(2R)-1-[(4-methylbenzenesulfonyl)oxy]but-3-en-2-ol

• ChemBase ID: 139212
• Molecular Formular: C11H14O4S
• Molecular Mass: 242.29146
• Monoisotopic Mass: 242.06127993
• SMILES: Cc1ccc(cc1)S(=O)(=O)OC[C@@H](C=C)O
• Canonical SMILES: C=C[C@H](COS(=O)(=O)c1ccc(cc1)C)O
• InChI: InChI=1S/C11H14O4S/c1-3-10(12)8-15-16(13,14)11-6-4-9(2)5-7-11/h3-7,10,12H,1,8H2,2H3/t10-/m1/s1
• InChIKey: YQSCDBZHHLIPOI-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-1-[(4-methylbenzenesulfonyl)oxy]but-3-en-2-ol
• IUPAC Traditional name: (2R)-1-[(4-methylbenzenesulfonyl)oxy]but-3-en-2-ol
• Synonyms: (R)-2-Hydroxy-3-butenyl tosylate; (R)-3-Butene-1,2-diol 1-tosylate; (R)-1-Tosyloxy-3-buten-2-ol; (R)-3-Butene-1,2-diol-1-(p-toluenesulfonate); (R)-1-甲苯磺酰氧基-3-丁烯-2-醇; (R)-2-羟基-3-丁烯-1-对甲苯磺酸; (R)-3-丁烯-1,2-二醇-1-甲苯磺酸酯; (R)-3-丁烯-1,2-二醇-1-(对甲苯磺酸酯)

Database IDs

• CAS Number: 138249-07-7
• MDL Number: MFCD00145216
• Beilstein Number: 5907827
• PubChem SID: 24851497; 162233460
• PubChem CID: 2735056

CALCULATED PROPERTIES

• Acid pKa: 14.053484
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.1464496
• LogD (pH = 7.4): 2.1464493
• Log P: 2.1464496
• Molar Refractivity: 61.3292 cm^3
• Polarizability: 24.68648 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +7.7±0.5°, c = 1% in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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% (HPLC)
• Empirical Formula (Hill Notation): C11H14O4S