2-({[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]imino}methyl)-4,6-diiodophenol

• ChemBase ID: 141255
• Molecular Formular: C13H17I2NO2
• Molecular Mass: 473.08852
• Monoisotopic Mass: 472.93487479
• SMILES: CC(C)(C)[C@@H](CO)/N=C/c1cc(cc(c1O)I)I
• Canonical SMILES: OC[C@H](C(C)(C)C)/N=C/c1cc(I)cc(c1O)I
• InChI: InChI=1S/C13H17I2NO2/c1-13(2,3)11(7-17)16-6-8-4-9(14)5-10(15)12(8)18/h4-6,11,17-18H,7H2,1-3H3/t11-/m1/s1
• InChIKey: WVBNUUNXQNMMOB-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]imino}methyl)-4,6-diiodophenol
• IUPAC Traditional name: 2-({[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]imino}methyl)-4,6-diiodophenol
• Synonyms: 2-[[[(1S)-1-(Hydroxymethyl)-2,2-dimethylpropyl]imino]methyl]-4,6-diiodophenol; (S)-(-)-2-[(1-Hydroxy-3,3-dimethylbutan-2-ylimino)methyl]-4,6-diiodophenol; 2-[[[(1S)-1-(羟甲基)-2,2-二甲基丙基]亚胺]甲基]-4,6-二碘苯酚; (S)-(-)-2-[(1-羟基-3,3-二甲基丁-2-基亚胺)甲基]-4,6-二碘苯酚

Database IDs

• CAS Number: 477339-39-2
• MDL Number: MFCD09038443
• PubChem SID: 24885382; 162235490
• PubChem CID: 11351945

CALCULATED PROPERTIES

• Acid pKa: 7.3572583
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.444804
• LogD (pH = 7.4): 4.14818
• Log P: 4.4683785
• Molar Refractivity: 92.4065 cm^3
• Polarizability: 35.647697 Å^3
• Polar Surface Area: 52.82 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 164-168 °C
• Optical Rotation: [α]20/D -19°, c = 3% in acetone

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C13H17I2NO2

DETAILS

Sigma Aldrich - 677558

Application
Useful in catalytic asymmetric sulfoxidation of alkyl aryl sulfides1 and in the kinetic resolution of alkyl aryl sulfoxides.2
Packaging
100, 500 mg in glass bottle