Fluorenylmethyloxycarbonyl chloride

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

Fluorenylmethyloxycarbonyl chloride[1]

Names
IUPAC name Chloroformic acid 9H-fluoren-9-ylmethyl ester
Other names 9-Fluorenylmethyl chloroformate; 9-Fluorenylmethoxycarbonyl chloride; Fmoc-chloride
Identifiers
CAS Number	28920-43-6
3D model (JSmol)	Interactive image
ChemSpider	31647
ECHA InfoCard	100.044.816
PubChem CID	34367
UNII	9PLB0BTT90
CompTox Dashboard (EPA)	DTXSID10183116
InChI InChI=1S/C15H11ClO2/c16-15(17)18-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14H,9H2 Key: IRXSLJNXXZKURP-UHFFFAOYSA-N InChI=1/C15H11ClO2/c16-15(17)18-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14H,9H2 Key: IRXSLJNXXZKURP-UHFFFAOYAT
SMILES ClC(=O)OCC3c1ccccc1c2c3cccc2
Properties
Chemical formula	C15H11ClO2
Molar mass	258.70 g·mol^−1
Melting point	62 to 64 °C (144 to 147 °F; 335 to 337 K)
Hazards
EU classification (DSD) (outdated)	Corrosive (C)
R-phrases (outdated)	R34
S-phrases (outdated)	S26 S36/37/39 S45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).
verify (what is  ?)
Infobox references

Preparation

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

References

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.