2,3-dimethyl (5R,6R)-5,6-dimethoxy-5,6-dimethyl-5,6-dihydro-1,4-dioxine-2,3-dicarboxylate

• ChemBase ID: 144693
• Molecular Formular: C12H18O8
• Molecular Mass: 290.26652
• Monoisotopic Mass: 290.10016754
• SMILES: C[C@@]1([C@](OC(=C(O1)C(=O)OC)C(=O)OC)(C)OC)OC
• Canonical SMILES: COC(=O)C1=C(O[C@@]([C@](O1)(C)OC)(C)OC)C(=O)OC
• InChI: InChI=1S/C12H18O8/c1-11(17-5)12(2,18-6)20-8(10(14)16-4)7(19-11)9(13)15-3/h1-6H3/t11-,12-/m1/s1
• InChIKey: SQVZHDVADPLUHY-VXGBXAGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dimethyl (5R,6R)-5,6-dimethoxy-5,6-dimethyl-5,6-dihydro-1,4-dioxine-2,3-dicarboxylate
• IUPAC Traditional name: 2,3-dimethyl (5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxine-2,3-dicarboxylate
• Synonyms: (5R,6R)-5,6-Dimethoxy-1,4-diox-2-ene-2,3-dicarboxylic acid, dimethyl ester; (5R,6R)-Dimethyl 5,6-dimethoxy-5,6-dimethyl-1,4-diox-2-ene-2,3-dicarboxylate; (5R,6R)-5,6-二甲氧基-1,4-二噁-2-烯-2,3-二羧酸二甲酯; (5R,6R)-二甲基 5,6-二甲氧基-5,6-二甲基-1,4-二噁-2-烯-2,3-二羧酸

Database IDs

• MDL Number: MFCD03427180
• PubChem SID: 162238905; 24879595
• PubChem CID: 10684892

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 0.7882855
• LogD (pH = 7.4): 0.7882855
• Log P: 0.7882855
• Molar Refractivity: 67.2192 cm^3
• Polarizability: 26.411547 Å^3
• Polar Surface Area: 89.52 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 90-94 °C(lit.)
• Optical Rotation: [α]22/D -311.5°, c = 1% 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: 97%
• Empirical Formula (Hill Notation): C12H18O8

DETAILS

Sigma Aldrich - 556947

Packaging
5 g in glass bottle