(2R,5S)-5-methyl-4,4-diphenyl-1,3,2λ4-dioxathiolan-2-one

• ChemBase ID: 148318
• Molecular Formular: C15H14O3S
• Molecular Mass: 274.33486
• Monoisotopic Mass: 274.06636531
• SMILES: C[C@H]1C(O[S@](=O)O1)(c1ccccc1)c1ccccc1
• Canonical SMILES: C[C@@H]1O[S@@](=O)OC1(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C15H14O3S/c1-12-15(18-19(16)17-12,13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-12H,1H3/t12-,19+/m0/s1
• InChIKey: ACONWRLGPDTDKX-HXPMCKFVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,5S)-5-methyl-4,4-diphenyl-1,3,2λ^4-dioxathiolan-2-one
• IUPAC Traditional name: (2R,5S)-5-methyl-4,4-diphenyl-1,3,2λ^4-dioxathiolan-2-one
• Synonyms: (S)-(-)-1,1-Diphenyl-1,2-propanediol cyclic sulfite; (2R,5S)-5-Methyl-4,4-diphenyl-1,3,2-dioxathiolane; (S)-(-)-1,1-二苯基-1,2-丙二醇环亚硫酸酯; (2R,5S)-5-甲基-4,4-二苯基-1,3,2-二噁硫烷

Database IDs

• CAS Number: 126577-49-9
• MDL Number: MFCD14636440
• PubChem SID: 162242494; 24862692
• PubChem CID: 10880308

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.3619106
• LogD (pH = 7.4): 3.3619106
• Log P: 3.3619106
• Molar Refractivity: 72.7283 cm^3
• Polarizability: 29.703094 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 110-113 °C(lit.)
• Optical Rotation: [α]20/D -245°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C15H14O3S

DETAILS

Sigma Aldrich - 366714

Packaging
1, 5 g in glass bottle
Application
Used to synthesize chiral t-butyl sulfoxides.1