(S)-(-)-propylene oxide, CAS No. 16088-62-3

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16088-62-3

Catalog No. EBD2203676

CAS 16088-62-3

Name (S)-(-)-propylene oxide

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Basic Information

Synonyms: (S)-PO (S)-(-)-propyleneoxide S-(-)-1,2-Epoxypropane (2S)-2-methyloxirane (S)-Methyloxirane oxirane,methyl-,(s)- (s)-(-)-methyloxirane (s)-(-)-1,2-epoxypropane

Molecular Formula: C3H6O

Molecular Weight: 5808.0

MDL Number: MFCD00064312

Categories: Materials Chemistry > Polymers and Macromolecular Materials > Epoxy and Epoxy Resin Precursors Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

(S)-(-)-Propylene oxide is a chiral, three-membered cyclic ether, specifically the (S)-enantiomer of propylene oxide. It is a volatile, flammable liquid with a characteristic ethereal odor. Its core structural feature is the highly strained, reactive oxirane ring, which makes it a versatile electrophile. This compound is a fundamental chiral building block in organic synthesis. Its primary application is in the stereoselective synthesis of various optically active compounds. The ring-opening reactions of (S)-propylene oxide with nucleophiles (such as amines, alcohols, and thiols) proceed with inversion of configuration at the chiral center, allowing for the efficient introduction of chiral 1,2-difunctionalized propane derivatives. These derivatives serve as key intermediates in the production of pharmaceuticals, agrochemicals, and fine chemicals. Due to its high reactivity and volatility, (S)-propylene oxide requires careful handling. It is typically stored under inert atmosphere and at low temperatures. Its use is crucial in research and development for constructing molecules with defined stereochemistry, particularly where the (S)-configuration of a propylene oxide-derived moiety is required for biological activity.

Physical Properties

Boiling Point: 33-34 °C(lit.)

Flash Point: -37 °C

Density: 2 (vs air)

Solubility: 40 g/100 mL (20 ºC)

Refractivity: n20/D 1.366(lit.)

Storage: 2-8°C

Safety Information

Packing Level: I

Hazard Category: 3

Transport Codes: 1280

Analytical Data

Appearance: Colorless to light yellow liquid