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98-17-9

Basic Information
CAS No.: 98-17-9
Name: 3-Trifluoromethylphenol
Article Data: 78
Molecular Structure:
Molecular Structure of 98-17-9 (3-Trifluoromethylphenol)
Formula: C7H5F3O
Molecular Weight: 162.111
Synonyms: alpha,alpha,alpha-Trifluoro-m-cresol;m-(Trifluoromethyl)phenol;M-trifluoromethylphenol;M-trifluoromethyl phenol;3-hydroxybenzotrifluoride/3-(trifluoromethyl)phenol;3-(Trifluoromethyl) phenol;Trifluorotoluene series;2,3-Difluoro-4-bromophenol;3-Trifluoro Methyl Phenol;α,α,α-trifluoro-m-cresol;3-Trifluoromethyl phenol 99.5% min.;3-hydroxytrifluoromethylbenzene;3-Hydroxybenzotrifluoride;
EINECS: 202-645-5
Density: 1.335 g/cm3
Melting Point: -2--1.8 °C(lit.)
Boiling Point: 178 °C at 760 mmHg
Flash Point: 73.9 °C
Solubility: insoluble in water
Appearance: colorless to light yellow liquid
Hazard Symbols: IrritantXi,ToxicT
Risk Codes: 37/38-41-34-24/25-36/37/38
Safety: 26-39-45-36/37/39
PSA: 20.23000
LogP: 2.41100
Synthetic route
98-16-8

3-trifluoromethylaniline

98-17-9

3-Trifluoromethylphenol

Conditions
ConditionsYield
Stage #1: 3-trifluoromethylaniline With sulfuric acid; sodium nitrite at 5 - 20℃; for 1h;
Stage #2: With water Reflux;
94%
With sulfuric acid; sodium nitrite at 12.5 - 88℃; Temperature; Reagent/catalyst;93.6%
Stage #1: 3-trifluoromethylaniline With sulfuric acid at 83℃; for 1h;
Stage #2: With sodium nitrite In water at -3℃; for 1h;
Stage #3: With sulfuric acid; copper(II) sulfate In water at 125℃; Temperature;
92%
401-81-0

m-trifluoromethylphenyl iodide

98-17-9

3-Trifluoromethylphenol

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide In water; dimethyl sulfoxide at 165℃; for 0.0833333h; Flow reactor;90%
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; potassium hydroxide In water; dimethyl sulfoxide at 60℃; for 24h; Schlenk technique; Inert atmosphere;90%
With copper(l) iodide; 8-quinolinol; potassium hydroxide In water; dimethyl sulfoxide; tert-butyl alcohol at 100℃; for 48h; Inert atmosphere;88%
1423-26-3

(meta-(trifluoromethyl)phenyl)boronic acid

98-17-9

3-Trifluoromethylphenol

Conditions
ConditionsYield
With copper(II) ferrite; water; sodium hydroxide at 40℃; for 24h; Green chemistry;96%
With oxygen; triethylamine In 2-methyltetrahydrofuran at 20℃; under 760.051 Torr; for 24h; Green chemistry;96%
With dihydrogen peroxide In water at 20℃; for 0.166667h; Green chemistry;92%

1-but-3-enoxy-3-(trifluoromethyl)benzene

98-17-9

3-Trifluoromethylphenol

Conditions
ConditionsYield
With [2,2]bipyridinyl; (1,2-dimethoxyethane)dichloronickel(II); water; bis(pinacol)diborane; lithium tert-butoxide In methanol; N,N-dimethyl acetamide at 30℃; for 24h; Schlenk technique;67%
With 6,6'-dimethyl-2,2'-bipyridine; (1,2-dimethoxyethane)dichloronickel(II); bis(pinacol)diborane; lithium tert-butoxide In methanol; N,N-dimethyl acetamide; water at 30℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;67%

C12H13F3O

98-17-9

3-Trifluoromethylphenol

Conditions
ConditionsYield
With [2,2]bipyridinyl; (1,2-dimethoxyethane)dichloronickel(II); water; bis(pinacol)diborane; lithium tert-butoxide In methanol; N,N-dimethyl acetamide at 30℃; for 24h; Schlenk technique;63%
With 6,6'-dimethyl-2,2'-bipyridine; (1,2-dimethoxyethane)dichloronickel(II); bis(pinacol)diborane; lithium tert-butoxide In methanol; N,N-dimethyl acetamide; water at 30℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;63%
70097-64-2

