4-Nitro-3-trifluoromethyl aniline Chemical Properties

Melting point:

125-129 °C (lit.)

Boiling point:

326.4±42.0 °C(Predicted)

Density 

1.4711 (estimate)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

-0.22±0.10(Predicted)

color 

Yellow to Orange-Yellow

BRN 

2650702

InChIKey

UTKUVRNVYFTEHF-UHFFFAOYSA-N

CAS DataBase Reference

393-11-3(CAS DataBase Reference)

NIST Chemistry Reference

5-Amino-2-nitrobenzotrifluoride(393-11-3)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-36/37

WGK Germany 

2

Hazard Note 

Irritant

HS Code 

29214200

MSDS

• Language:English Provider:4-Nitro-3-trifluoromethyl aniline
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4-Nitro-3-trifluoromethyl aniline Usage And Synthesis

Description

4-Nitro-3-trifluoromethyl aniline is an organic intermediate, which can be used to prepare 4-bromo-2-nitrotrifluorotoluene, an intermediate of medicine and optical waveguide materials, and flutamide, a non steroidal anti androgen drug.

Chemical Properties

Orange to Brown to Dark red powder to crystal.

Uses

4-Nitro-3-(trifluoromethyl)aniline is a metabolite of Flutamide (F598850) (FLU-1 or M2).

Uses

A metabolite of Flutamide (FLU-1 or M2).

Synthesis

The thiazolium salt 3 (3.30 mg, 0.0122 mmol) was added to a solution of 1-azido-4-nitrobenzene (0.122 mmol) and t-BuOH (18.0 mg, 0.244 mmol) in degassed THF (0.50 mL) under argon at r.t. The resulting suspension was stirred for 5 min, and then NaOt-Bu (23.4 mg, 0.244 mmol) was added in one portion, and the mixture was stirred (Table 2). Water (2 mL) was added, and the products were extracted with EtOAc (2 ?á 2 mL), the combined organic phase was dried over anhyd MgSO4, filtered, and concentrated in vacuo. Purification was achieved by passing the resulting residue through a short pad of silica (eluting with 50% light PE-EtOAc) unless otherwise stated.
4-Nitro-3-trifluoromethyl aniline, Time: 12 h, Pale yellow solid (21.0 mg, 84%). (70:30 petrol-EtOAc) 0.5; mp 90-93 ??C (lit., 92-93 ??C); IR (FTIR, CHCl3) |ímax cm-1: 3535 (NH2), 3434 (NH2), 1635, 1592 (NO2), 1520 (NO2), 1119; 1H NMR (400 MHz, DMSO-6) 8.59 (d, = 2.7 Hz, 1H), 8.55 (dd, = 9.3, 2.7 Hz, 1H), 7.55 (br s, 2H), 7.32 (d, = 9.3 Hz, 1H); 13C NMR (100 MHz, DMSO-6) 151.8 (C), 135.0 (C), 128.7 (CH), 123.7 (J = 5.9 Hz, F3N2NaO2 [M+Na]+, 229.0195; found, 229.0195.

Fig. The synthetic of 4-Nitro-3-trifluoromethyl aniline

4-Nitro-3-trifluoromethyl aniline(393-11-3)Related Product Information

• Aniline
• 4-Nitrotoluene
• 4-(Trifluoromethoxy)aniline
• 2-Nitro-4-methylsulfonyltoluene
• 2-Aminobenzotrifluoride
• 4-NITRO-2-SULFOANILINE
• 2-Nitrotoluene
• 3-Aminobenzotrifluoride
• Benzotrifluoride
• Glycine
• 2-Methylbenzotrifluoride
• ALTRENOGEST
• Betaine
• 4'-Nitroacetanilide
• N-Methyl-4-nitroaniline
• 5-Fluoro-2-nitrotoluene
• 4-NITRODIAZOAMINOBENZENE
• 3-Fluorobenzotrifluoride