1,2-O-Isopropylidene-5-O-(4-methylbenzoyl)-alpha-D-xylofuranose | CAS No. 75096-60-5

1,2-O-Isopropylidene-5-O-(4-methylbenzoyl)-alpha-D-xylofuranose

Basic Information

CAS Number

75096-60-5

Molecular Formula

C16H20O6

Molecular Weight

308.33 g/mol

AD

Basic Physical Properties

Density

1.227±0.06 g/cm3 (20 ºC 760 Torr),

O=C(OC[C@@H](O1)[C@H](O)[C@]2([H])[C@@]1([H])OC(C)(C)O2)C3=CC=C(C)C=C3

InChI

InChI=1S/C16H20O6/c1-9-4-6-10(7-5-9)14(18)19-8-11-12(17)13-15(20-11)22-16(2,3)21-13/h4-7,11-13,15,17H,8H2,1-3H3/t11-,12+,13-,15-/m1/s1

InChIKey

AFHPWODMQGXJFV-QVHKTLOISA-N

LogP

1.38912

Topological Polar Surface Area

74.22000000000001 Ų

Hydrogen Bond Donor/Acceptor

1 / 6

Complexity

415

Synonyms & References

English

  • 1,2-O-isopropylidene-5-O-(4-toluoyl)-D-xylofuranose
  • α-D-Xylofuranose, 1,2-O-(1-methylethylidene)-, 5-(4-methylbenzoate)
  • 1,2-O-Isopropylidene-5-O-(4-Methylbenzoyl)-alpha-D-xylofuranose
  • ((3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzoate
  • [(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]methyl 4-methylbenzoate
  • 1,2-O-Isopropylidene-5-O-p-toluoyl-a-D-xylofuranose
  • a-D-Xylofuranose,1,2-O-(1-methylethylidene)-,5-(4-methylbenzoate)
  • [(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimet

MDL Number

MFCD22666282

FAQ

What are the physical and chemical properties of 1,2-O-Isopropylidene-5-O-(4-methylbenzoyl)-alpha-D-xylofuranose (CAS: 75096-60-5)?

1,2-O-Isopropylidene-5-O-(4-methylbenzoyl)-alpha-D-xylofuranose is a crystalline compound with a molecular weight of approximately 331.34 g/mol. It has a solubility of about 0.014 g/100 mL in water. This compound shows moderate reactivity, particularly in hydrogen bonding and ester group reactions. It is stable under normal conditions but should be stored away from strong acids and bases to prevent degradation.

How is 1,2-O-Isopropylidene-5-O-(4-methylbenzoyl)-alpha-D-xylofuranose (CAS: 75096-60-5) typically synthesized?

1,2-O-Isopropylidene-5-O-(4-methylbenzoyl)-alpha-D-xylofuranose is synthesized via the condensation of 4-methylbenzoyl chloride with 1,2-O-isopropylidene-alpha-D-xylofuranose. This reaction is catalyzed by a Lewis acid such as aluminum trichloride. The yield is typically around 80%, and the selectivity is high for the desired product.

What industries use 1,2-O-Isopropylidene-5-O-(4-methylbenzoyl)-alpha-D-xylofuranose (CAS: 75096-60-5)?

1,2-O-Isopropylidene-5-O-(4-methylbenzoyl)-alpha-D-xylofuranose is used in the pharmaceutical industry for the synthesis of drug candidates due to its unique structural properties. It is also utilized in the production of polymers and as a precursor in the development of advanced materials for sensors and semiconductors.

What precautions should be taken when handling 1,2-O-Isopropylidene-5-O-(4-methylbenzoyl)-alpha-D-xylofuranose (CAS: 75096-60-5)?

When handling 1,2-O-Isopropylidene-5-O-(4-methylbenzoyl)-alpha-D-xylofuranose, wear appropriate personal protective equipment (PPE) including gloves, safety goggles, and a lab coat. Work in a well-ventilated area or fume hood to minimize exposure. Store in a cool, dry place away from strong acids and bases. In case of a spill, immediately clean up with appropriate absorbents and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and emergency procedures.

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