N-(1H-1,2,3-benzotriazol-1-ylmethyl)benzamide

• ChemBase ID: 142290
• Molecular Formular: C14H12N4O
• Molecular Mass: 252.27128
• Monoisotopic Mass: 252.10111102
• SMILES: c1ccc(cc1)C(=O)NCn1c2ccccc2nn1
• Canonical SMILES: O=C(c1ccccc1)NCn1nnc2c1cccc2
• InChI: InChI=1S/C14H12N4O/c19-14(11-6-2-1-3-7-11)15-10-18-13-9-5-4-8-12(13)16-17-18/h1-9H,10H2,(H,15,19)
• InChIKey: CDZWFIDNOCWJDS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(1H-1,2,3-benzotriazol-1-ylmethyl)benzamide
• IUPAC Traditional name: N-(1,2,3-benzotriazol-1-ylmethyl)benzamide
• Synonyms: N-(1H-Benzotriazol-1-ylmethyl)benzamide; N-(1H-苯并三唑-1-基甲基)苯酰胺

Database IDs

• CAS Number: 111184-75-9
• MDL Number: MFCD00205104
• PubChem SID: 162236520; 24882667
• PubChem CID: 726179

CALCULATED PROPERTIES

• Acid pKa: 14.644476
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.4110928
• LogD (pH = 7.4): 2.4110963
• Log P: 2.4110963
• Molar Refractivity: 82.1477 cm^3
• Polarizability: 28.038834 Å^3
• Polar Surface Area: 59.81 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 168-172 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C14H12N4O

DETAILS

Sigma Aldrich - 642851

Packaging
1 g in glass bottle
Application
Reactant for:
• Amidoalkylation reactions1
• Substitution of the benzotriazolyl group with allyl samarium bromide2
• Dipolar cycloaddition reactions3
• Rearrangement reactions4