[(2,2-dimethylpropanoyl)oxy](phenyl)-λ3-iodanyl 2,2-dimethylpropanoate

• ChemBase ID: 140570
• Molecular Formular: C16H23IO4
• Molecular Mass: 406.25589
• Monoisotopic Mass: 406.06410722
• SMILES: CC(C)(C)C(=O)O[I](c1ccccc1)OC(=O)C(C)(C)C
• Canonical SMILES: O=C(C(C)(C)C)O[I](c1ccccc1)OC(=O)C(C)(C)C
• InChI: InChI=1S/C16H23IO4/c1-15(2,3)13(18)20-17(12-10-8-7-9-11-12)21-14(19)16(4,5)6/h7-11H,1-6H3
• InChIKey: DZKPLZUSZXYHFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2,2-dimethylpropanoyl)oxy](phenyl)-λ^3-iodanyl 2,2-dimethylpropanoate
• IUPAC Traditional name: [(2,2-dimethylpropanoyl)oxy](phenyl)-λ^3-iodanyl 2,2-dimethylpropanoate
• Synonyms: (Di-tert-butylcarbonyloxyiodo)benzol; 2,2-Dimethylpropanoic acid, phenyliodine complex; Bis(2,2-dimethylpropanoato-O)phenyliodide; Di-(Pivaloyloxy)iodobenzene; Bis(tert-butylcarbonyloxy)iodobenzene; (二-叔丁基羰基氧碘代)苯; 2,2-二甲基丙酸，苯基碘络合物; 二-(新戊酰氧)碘苯; 双(2,2-二甲基丙酸根-O)碘代苯; 双(叔丁基羰基氧)碘苯

Database IDs

• CAS Number: 57357-20-7
• MDL Number: MFCD08276835
• PubChem SID: 24884583; 162234813
• PubChem CID: 11846058

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.777977
• LogD (pH = 7.4): 5.777977
• Log P: 5.777977
• Molar Refractivity: 89.6521 cm^3
• Polarizability: 36.795784 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 104-109 °C

Safety Information

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

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C16H23IO4

DETAILS

Sigma Aldrich - 662283

Application
Hypervalent iodine reagent used with the Rh2(esp)2 catalyst (662623) in the amination of C-H bonds.7
Rh2(esp)2: An Exceptionally Efficient and Selective Catalyst for C-H AminationReagent for:
• Preparation of α,β-unsaturated-γ-lactams via Rh-catalyzed C-H amination of allene carbamates, then Ru-catalyzed cyclocarbonylation1
• Palladium-catalyzed diamination2
• Preparation of functionalized bicyclic heterocyclic compounds by rhodium-catalyzed allene amidation and cyclization3
• Preparation of piperidine and pyrrolidine derivatives via copper-catalyzed intramolecular aminoacetoxylation of aminoolefins4
• C-H acyloxylation of arenes5
• Hypervalent iodine oxidant6
Packaging
5, 25 g in glass bottle