4-Amino-3-iodobenzotrifluoride Chemical Properties

Melting point:

50 °C

Boiling point:

252.8±40.0 °C(Predicted)

Density 

1.948±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

0.70±0.10(Predicted)

color 

Light yellow to Brown

InChI

InChI=1S/C7H5F3IN/c8-7(9,10)4-1-2-6(12)5(11)3-4/h1-3H,12H2

InChIKey

UKKWTZPXYIYONW-UHFFFAOYSA-N

SMILES

C1(N)=CC=C(C(F)(F)F)C=C1I

CAS DataBase Reference

163444-17-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36/37/39-36/37

RIDADR 

UN2811

HazardClass 

IRRITANT

HS Code 

29214200

MSDS

• Language:English Provider:ALFA

4-Amino-3-iodobenzotrifluoride Usage And Synthesis

Chemical Properties

light brown powder

Synthesis

Step 2: Synthesis of 2-iodo-4-(trifluoromethyl)aniline In a 500 mL three-necked round-bottomed flask, 4-(trifluoromethyl)aniline (22.5 g, 0.14 mol) and methanol (100 mL) were added. The reaction system was cooled to 0 °C, followed by slow dropwise addition of a dichloromethane (100 mL) solution of ICl (25 g, 0.15 mol). After the dropwise addition, the reaction mixture was stirred at room temperature for 1 hour. The reaction process was monitored by thin layer chromatography (TLC) (unfolding agent: ethyl acetate/petroleum ether = 1:10, Rf = 0.5). Post-treatment: The reaction mixture was concentrated under reduced pressure to remove the solvent. The residue was redissolved in dichloromethane, subsequently washed with water and dried over anhydrous sodium sulfate. Finally, the dried organic phase was concentrated under reduced pressure to give 37.8 g (97% yield) of the target product 2-iodo-4-(trifluoromethyl)aniline. Product characterization: 1H NMR (300 MHz, CDCl3) δ: 7.86 (d, J = 1.2 Hz, 1H), 7.36 (dd, J = 8.4, 1.8 Hz, 1H), 6.73 (d, J = 8.7 Hz, 1H), 4.41 (br, 2H).

References

[1] Heterocycles, 2002, vol. 57, # 3, p. 465 - 476
[2] Patent: US2010/120741, 2010, A1. Location in patent: Page/Page column 91
[3] Patent: WO2011/112731, 2011, A2. Location in patent: Page/Page column 196
[4] Synthesis, 2004, # 11, p. 1869 - 1873
[5] Synlett, 2014, vol. 25, # 3, p. 399 - 402

4-Amino-3-iodobenzotrifluoride(163444-17-5)Related Product Information

• 6-Aminocaproic acid
• 2-Aminobenzotrifluoride
• BENZYL FLUORIDE
• Benzylamine
• 2,3-DIAMINOTOLUENE
• 3-Fluorotoluene
• 3-Fluorobenzotrifluoride
• 3-Aminobenzotrifluoride
• 3-Aminophenol
• Benzotrifluoride
• 1,4-Bis(trifluoromethyl)-benzene
• Glycine
• ALTRENOGEST
• Aniline
• 2-Chlorobenzotrifluoride
• p-Fluorotoluene
• Tris(hydroxymethyl)aminomethane
• ANILINE BLACK