(S)-(+)-Benzyl glycidyl ether, CAS No. 16495-13-9

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16495-13-9

Catalog No. EBD34843

CAS 16495-13-9

Name (S)-(+)-Benzyl glycidyl ether

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Basic Information

Synonyms: S-Benzylglycidylether (s)-o-benzylglycidol (S)-(+)-2-(Benzyloxymethyl)oxirane (S)-(+)-1-Benzyloxy-2,3-epoxypropane (S)-1-Benzyloxy-2,3-epoxypropane (S)-(+)-Benzylglycidylether (S)-Benzyloxymethyl-oxirane (+)-Benzyl(S)-glycidylether (S)-(-)-Benzylglycidylether (+)-Benzyl-(S)-glycidylether Benzyl(S)-(+)-glycidylether (S)-(+)-2-(Benzyloxymethyl)-oxirane (S)-(-)-2-(Benzyloxymethyl)oxirane

Molecular Formula: C10H12O2

Molecular Weight: 164.2

MDL Number: MFCD00054428

Categories: Synthetic Chemistry > Organic Building Blocks > Phenols and Ethers

Product Description:

(S)-(+)-Benzyl glycidyl ether is a chiral epoxide compound featuring a benzyl-protected glycidyl ether moiety. It possesses a specific (S) enantiomeric configuration, making it a valuable building block in asymmetric synthesis. The molecule contains both an epoxide ring, which is highly reactive towards nucleophilic ring-opening, and a benzyl ether group that can be selectively deprotected under mild conditions. This compound is primarily utilized as a versatile synthetic intermediate in organic chemistry. Its epoxide functionality allows for the introduction of chirality into target molecules through stereoselective ring-opening reactions with various nucleophiles such as amines, alcohols, and thiols. It serves as a key precursor in the synthesis of more complex chiral molecules, including pharmaceuticals, agrochemicals, and natural products. In medicinal chemistry, it is employed as a small molecule fragment for constructing libraries of chiral compounds, particularly those containing beta-blocker or glycerol ether motifs. Due to its reactivity, the compound should be handled with care, avoiding exposure to strong acids, bases, or oxidizing agents which can cause polymerization or decomposition. It is typically stored under inert atmosphere and in a cool, dry place to maintain its stability.

Physical Properties

Boiling Point: 130 °C (0.1 mmHg)

Flash Point: 110 °C

Density: 1.072 g/mL at 20 °C(lit.)

Refractivity: n20/D 1.517

Analytical Data

Appearance: Colorless to light yellow liquid