(1R,3S,5s)-cyclohexane-1,3,5-triol dihydrate

• ChemBase ID: 144850
• Molecular Formular: C6H16O5
• Molecular Mass: 168.18824
• Monoisotopic Mass: 168.09977361
• SMILES: C1[C@@H](C[C@@H](C[C@@H]1O)O)O.O.O
• Canonical SMILES: O[C@@H]1C[C@H](O)C[C@@H](C1)O.O.O
• InChI: InChI=1S/C6H12O3.2H2O/c7-4-1-5(8)3-6(9)2-4;;/h4-9H,1-3H2;2*1H2/t4-,5+,6-
• InChIKey: MAPLMYMZLRIJSP-XHTDGWPASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,5s)-cyclohexane-1,3,5-triol dihydrate
• IUPAC Traditional name: (1R,3S,5s)-cyclohexane-1,3,5-triol dihydrate
• Synonyms: cis,cis-1,3,5-Trihydroxycyclohexane; cis-Phloroglucitol; cis,cis-1,3,5-Cyclohexanetriol dihydrate; 顺,顺-1,3,5-三羟基环己烷; 顺-1,3,5-环己烷三醇; 顺,顺-1,3,5-环己三醇 二水合物

Database IDs

• CAS Number: 60662-54-6
• MDL Number: MFCD00150671
• Beilstein Number: 2203732
• PubChem SID: 162239062; 24857550; 24862047
• PubChem CID: 16211857

CALCULATED PROPERTIES

• Acid pKa: 14.616904
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.7111256
• LogD (pH = 7.4): -1.7111256
• Log P: -1.7111256
• Molar Refractivity: 32.4837 cm^3
• Polarizability: 12.974418 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 108-111 °C; 108-111 °C(lit.)

Safety Information

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

Product Information

• Purity: ≥97.5% (GC); 98%
• Grade: purum
• Empirical Formula (Hill Notation): C6H12O3 · 2H2O

DETAILS

Sigma Aldrich - 359017

Packaging
1, 5 g in glass bottle

Sigma Aldrich - 29200

Other Notes
Triol used for the protection of carboxylic acids as orthoesters which are stable to Grignard reagents1,2; Building block used in stereoselective syntheses3,4