h; Sealed tube;	67%

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

: C13H12ClNO

: 915979-44-1
(R)-(1-naphthalen-1-ylethyl)carbamic acid 3-(3-trifluoromethylphenyl)propyl ester

Conditions

Conditions	Yield
With pyridine In dichloromethane at -2 - 22℃; for 16.5h; Temperature; Inert atmosphere;	48.17%

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

: 262616-16-0
methyl (S)-2-tert-butoxycarbonyl-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

: methyl (S)-2-tert-butoxycarbonyl-7-[3-(3-trifluoromethylphenyl)propoxy]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 20℃; for 2h; Mitsunobu Displacement;	40%

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

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

Conditions

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

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

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

Conditions

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

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

: Acetylamino-<3-(m-trifluormethyl-phenyl)-propyl-(1)>-malonsaeure-diaethylester

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Py 2: (i) Na, KI, EtOH, (ii) /BRN= 2987616/ View Scheme

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

: 2-Amino-5-(3-trifluoromethyl-phenyl)-pentanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Py 2: (i) Na, KI, EtOH, (ii) /BRN= 2987616/ 3: aq. HCl View Scheme

3-(3'-Trifluoromethylphenyl)propanol Specification

The Benzenepropanol,3-(trifluoromethyl)-, with the CAS registry number 78573-45-2, is also known as 3-(Trifluoromethyl)benzenepropanol. It belongs to the product categories of Aromatics Compounds; Aromatics; Intermediates. This chemical's molecular formula is C₁₀H₁₁F₃O and molecular weight is 204.19. What's more, its systematic name is 3-[3-(trifluoromethyl)phenyl]propan-1-ol.

Physical properties of Benzenepropanol,3-(trifluoromethyl)- are: (1)ACD/LogP: 2.62; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 43; (6)ACD/BCF (pH 7.4): 43; (7)ACD/KOC (pH 5.5): 513; (8)ACD/KOC (pH 7.4): 513; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 20.23 Å²; (13)Index of Refraction: 1.465; (14)Molar Refractivity: 46.95 cm³; (15)Molar Volume: 169.774 cm³; (16)Polarizability: 18.612×10^-24cm³; (17)Surface Tension: 30.079 dyne/cm; (18)Density: 1.203 g/cm³; (19)Flash Point: 104.666 °C; (20)Enthalpy of Vaporization: 50.062 kJ/mol; (21)Boiling Point: 236.906 °C at 760 mmHg; (22)Vapour Pressure: 0.025 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)InChI: InChI=1S/C10H11F3O/c11-10(12,13)9-5-1-3-8(7-9)4-2-6-14/h1,3,5,7,14H,2,4,6H2
(2)InChIKey: QWXKQVIMGVVIBX-UHFFFAOYSA-N
(3)Canonical SMILES: C1=CC(=CC(=C1)C(F)(F)F)CCCO

Product Name

3-(3'-TRIFLUOROMETHYL PHENYL) PROPANOL

Synthetic route

3-(3'-Trifluoromethylphenyl)propanol Specification

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