Fluorenylmethyloxycarbonyl chloride

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;
	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EU classification (DSD) (outdated)	Corrosive (C)
R-phrases (outdated)	R34
S-phrases (outdated)	S26 S36/37/39 S45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).
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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

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

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

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