(2S,3S,4R,5R)-2-(2-chloroethoxy)-2-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 81863
• Molecular Formular: C8H15ClO6
• Molecular Mass: 242.6541
• Monoisotopic Mass: 242.05571588
• SMILES: O1[C@]([C@H]([C@@H]([C@@H](C1)O)O)O)(OCCCl)CO
• Canonical SMILES: ClCCO[C@]1(CO)OC[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C8H15ClO6/c9-1-2-14-8(4-10)7(13)6(12)5(11)3-15-8/h5-7,10-13H,1-4H2/t5-,6-,7+,8-/m1/s1
• InChIKey: UNKSWTOXDXZLNE-OOJXKGFFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4R,5R)-2-(2-chloroethoxy)-2-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3S,4R,5R)-2-(2-chloroethoxy)-2-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 2-(2-chloroethoxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol; 2′-Chloroethyl β-D-fructopyranoside; 2′-氯乙基 β-D-果吡喃糖苷

Database IDs

• CAS Number: 84543-36-2
• MDL Number: MFCD00219294; MFCD00075519
• PubChem SID: 162068982
• PubChem CID: 2777857

CALCULATED PROPERTIES

• Acid pKa: 12.070422
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.4503831
• LogD (pH = 7.4): -1.4503922
• Log P: -1.450383
• Molar Refractivity: 50.4553 cm^3
• Polarizability: 20.757692 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 139-141 °C (dec.)(lit.)
• Optical Rotation: [α]23/D -146°, c = 1 in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C8H15ClO6