Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

195359

Sigma-Aldrich

4-Fluorobenzotrifluoride

98%

Synonym(s):

α,α,α,4-Tetrafluorotoluene

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
FC6H4CF3
CAS Number:
402-44-8
Molecular Weight:
164.10
EC Number:
206-944-1
MDL number:
MFCD00000399
UNSPSC Code:
12352100
PubChem Substance ID:
24851687
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.401 (lit.)

bp

102-105 °C (lit.)

mp

−42-−41.7 °C (lit.)

density

1.293 g/mL at 25 °C (lit.)

SMILES string

Fc1ccc(cc1)C(F)(F)F

InChI

1S/C7H4F4/c8-6-3-1-5(2-4-6)7(9,10)11/h1-4H

InChI key

UNNNAIWPDLRVRN-UHFFFAOYSA-N

Related Categories

Application

4-Fluorobenzotrifluoride was used in the synthesis of:
  • 2,2′-bis(trifluoromethylphenoxy)biphenyl via nucleophilic aromatic substitution reaction with 2,2′-biphenol
  • (S)-fluoxetine, potent inhibitor of neuronal serotonin-uptake
  • 1-aryloxy-2-substituted aminomethyltetrahydronaphthalene derivatives

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Kalpana Bhandari et al.
Bioorganic & medicinal chemistry, 14(8), 2535-2544 (2005-12-13)
Several 1-aryloxy-2-substituted aminomethyltetrahydronaphthalenes (7-21) as conformationally rigid analogues of fluoxetine were synthesized and evaluated for their anorexigenic and antidepressant activities. For SAR studies the related acyclic analogues (22-27) were also prepared. Out of the 21 synthesized compounds, 10 compounds (9
D W Robertson et al.
Journal of medicinal chemistry, 31(7), 1412-1417 (1988-07-01)
Fluoxetine is a potent and selective inhibitor of the neuronal serotonin-uptake carrier and is a clinically effective antidepressant. Although fluoxetine is used therapeutically as the racemate, there appears to be a small but demonstrable stereospecificity associated with its interactions with
Akiko Okamoto et al.
Journal of oleo science, 56(9), 479-491 (2007-09-28)
Novel bifunctional acyl-acceptant biphenyls bearing trifluoromethylated aroyloxy groups were successfully synthesized in high yields via TfOH-mediated electrophilic aromatic aroylation of fluorobenzene with CF(3)-bearing aroyl chlorides followed by nucleophilic aromatic substitution with 2,2'-biphenol. Similarly, 2,2'-bis(trifluoromethylphenoxy)biphenyl was synthesized via nucleophilic aromatic substitution

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service