(2S,3S)-1,4-bis[(4-chlorophenyl)methoxy]butane-2,3-diol

• ChemBase ID: 152348
• Molecular Formular: C18H20Cl2O4
• Molecular Mass: 371.255
• Monoisotopic Mass: 370.07386448
• SMILES: c1cc(ccc1COC[C@@H]([C@H](COCc1ccc(cc1)Cl)O)O)Cl
• Canonical SMILES: O[C@H]([C@H](COCc1ccc(cc1)Cl)O)COCc1ccc(cc1)Cl
• InChI: InChI=1S/C18H20Cl2O4/c19-15-5-1-13(2-6-15)9-23-11-17(21)18(22)12-24-10-14-3-7-16(20)8-4-14/h1-8,17-18,21-22H,9-12H2/t17-,18-/m0/s1
• InChIKey: MBGYQXOSGYFFSY-ROUUACIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-1,4-bis[(4-chlorophenyl)methoxy]butane-2,3-diol
• IUPAC Traditional name: (2S,3S)-1,4-bis[(4-chlorophenyl)methoxy]butane-2,3-diol
• Synonyms: (S,S)-(-)-1,4-Bis-(4-chlorobenzyloxy)-2,3-butanediol; (-)-1,4-Bis-O-(4-chlorobenzyl)-L-threitol; (S,S)-(-)-1,4-双-(4-氯苄氧基)-2,3-丁二醇; (-)-1,4-双-O-(4-氯苄基)-L-苏糖醇

Database IDs

• CAS Number: 85362-85-2
• MDL Number: MFCD00066546
• Beilstein Number: 5295121
• PubChem SID: 24848776; 162246493
• PubChem CID: 13372208

CALCULATED PROPERTIES

• Acid pKa: 13.058663
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.4739397
• LogD (pH = 7.4): 3.4739387
• Log P: 3.4739397
• Molar Refractivity: 94.8158 cm^3
• Polarizability: 37.35408 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 72-74 °C
• Optical Rotation: [α]20/D -6.0±0.5°, c = 3% in chloroform

Safety Information

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

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC)
• Empirical Formula (Hill Notation): C18H20Cl2O4

DETAILS

Sigma Aldrich - 14630

Packaging
1 g in glass bottle