(1S)-1-phenyl-1,2-ethanediol, CAS No. 25779-13-9

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25779-13-9

Catalog No. EBD2204023

CAS 25779-13-9

Name (1S)-1-phenyl-1,2-ethanediol

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Basic Information

Synonyms: (S)-(+)-Phenyl-1,2-ethanediol (S)-1-Phenylethane-1,2-diol (1S)-1-phenylethane-1,2-diol (S)-(+)-1-Phenyl-1,2-ethanediol (S)-(+)-1-Phenylethane-1,2-diol (S)-1-Phenyl-1,2-Ethanediol (S)-1-phenyl-1,2-dihydroxyethane (1S)-1-phenyl-1,2-ethanediol

Molecular Formula: C8H10O2

Molecular Weight: 138.16

MDL Number: MFCD00066256

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Phenols and Ethers

Product Description:

(S)-(+)-1-Phenyl-1,2-ethanediol is a chiral vicinal diol compound featuring a phenyl group and two hydroxyl groups on adjacent carbon atoms. It is a white to off-white crystalline solid with a molecular formula of C8H10O2 and a molecular weight of 138.16 g/mol. The compound is characterized by its specific optical rotation, [α]D20 = +44.0° (c = 1.0 in CHCl3), indicating its (S)-configuration. This compound serves as a versatile and valuable chiral building block in organic synthesis, particularly in the pharmaceutical industry. Its primary application is as a key chiral intermediate in the synthesis of various active pharmaceutical ingredients (APIs). For instance, it is a crucial precursor in the production of (S)-(-)-1-Phenyl-2-(1-pyrrolidinyl)-1-propanol, a compound of pharmaceutical interest. The two hydroxyl groups can be selectively protected, oxidized, or used to introduce other functionalities, making it a valuable synthon for constructing complex molecules with defined stereochemistry. Due to its chiral nature, it is also employed in asymmetric synthesis and as a ligand precursor in catalysis. It should be handled with standard laboratory precautions, avoiding contact with skin and eyes, and stored in a cool, dry place.

Physical Properties

Melting Point: 64-67 °C(lit.)

Boiling Point: 272-274 °C (755 mmHg)

Flash Point: 160 °C

Density: 1.17 g/cm3

Solubility: soluble

Refractivity: 40 ° (C=3, H2O)

Analytical Data

Appearance: white to light yellow crystal powder