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337056

Sigma-Aldrich

4-(Trifluoromethoxy)aniline

98%

Synonym(s):
α,α,α-Trifluoro-p-anisidine
Linear Formula:
CF3OC6H4NH2
CAS Number:
Molecular Weight:
177.12
Beilstein:
2090209
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

liquid

refractive index

n20/D 1.463 (lit.)

bp

73-75 °C/10 mmHg (lit.)

density

1.32 g/mL at 20 °C (lit.)

SMILES string

Nc1ccc(OC(F)(F)F)cc1

InChI

1S/C7H6F3NO/c8-7(9,10)12-6-3-1-5(11)2-4-6/h1-4H,11H2

InChI key

XUJFOSLZQITUOI-UHFFFAOYSA-N

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Application

4-(Trifluoromethoxy)aniline was used in the synthesis of:
  • side-group liquid-crystalline polymethacrylates with fluorine-containing mesogens
  • derivatives of 3-(quinolin-3-yl)acrylates
  • series of novel Shiff bases, via condensation with pyridinecarboxaldehydes in the presence of molecular sieves

Packaging

5, 25 g in glass bottle

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT RE 2

Storage Class Code

6.1B - Non-combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

177.8 °F - closed cup

Flash Point(C)

81 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Microwave-assisted multistep synthesis of functionalized 4-arylquinolin-2 (1 H)-ones using palladium-catalyzed cross-coupling chemistry.
Glasnov TN, et al.
The Journal of Organic Chemistry, 70(10), 3865-3870 (2005)
Addition of Me3SiCN to trifluoromethyl derivates of N-(pyridylmethylidene) anilines catalyzed by Lewis acids.
Iovel I, et al.
Applied Organometallic Chemistry, 15(9), 733-743 (2001)
M Tugnait et al.
Journal of pharmaceutical and biomedical analysis, 28(5), 875-885 (2002-06-01)
A combination of 19F, 1H NMR and HPLC-NMR spectroscopic approaches have been used to quantify and identify the urinary-excreted metabolites of 4-trifluoromethoxyaniline (4-TFMeA) and its [13C]-labelled acetanilide following i.p. administration at 50 mg/kg to rats. The major metabolite excreted in
Synthesis of liquid-crystalline poly (meth) acrylates with 4-trifluoromethoxy-azobenzene mesogenic side-groups.
Prescher D, et al.
Journal of Fluorine Chemistry, 74(2), 185-189 (1995)

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