Fluorenylmethyloxycarbonyl chloride

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Fluorenylmethyloxycarbonyl chloride[1]
Fmoc-2D-skeletal.png
Ball-and-stick model of the fluorenylmethyloxycarbonyl chloride molecule
Names
IUPAC name
Chloroformic acid 9H-fluoren-9-ylmethyl ester
Other names
9-Fluorenylmethyl chloroformate; 9-Fluorenylmethoxycarbonyl chloride; Fmoc-chloride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.044.816
Properties
C15H11ClO2
Molar mass 258.70 g·mol−1
Melting point 62 to 64 °C (144 to 147 °F; 335 to 337 K)
Hazards
Corrosive (C)
R-phrases (outdated) R34
S-phrases (outdated) S26 S36/37/39 S45
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Fluorenylmethyloxycarbonyl chloride (Fmoc-Cl) is a chloroformate ester. It is used to introduce the fluorenylmethyloxycarbonyl protecting group as the Fmoc carbamate.

Preparation[edit]

This compound may be prepared by reacting 9-fluorenylmethanol with phosgene:[2]

Preparation of Fmoc-Cl.png

References[edit]

  1. ^ Fmoc chloride at Sigma-Aldrich
  2. ^ Carpino, Louis A.; Han, Grace Y. (1972). "9-Fluorenylmethoxycarbonyl amino-protecting group". The Journal of Organic Chemistry. 37 (22): 3404. doi:10.1021/jo00795a005.