1,2:5,6-DI-O-ISOPROPYLIDENE-ALPHA-D-RIBO-3-HEXULOFURANOSE

The 1,2:5,6-Bis-O-isopropylidene-alpha-D-ribo-hexofuranos-3-ulose, with the CAS registry number 2847-00-9, is also known as D-ribo-Hexofuranos-3-ulose,1,2:5,6-di-O-isopropylidene- (7CI). It belongs to the product categories of 13C & 2H Sugars; Carbohydrates & Derivatives. Its EINECS number is 220-646-9. This chemical's molecular formula is C₁₂H₁₈O₆ and formula weight is 258.27. What's more, its IUPAC name is 5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3a,6a-dihydrofuro[2,3-d][1,3]dioxol-6-one.

Physical properties of 1,2:5,6-Bis-O-isopropylidene-alpha-D-ribo-hexofuranos-3-ulose are: (1)ACD/LogP: 2.85; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.85; (4)ACD/BCF (pH 5.5): 86.44; (5)ACD/BCF (pH 7.4): 86.43; (6)ACD/KOC (pH 5.5): 847.09; (7)ACD/KOC (pH 7.4): 846.97; (8)#H bond acceptors: 6; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 55.38 Å²; (12)Index of Refraction: 1.509; (13)Molar Refractivity: 60.84 cm³; (14)Molar Volume: 203.6 cm³; (15)Surface Tension: 38.5 dyne/cm; (16)Density: 1.268 g/cm³; (17)Flash Point: 165.4 °C; (18)Enthalpy of Vaporization: 68.83 kJ/mol; (19)Boiling Point: 349.8 °C at 760 mmHg; (20)Vapour Pressure: 2.75E-06 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,2:5,6-di-O-isopropylidene-a-D-glucofuranose at the temperature of 80°C. This reaction will need reagent nicotinium dicromate and solvent pyridine, benzene with the reaction time of 2.5 hours. It will also need the condition of oxidant/pyridine = 1/2, oxidant/sugar = 3/1. The yield is about 85%.

Uses of 1,2:5,6-Bis-O-isopropylidene-alpha-D-ribo-hexofuranos-3-ulose: it can be used to produce 1:2,5:6-di-O-isopropylidene-3-C-(2'-propenyl)-a-D-allofuranose at the temperature of 20°C. It will need reagent Mg and solvent tetrahydrofuran with the reaction time of 6 hours. The yield is about 80%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1(OCC(O1)C2C(=O)C3C(O2)OC(O3)(C)C)C
(2)InChI: InChI=1S/C12H18O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6,8-10H,5H2,1-4H3
(3)InChIKey: QSRFRZJIRAOQSJ-UHFFFAOYSA-N