105764-39-4

Basic information

• Product Name: (+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE
• Synonyms: (-)-FLEC;(+)-FLEC;(-)-FLEC(R);(+)-FLEC(R);(+)-FLEC(TM);(-)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE;(+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE;0.5w/v%solutioninacetone
• CAS NO: 105764-39-4
• Molecular Formula: C16H13ClO2
• Molecular Weight: 272.73
• Mol File: 105764-39-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: -94 °C
• Boiling Point: 56 °C
• Flash Point: 1 °F
• Appearance: /
• Density: 0.792 g/mL at 20 °C
• Vapor Density: 2 (vs air)
• Vapor Pressure: 180 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.3602
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE(105764-39-4)
• EPA Substance Registry System: (+)-1-(9-FLUORENYL)ETHYL CHLOROFORMATE(105764-39-4)

Safety Data

• Hazard Codes: F,Xi
• Statements: 11-36-66-67
• Safety Statements: 9-16-26
• RIDADR: UN 1090 3/PG 2
• WGK Germany: 2
• F: 10-21
• Hazardous Substances Data: 105764-39-4(Hazardous Substances Data)

Usage

Uses

(-)-1-(9-Fluorenyl)ethyl Chloroformate is an analytical reagent for direct and indirect chiral separation of amino acids by capillary electrophoresis.

InChI:InChI=1/C16H13ClO2/c1-10(19-16(17)18)15-13-8-4-2-6-11(13)12-7-3-5-9-14(12)15/h2-10,15H,1H3/t10-/m1/s1

Upstream product

• 3300-10-5 9-acetylfluorene 
• 86-73-7 9H-fluorene 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 107474-78-2 (S)-1-(9H-fluoren-9-yl)ethan-1-ol 
• 107474-78-2 (R)-1-(9H-fluoren-9-yl)ethan-1-ol 

Downstream Products

• 1428869-35-5 C₂₅H₂₃NO₄ 
• 1428869-33-3 C₂₅H₂₃NO₄ 

Relevant articles and documents

(S)-(?)-Fluorenylethylchloroformate (FLEC); preparation using asymmetric transfer hydrogenation and application to the analysis and resolution of amines

Fluorenylethylchoroformate (FLEC) is a valuable chiral derivatisation reagent that is used for the resolution of a wide variety of chiral amines. Herein, we describe an improved preparation of (S)-(?)-FLEC using an efficient asymmetric catalytic transfer hydrogenation as the key step. We also demonstrate the application of FLEC as a chiral Fmoc equivalent for chiral resolution, with facile deprotection, of tetrahydroquinaldines, and its capacity for inducing regioselective outcomes in nitration reactions.

(+)-Fluorenylethylchloroformate (FLEC)-improved synthesis for application in chiral analysis and peptidomimetic synthesis

An efficient synthesis of the enantiomers of fluorenylethylchloroformate (FLEC) has been achieved that allows the routine application of the reagent for the resolution of chiral amines including unusual amino acids. The utility of the fluorenylethoxycarbonyl (Feoc) group as a chiral Fmoc equivalent, for combined resolution and protection of amino acids, in solid phase peptide synthesis is also shown.