(1S,6S)-1,6-bis(2-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol

• ChemBase ID: 139231
• Molecular Formular: C30H20Cl2O2
• Molecular Mass: 483.3846
• Monoisotopic Mass: 482.08403524
• SMILES: c1ccc(cc1)[C@](C#CC#C[C@@](c1ccccc1)(c1ccccc1Cl)O)(c1ccccc1Cl)O
• Canonical SMILES: Clc1ccccc1[C@](c1ccccc1)(C#CC#C[C@](c1ccccc1Cl)(c1ccccc1)O)O
• InChI: InChI=1S/C30H20Cl2O2/c31-27-19-9-7-17-25(27)29(33,23-13-3-1-4-14-23)21-11-12-22-30(34,24-15-5-2-6-16-24)26-18-8-10-20-28(26)32/h1-10,13-20,33-34H/t29-,30-/m1/s1
• InChIKey: CJETXAUUVYDHTN-LOYHVIPDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,6S)-1,6-bis(2-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol
• IUPAC Traditional name: (1S,6S)-1,6-bis(2-chlorophenyl)-1,6-diphenylhexa-2,4-diyne-1,6-diol
• Synonyms: (+)-1,6-Bis-(2-chlorophenyl)-1,6-diphenyl-2,4-hexadiyne-1,6-diol; (+)-1,6-双-(2-氯苯基)-1,6-二苯基-2,4-己二炔-1,6-二醇

Database IDs

• CAS Number: 86436-19-3
• MDL Number: MFCD00135911
• Beilstein Number: 8133600
• PubChem SID: 162233479; 24848787
• PubChem CID: 7004992

CALCULATED PROPERTIES

• Acid pKa: 11.186679
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 7.534622
• LogD (pH = 7.4): 7.534552
• Log P: 7.534623
• Molar Refractivity: 139.262 cm^3
• Polarizability: 52.919662 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 130-133 °C
• Optical Rotation: [α]20/D +126±2°, c = 1% in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC)
• Grade: puriss.
• Empirical Formula (Hill Notation): C30H20Cl2O2

DETAILS

Sigma Aldrich - 14662

Other Notes
Resolving agent for compounds lacking functional groups required for the routine resolution by formation of derivatives or salts, e.g. ketones, epoxides, amides, sulfoxides, etc. by formation of clathrates which are recrystallyzed1,2,3,4,5