rac-(3R,4S)-4-methyloxolan-3-ol, trans | CAS No. 387357-58-6

rac-(3R,4S)-4-methyloxolan-3-ol, trans

Basic Information

CAS Number

387357-58-6

Molecular Formula

C5H10O2

Molecular Weight

102.13 g/mol

AD

Basic Physical Properties

Boiling Point

182.6±8.0 °C at 760 mmHg

Density

1.1±0.1 g/cm3

Flash Point

80.0±12.7 °C

Vapor Pressure

0.2±0.8 mmHg at 25°C

C[C@@H]1COC[C@H]1O |&1:1,5,r|

InChI

1S/C5H10O2/c1-4-2-7-3-5(4)6/h4-6H,2-3H2,1H3/t4-,5-/m0/s1

InChIKey

FYIORKUEZVVKEL-WHFBIAKZSA-N

Complexity

63.1

Safety Information

View Safety Information

Hazard Statement

Synonyms & References

English

  • 3-Furanol, tetrahydro-4-methyl-, (3R,4S)-rel-
  • trans-4-Methyltetrahydrofuran-3-ol
  • (3R,4S)-4-Methyltetrahydrofuran-3-ol
  • trans-4-methyltetrahydrofuran-3-ol
  • trans-4-Methyl-tetrahydro-furan-3-ol

MDL Number

MFCD27997511

FAQ

What are the physical and chemical properties of rac-(3R,4S)-4-methyloxolan-3-ol, trans (CAS: 387357-58-6)?

Rac-(3R,4S)-4-methyloxolan-3-ol, trans is a colorless crystalline solid with a molecular weight of approximately 114.16 g/mol. It has a melting point of around 62-64°C and a boiling point of about 150°C. This compound is slightly soluble in water and more soluble in organic solvents. It is chemically stable but can react with strong oxidizing agents. It is also an alcohol and may exhibit basic properties due to its hydroxyl group.

How is rac-(3R,4S)-4-methyloxolan-3-ol, trans (CAS: 387357-58-6) typically synthesized?

Rac-(3R,4S)-4-methyloxolan-3-ol, trans can be synthesized through the kinetic resolution of 1,4-dimethyl-2,3-epoxybutane using chiral auxiliaries. Common methods include the use of chiral metal complexes as catalysts, which provide good yields and high enantiomeric excess. The reaction typically involves the selective epimerization of one stereocenter, leading to the formation of the desired trans isomer.

What industries use rac-(3R,4S)-4-methyloxolan-3-ol, trans (CAS: 387357-58-6)?

Rac-(3R,4S)-4-methyloxolan-3-ol, trans is primarily used in the pharmaceutical industry for the synthesis of chiral intermediates and as a chiral auxiliar. It is also utilized in polymer chemistry for the modification of polymer properties, in the production of sensors for detecting certain chemicals, and in semiconductor manufacturing as a precursor for chiral compounds.

What precautions should be taken when handling rac-(3R,4S)-4-methyloxolan-3-ol, trans (CAS: 387357-58-6)?

When handling rac-(3R,4S)-4-methyloxolan-3-ol, trans (CAS: 387357-58-6), it is important to use appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and flammable materials. Fume hoods should be used during synthesis and handling to minimize exposure. In case of a spill, immediately contain the spill using appropriate absorbent materials and follow the safety data sheet (SDS) guidelines for disposal.

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