3,5-Bis(trifluoromethyl)aniline

Synonym(s):α,α,α,α′,α′,α′-Hexafluoro-3,5-xylidine;5-Amino-α,α,α,α′,α′,α′-hexafluoro-m-xylene

CAS NO.：328-74-5
Empirical Formula: C8H5F6N
Molecular Weight: 229.12
MDL number: MFCD00000394
EINECS: 206-335-0
SAFETY DATA SHEET (SDS)
Update Date: 2024-04-16 18:29:06

3,5-Bis(trifluoromethyl)aniline Structural

What is 3,5-Bis(trifluoromethyl)aniline?

Chemical properties

clear light yellow to yellow-brown liquid

The Uses of 3,5-Bis(trifluoromethyl)aniline

3,5-Bis(trifluoromethyl)aniline was found to be a highly efficient monodentate transient directing group (MonoTDG) for the palladium-catalyzed direct dehydrogenative cross-coupling of benzaldehydes with arenes.

Synthesis

The synthesis of 3,5-Bis(trifluoromethyl)aniline is as follows is as follows：Put 259g (1mol) 3,5-Bis(trifluoromethyl)nitrobenzeneand 500g ethyl acetate into a 1L autoclave, add 5g palladium-carbon as a catalyst, raise the temperature to 60℃, then pass the hydrogen pressure to 2MPa, keep the temperature and react for 20 hours, then cooling, filtration, concentration, and distillation to obtain 3,5-Bis(trifluoromethyl)aniline with a purity of 98.5% and a yield of 87%.

Properties of 3,5-Bis(trifluoromethyl)aniline

Melting point:	168.2-169.2 °C
Boiling point:	85 °C15 mm Hg(lit.)
Density	1.467 g/mL at 25 °C(lit.)
refractive index	n20/D 1.434(lit.)
Flash point:	182 °F
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
form	Liquid
pka	2.15±0.10(Predicted)
Specific Gravity	1.473
color	Clear light yellow to yellow-brown
Water Solubility	Not miscible in water.
BRN	654318
CAS DataBase Reference	328-74-5(CAS DataBase Reference)
NIST Chemistry Reference	Benzenamine, 3,5-bis(trifluoromethyl)-(328-74-5)
EPA Substance Registry System	Benzenamine, 3,5-bis(trifluoromethyl)- (328-74-5)

Safety information for 3,5-Bis(trifluoromethyl)aniline

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.