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

• ChemBase ID: 138834
• 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-/m1/s1
• InChIKey: SRKDUHUULIWXFT-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methylbenzenesulfonate
• Synonyms: (R)-2,2-Dimethyl-1,3-dioxolane-4-methyl p-toluenesulfonate; 1,2-Isopropylidene-sn-glycerol 3-tosylate; D-α,β-Isopropylideneglycerol γ-tosylate; (R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate; D-α,β-Isopropylideneglycerol-γ-tosylate; (R)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate; (R)-2,2-二甲基-1,3-二氧戊环-4-甲基对甲苯磺酸酯; 1,2-异亚丙基-sn-甘油 3-甲苯磺酸酯; D-α,β-异亚丙基甘油 γ-甲苯磺酸酯; (R)-(-)-对甲基苯磺酸-2,2-二甲基-1,3-二氧戊环基-4-甲酯?; D-α,β-异亚丙基甘油-γ-甲苯磺酸酯; (R)-(-)-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: 23788-74-1
• MDL Number: MFCD00063233
• Beilstein Number: 89800
• PubChem SID: 24881519; 24860479; 162233085
• PubChem CID: 6993835

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: 41-43 °C(lit.)
• 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]/D -7.0±0.5°, neat; [α]20/D -7.0°, 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: -20°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 97%
• Empirical Formula (Hill Notation): C13H18O5S

DETAILS

Sigma Aldrich - 59453

Other Notes
Chiral building block1,2,3
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 337412

Packaging
1 g in glass bottle
250 mg in glass bottle