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337056

Sigma-Aldrich

4-(Trifluoromethoxy)aniline

98%

Synonym(s):

α,α,α-Trifluoro-p-anisidine

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About This Item

Linear Formula:
CF3OC6H4NH2
CAS Number:
461-82-5
Molecular Weight:
177.12
Beilstein/REAXYS Number:
2090209
EC Number:
207-317-5
MDL number:
MFCD00041314
UNSPSC Code:
12352100
PubChem Substance ID:
24860453
NACRES:
NA.22

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

signalword

Danger

Hazard Classifications

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

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 2

flash_point_f

177.8 °F - closed cup

flash_point_c

81 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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)
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

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