(S)-(+)-1-(1-Naphthyl)ethyl isocyanate, CAS No. 73671-79-1

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73671-79-1

Catalog No. EBD51481

CAS 73671-79-1

Name (S)-(+)-1-(1-Naphthyl)ethyl isocyanate

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Basic Information

Synonyms: (S)-(+)-1-(1-Naphthyl)ethylisocyanate S(+)-1-(1-naphthyl)ethylisocyanatestab. (S)-(-)-1-(1-Naphthyl)ethylisocyanate Isocyanicacid(S)-(+)-1-(1-naphthyl)ethylester

Molecular Formula: C13H11NO

Molecular Weight: 197.23

MDL Number: MFCD00064181

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Chiral Auxiliaries and Resolution Reagents

Product Description:

(S)-(+)-1-(1-Naphthyl)ethyl isocyanate is a chiral organic compound featuring an isocyanate (-N=C=O) functional group attached to a stereogenic center bearing a 1-naphthyl substituent. It is a liquid reagent commonly used in its pure enantiomeric form. Its primary application is as a chiral derivatizing agent in analytical chemistry, particularly for high-performance liquid chromatography (HPLC). It reacts readily with chiral amines, alcohols, and carboxylic acids to form diastereomeric derivatives (e.g., ureas, carbamates). These derivatives often exhibit significantly different chromatographic behaviors, enabling the separation, identification, and enantiomeric excess (ee) determination of the analyzed compounds. It is a standard reagent for the chiral analysis of amino acids and other biologically relevant molecules. The compound must be handled with extreme care due to the high reactivity and toxicity of the isocyanate group. It is moisture-sensitive and typically stored under inert atmosphere. Its use is almost exclusively confined to analytical and research laboratories for stereochemical analysis.

Physical Properties

Melting Point: 106-108°C

Boiling Point: 106-108 °C/0.16 mmHg(lit.<WBR>)

Flash Point: 93 °C

Density: 1.128 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.604(lit.)

Storage: 2-8°C

Safety Information

Packing Level: III

Hazard Category: 6.1

Transport Codes: 2206PSN1B