4-amino-2-(trifluoromethyl)benzonitrile

• ChemBase ID: 6843
• Molecular Formular: C8H5F3N2
• Molecular Mass: 186.1339096
• Monoisotopic Mass: 186.04048283
• SMILES: c1(ccc(c(c1)C(F)(F)F)C#N)N
• Canonical SMILES: N#Cc1ccc(cc1C(F)(F)F)N
• InChI: InChI=1S/C8H5F3N2/c9-8(10,11)7-3-6(13)2-1-5(7)4-12/h1-3H,13H2
• InChIKey: PMDYLCUKSLBUHO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-2-(trifluoromethyl)benzonitrile
• IUPAC Traditional name: 4-amino-2-(trifluoromethyl)benzonitrile
• Synonyms: 5-Amino-2-cyanobenzotrifluoride; 4-Cyano-3-trifluoromethylaniline; 4-amino-2-(trifluoromethyl)benzonitrile; 4-Amino-2-trifluoromethylbenzonitrile; 4-Amino-2-(trifluoromethyl)benzonitrile; 4-Amino-α,α,α-trifluoro-o-tolunitrile; 2-Trifluoromethyl-4-aminobenzonitrile; 5-Amino-2-cyanobenzotrifluoride; 4-Cyano-3-(trifluoromethyl)aniline; 4-Amino-2-(trifluoromethyl)benzonitrile 98%; 4-Cyano-3-trifluoromethylaniline; 4-Amino-2-(trifluoromethyl)benzonitrile; 4-氰基-3-三氟甲基苯胺; 4-氨基-2-(三氟甲基)苯甲腈

Database IDs

• CAS Number: 654-70-6
• EC Number: 000-000-0
• MDL Number: MFCD00042155
• Beilstein Number: 3278074
• PubChem SID: 160970150; 24882442
• PubChem CID: 522170

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.8782569
• LogD (pH = 7.4): 1.8782644
• Log P: 1.8782645
• Molar Refractivity: 42.4537 cm^3
• Polarizability: 14.532835 Å^3
• Polar Surface Area: 49.81 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: Off-White Solid
• Melting Point: 136-139°C; 136-139°C; 138 - 139°C; 140-142°C; 141-145 °C(lit.); 142-144°C
• Hydrophobicity(logP): 1.887

Safety Information

• Storage Warning: TOXIC; Toxic/Harmful/Irritant/Light Sensitive/Keep Cold
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• UN Number: UN3439
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 22-43; 23/24/25-36/38
• Safety Statements: 26-27-36/37-45; 36
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H311-H331-H315-H319; H302-H317
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P361-P405-P501A; P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95%; 97%; 98%
• Linear Formula: NCC6H3(CF3)NH2

DETAILS

Sigma Aldrich - 631752

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - A603630

Used for the preparation of benzene derivatives as non-steroidal androgen receptor modulators.

REFERENCES

• Xiao, H.-Y., et al.: Bioorg. Med. Chem. Lett., 20, 4491 (2010)