2-(2,4,6-trimethylphenyl)-5H,6H,7H-1,2λ5,4-pyrrolo[2,1-c][1λ5,2,4]triazol-2-ylium chloride

• ChemBase ID: 141250
• Molecular Formular: C14H18ClN3
• Molecular Mass: 263.76582
• Monoisotopic Mass: 263.11892527
• SMILES: Cc1cc(c(c(c1)C)[n+]1cn2c(n1)CCC2)C.[Cl-]
• Canonical SMILES: Cc1cc(C)c(c(c1)C)[n+]1cn2c(n1)CCC2.[Cl-]
• InChI: InChI=1S/C14H18N3.ClH/c1-10-7-11(2)14(12(3)8-10)17-9-16-6-4-5-13(16)15-17;/h7-9H,4-6H2,1-3H3;1H/q+1;/p-1
• InChIKey: KKBONGWVMVUYPA-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2,4,6-trimethylphenyl)-5H,6H,7H-1,2λ^5,4-pyrrolo[2,1-c][1λ^5,2,4]triazol-2-ylium chloride
• IUPAC Traditional name: 2-(2,4,6-trimethylphenyl)-5H,6H,7H-1,2λ^5,4-pyrrolo[2,1-c][1λ^5,2,4]triazol-2-ylium chloride
• Synonyms: Bode Catalyst 3; 2-Mesityl-2,5,6,7-tetrahydropyrrolo[2,1-c][1,2,4]triazol-4-ium chloride; Bode 催化剂 3; 2-均三甲苯基-2,5,6,7-四氢吡咯并[2,1-c][1,2,4]三唑-4-鎓氯化物

Database IDs

• CAS Number: 862893-81-0
• PubChem SID: 162235485
• PubChem CID: 11973953

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.70377207
• LogD (pH = 7.4): 0.70377207
• Log P: 0.70377207
• Molar Refractivity: 70.3714 cm^3
• Polarizability: 26.70069 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 200-205 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: 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): C14H18ClN3

DETAILS

Sigma Aldrich - 688487

Packaging
100, 250 mg in glass bottle
Legal Information
Sold in collaboration with BioBlock, Inc.
Application
Catalyst for:
• Intermolecular hydroacylation of cyclopropenes1
• Crossed acyloin condensations2
• Domino ring-opening redox amidation Knoevenagel condensation3
• Claisen rearrangement4
• Lewis acid- and N-heterocyclic carbene-catalyzed cyclocondensation reaction5
• Bode catalyst for enantioselective cyclizations6