1-(benzyloxy)-3-(trifluoromethyl)benzene

98-17-9

3-Trifluoromethylphenol

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 200 - 220℃; for 0.0833333h; Microwave irradiation; Inert atmosphere;98%
87199-18-6

3-hydroxyphenylboronic acid

129946-88-9

Umemoto's reagent

98-17-9

3-Trifluoromethylphenol

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; copper diacetate In N,N-dimethyl acetamide at 0℃; under 760.051 Torr; for 16h; Inert atmosphere;60%
1245824-29-6

meta-trifluoromethylphenyl N,N-diethylcarbamate

98-17-9

3-Trifluoromethylphenol

Conditions
ConditionsYield
With zirconocene dichloride In tetrahydrofuran at 20℃; Inert atmosphere;91%
98-15-7

3-chlorotrifluoromethylbenzene

98-17-9

3-Trifluoromethylphenol

Conditions
ConditionsYield
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; Inert atmosphere;93%
With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; tris-(dibenzylideneacetone)dipalladium(0); cesiumhydroxide monohydrate In tetrahydrofuran at 65℃; Inert atmosphere; Glovebox; Sealed tube;86%
Multi-step reaction with 2 steps
1: 2-methyl-8-hydroxyquinoline copper; sodium hydroxide / methanol / 5 h / 100 - 105 °C / 6000.6 - 7500.75 Torr / Autoclave
2: methanol / 35 - 40 °C / Autoclave
View Scheme
74031-45-1

3-trifluoromethyl-2-cyclohexene-1-one

98-17-9

3-Trifluoromethylphenol

Conditions
ConditionsYield
With tetrakis(acetonitrile)palladium(II) bis(tetrafluoroborate); 6,6'-dimethyl-2,2'-bipyridine; sodium anthraquinone-2-sulfonate; oxygen In water; dimethyl sulfoxide at 80℃; under 760.051 Torr; for 12h;68%
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Chemistry

Product Name: 3-Trifluoromethylphenol (CAS NO.98-17-9)

Molecular Formula: C7H5F3O
Molecular Weight: 162.11g/mol
Mol File: 98-17-9.mol
EINECS: 202-645-5
Appearance: Clear colourless to light yellow liquid
Melting Point: -2--1.8 °C(lit.)
Boiling point: 178 °C at 760 mmHg
Flash Point: 73.9 °C
Density: 1.335 g/cm3
Refractive index:  n20/D 1.458(lit.)
Water Solubility: insoluble
Index of Refraction: 1.457 
Molar Refractivity: 33.11 cm3 
Molar Volume: 121.3 cm3 
Surface Tension: 28.1 dyne/cm
Enthalpy of Vaporization: 43.13 kJ/mol
Vapour Pressure: 0.749 mmHg at 25°C
XLogP3-AA: 3
H-Bond Donor: 1
H-Bond Acceptor: 4
Structure Descriptors of 3-Trifluoromethylphenol (CAS NO.98-17-9):
  IUPAC Name: 3-(trifluoromethyl)phenol
  Canonical SMILES: C1=CC(=CC(=C1)O)C(F)(F)F
  InChI: InChI=1S/C7H5F3O/c8-7(9,10)5-2-1-3-6(11)4-5/h1-4,11H 
  InChIKey: UGEJOEBBMPOJMT-UHFFFAOYSA-N
Product Categories: Trifluoromethylbenzene serise; Aromatic Phenols

Uses

 3-Trifluoromethylphenol (CAS NO.98-17-9) can be used as pesticides, drugs and dye intermediates.

Toxicity Data With Reference

1.    

ivn-rat LD50:57 mg/kg

    JAPMA8    Journal of the American Pharmaceutical Association, Scientific Edition. 38 (1949),570.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Safety Information of 3-Trifluoromethylphenol (CAS NO.98-17-9):
Hazard Codes: XiIrritant,TToxic
Risk Statements: 37/38-41-34-24/25-36/37/38  
R37/38:Irritating to respiratory system and skin. 
R41:Risk of serious damage to the eyes. 
R34:Causes burns. 
R24:Toxic in contact with skin. 
R25 :Toxic if swallowed. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-39-45-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S39:Wear eye / face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
WGK Germany: 3
RTECS: GP3510000
Hazard Note: Irritant
TSCA: T
HazardClass: TOXIC

Specification

 3-Trifluoromethylphenol , its CAS NO. is 98-17-9, the synonyms are Phenol, 3-(trifluoromethyl)- ; alpha,alpha,alpha-Trifluoro-m-cresol ; m-Cresol, alpha,alpha,alpha-trifluoro- .