(1R,2S)-1-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidene]amino}-2,3-dihydro-1H-inden-2-ol

• ChemBase ID: 142051
• Molecular Formular: C24H31NO2
• Molecular Mass: 365.50844
• Monoisotopic Mass: 365.23547924
• SMILES: CC(C)(C)c1cc(c(c(c1)C(C)(C)C)O)/C=N/[C@@H]1c2ccccc2C[C@@H]1O
• Canonical SMILES: O[C@H]1Cc2c([C@H]1/N=C/c1cc(cc(c1O)C(C)(C)C)C(C)(C)C)cccc2
• InChI: InChI=1S/C24H31NO2/c1-23(2,3)17-11-16(22(27)19(13-17)24(4,5)6)14-25-21-18-10-8-7-9-15(18)12-20(21)26/h7-11,13-14,20-21,26-27H,12H2,1-6H3/t20-,21+/m0/s1
• InChIKey: MMNHXVSQIRTBOZ-LEWJYISDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-1-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidene]amino}-2,3-dihydro-1H-inden-2-ol
• IUPAC Traditional name: (1R,2S)-1-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methylidene]amino}-2,3-dihydro-1H-inden-2-ol
• Synonyms: (1R,2S)-1-((2-Hydroxy-3,5-di-tert-butylbenzylidene)amino)indan-2-ol; (1R,2S)-1-[(3,5-Di-tert-butyl-2-hydroxybenzylidene)amino]-2-indanol; (1R,2S)-1-((2-羟基-3,5-二叔丁基亚苄基)氨基)茚满-2-醇; (1R,2S)-1-[(3,5-二叔丁基-2-羟基亚苄基)氨基]-2-茚醇

Database IDs

• CAS Number: 275374-67-9
• MDL Number: MFCD06411333
• PubChem SID: 24883235; 162236282
• PubChem CID: 16217796

CALCULATED PROPERTIES

• Acid pKa: 9.747837
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 5.8483825
• LogD (pH = 7.4): 5.899763
• Log P: 5.9024267
• Molar Refractivity: 112.4634 cm^3
• Polarizability: 43.0165 Å^3
• Polar Surface Area: 52.82 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 128-133 °C(lit.)
• Optical Rotation: [α]20/D +32°, c = 0.5% in methylene chloride

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37
• 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): C24H31NO2

DETAILS

Sigma Aldrich - 642959

Application
Used in the vanadium-catalyzed oxidation of sulfides in conjunction with hydrogen peroxide.1
Packaging
1, 5 g in glass bottle