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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:
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

Signal Word

Danger

Hazard Statements

H301,H310,H315,H318,H373

Hazard Classifications

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

Storage Class Code

6.1A - 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

337056-5G:
337056-25G:
337056-VAR:
337056-BULK:

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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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)
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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