potassium 2-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidene]amino}-2,2-diphenylacetate

• ChemBase ID: 140546
• Molecular Formular: C29H32KNO3
• Molecular Mass: 481.66758
• Monoisotopic Mass: 481.20192557
• SMILES: CC(C)(C)c1cc(c(c(c1)C(C)(C)C)O)/C=N/C(c1ccccc1)(c1ccccc1)C(=O)O[K]
• Canonical SMILES: [K]OC(=O)C(c1ccccc1)(c1ccccc1)/N=C/c1cc(cc(c1O)C(C)(C)C)C(C)(C)C
• InChI: InChI=1S/C29H33NO3.K/c1-27(2,3)23-17-20(25(31)24(18-23)28(4,5)6)19-30-29(26(32)33,21-13-9-7-10-14-21)22-15-11-8-12-16-22;/h7-19,31H,1-6H3,(H,32,33);/q;+1/p-1
• InChIKey: ZPKNCDGWTMRAKF-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 2-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidene]amino}-2,2-diphenylacetate
• IUPAC Traditional name: potassium 2-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidene]amino}-2,2-diphenylacetate
• Synonyms: SALDIPAC; Potassium N-(3,5-di-tert-butylsalicylidene)-2-amino-2,2-diphenylacetate; Potassium 2-(3,5-di-tert-butyl-2-hydroxybenzylideneamino)-2,2-diphenylacetate; N-(3,5-二叔丁基亚水杨基)-2-氨基-2,2-二苯基乙酸钾; 2-(3,5-二叔丁基-2-羟基亚苄基氨基)-2,2-二苯基乙酸钾

Database IDs

• PubChem SID: 162234790; 24884856
• PubChem CID: 71310457

CALCULATED PROPERTIES

• Acid pKa: 9.731456
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 8.590264
• LogD (pH = 7.4): 8.588285
• Log P: 8.5903
• Molar Refractivity: 133.2017 cm^3
• Polarizability: 53.857 Å^3
• Polar Surface Area: 58.89 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 122.2-131.9 °C

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C29H32KNO3

DETAILS

Sigma Aldrich - 676551

Application
Hydroazidation Catalyst for Facile Preparation of OrganoazidesSALDIPAC ligand used with Co(BF4)2 (cat. no. 399957) in a hydroazidation of unactivated olefins providing a simple synthesis of alkylazides.1 The azides, in turn, can be used in a copper-catalyzed cycloaddition with acetylenes providing 1,4-disubstitutedtriazoles.2
Packaging
1 g in glass bottle
250 mg in glass bottle