1-(1H-1,2,3-benzotriazol-1-yl)-2,2,2-trifluoroethan-1-one

• ChemBase ID: 144637
• Molecular Formular: C8H4F3N3O
• Molecular Mass: 215.1320696
• Monoisotopic Mass: 215.03064642
• SMILES: c1ccc2c(c1)nnn2C(=O)C(F)(F)F
• Canonical SMILES: O=C(C(F)(F)F)n1nnc2c1cccc2
• InChI: InChI=1S/C8H4F3N3O/c9-8(10,11)7(15)14-6-4-2-1-3-5(6)12-13-14/h1-4H
• InChIKey: GVQIQOIKWUOEJP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(1H-1,2,3-benzotriazol-1-yl)-2,2,2-trifluoroethan-1-one
• IUPAC Traditional name: 1-(1,2,3-benzotriazol-1-yl)-2,2,2-trifluoroethanone
• Synonyms: N-Trifluoroacetylbenzotriazole; TFABI; 1-Benzotriazol-1-yl-2,2,2-trifluoroethanone; 1-(Trifluoromethyl)acetylbenzotriazole; 1-苯并三唑-1-基-2,2,2-三氟乙酮; 1-(三氟甲基)乙酰基苯并三唑

Database IDs

• CAS Number: 183266-61-7
• MDL Number: MFCD00593044
• PubChem SID: 162238849; 24879671
• PubChem CID: 3358778

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.7534196
• LogD (pH = 7.4): 1.7534199
• Log P: 1.7534199
• Molar Refractivity: 44.3386 cm^3
• Polarizability: 16.947115 Å^3
• Polar Surface Area: 47.78 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 66-70 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 96%
• Compostion: mixture of Bt1 and Bt2 isomers
• Empirical Formula (Hill Notation): C8H4F3N3O

DETAILS

Sigma Aldrich - 557447

Packaging
1 g in glass bottle
Application
Reactant for:
• Defluorination dimerization reactions mediated by single electron transfer (SET) reagent, sodium naphthalenide1
• Preparation of scaffolds endowed with anticancer activity against breast cancer cells2
• Synthesis of aspartylglycine dipeptide mimetic3
• Coupling reactions for synthesis of carboxylic acid esters4
• Trifluoroacetylation reactions (Trifluoroacetylating agent)5