[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methylbenzene-1-sulfonate

• ChemBase ID: 150624
• Molecular Formular: C13H18O5S
• Molecular Mass: 286.34402
• Monoisotopic Mass: 286.08749468
• SMILES: Cc1ccc(cc1)S(=O)(=O)OC[C@@H]1COC(O1)(C)C
• Canonical SMILES: Cc1ccc(cc1)S(=O)(=O)OC[C@@H]1COC(O1)(C)C
• InChI: InChI=1S/C13H18O5S/c1-10-4-6-12(7-5-10)19(14,15)17-9-11-8-16-13(2,3)18-11/h4-7,11H,8-9H2,1-3H3/t11-/m0/s1
• InChIKey: SRKDUHUULIWXFT-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methylbenzenesulfonate
• Synonyms: (S)-2,2-Dimethyl-1,3-dioxolane-4-methyl p-toluenesulfonate; 2,3-Isopropylidene-sn-glycerol 1-tosylate; L-α,β-Isopropylideneglycerol-γ-tosylate; (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate; (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate; (S)-对甲基苯磺酸-2,2-二甲基-1,3-二氧戊环基-4-甲酯; 2,3-异亚丙基-sn-甘油 1-甲苯磺酸酯; L-α,β-异亚丙基甘油-γ-甲苯磺酸酯; (S)-(+)-2,2-二甲基-1,3-二氧戊环基-4-基甲基对甲基苯磺酸酯; (S)-(+)-2,2-二甲基-1,3-二氧环戊基-4-甲醇对甲基苯磺酸酯

Database IDs

• CAS Number: 23735-43-5
• MDL Number: MFCD00063234
• Beilstein Number: 89799
• PubChem SID: 162244785; 24860480
• PubChem CID: 2723760

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.4275224
• LogD (pH = 7.4): 2.4275224
• Log P: 2.4275224
• Molar Refractivity: 70.6658 cm^3
• Polarizability: 28.679365 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 29-31 °C
• Flash Point: 113 °C; 235.4 °F
• Density: 1.208 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.506(lit.)
• Optical Rotation: [α]20/D +7.5±0.5°, c = 2% in DMF; [α]26/D +6.0°, neat

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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: ≥99.0% (sum of enantiomers, GC); 97%
• Grade: purum
• Empirical Formula (Hill Notation): C13H18O5S

DETAILS

Sigma Aldrich - 337420

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 59452

Other Notes
Chiral building block, e.g. synthesis of GABOB1