3-chloro-4-(trifluoromethyl)aniline

3-chloro-4-(trifluoromethyl)aniline - Names and Identifiers

Name	4-Amino-2-chlorobenzotrifluoride
Synonyms	4-AMINO-2-CHLOROBENZOTRIFLUORIDE 4-Amino-2-chlorobenzotrifluoride 3-CHLORO-4-(TRIFLUOROMETHYL)ANILINE 3-chloro-4-(trifluoromethyl)aniline [3-chloro-4-(trifluoromethyl)phenyl]amine Benzenamine, 3-chloro-4-(trifluoromethyl)- 4-AMino-2-chlorobenzotrifluoride[3-Chloro-4-(trifluoroMethyl)aniline] 3-Chloro-4-(trifluoromethyl)aniline, 3-Chloro-alpha,alpha,alpha-trifluoro-p-toluidine
CAS	445-13-6
EINECS	207-152-9
InChI	InChI=1/C7H5ClF3N/c8-6-3-4(12)1-2-5(6)7(9,10)11/h1-3H,12H2

3-chloro-4-(trifluoromethyl)aniline - Physico-chemical Properties

Molecular Formula	C7H5ClF3N
Molar Mass	195.57
Density	1.425±0.06 g/cm3(Predicted)
Boling Point	112-115 °C
Flash Point	100.6°C
Vapor Presure	0.0333mmHg at 25°C
Appearance	Crystallization
pKa	1.71±0.10(Predicted)
Storage Condition	Keep in dark place,Sealed in dry,2-8°C
Refractive Index	1.5
MDL	MFCD00278479

3-chloro-4-(trifluoromethyl)aniline - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection.
UN IDs	2810
Hazard Note	Irritant
Hazard Class	6.1
Packing Group	Ⅲ

3-chloro-4-(trifluoromethyl)aniline - Reference Information

Application

4-amino-2-chlorotrifluorotoluene is a pharmaceutical intermediate, which can be used from 1-bromo-2-chloro-4-nitrobenzene as raw material. First prepare 2-chloro-4-nitro-1-trifluoromethylbenzene, and then reduce the nitro to obtain 4-amino-2-chlorotrifluorotoluene.

preparation

step a, preparation of 2-chloro -4-nitro -1-trifluoromethyl benzene mixed 1-bromo -2-chloro -4-nitrobenzene (1.86g,7.86mmol) and CuI(0.225g,1.18mmol) in
anhydrous DMF(50mL) and degassing with N2 for 15 minutes. Methyl fluorosulfonyl difluoroacetate (3.53g,23.6mmol) was added and the mixture was heated at 80°C for 16 hours. After cooling to room temperature, the reaction mixture was divided between ethyl acetate (100mL) and salt water (100mL). The water layer was extracted with additional ethyl acetate (100mL). The combined organics were washed with 3 × 200mL saline, dried with Na2sO4, concentrated and purified by chromatography, eluted with ethyl acetate/hexane (1 ∶ 9). Step B, Preparation of 4-amino-2-chlorotrifluorotoluene At room temperature, tin (II) chloride dihydrate (4.97mmol) was added to a solution of 2-chloro-4-nitro-1-trifluoromethyl benzene (4.14mmol) in methanol at one time and the mixture was stirred for 16 hours. The mixture was vacuum concentrated and purified by chromatography, eluted with ethyl acetate/hexane (1 ∶ 4 to 2 ∶ 3) to give the title compound.

Last Update：2024-04-09 21:21:28