160512

Sigma-Aldrich

Fmoc chloride

97%

Synonym(s):
9-Fluorenylmethoxycarbonyl chloride, 9-Fluorenylmethyl chloroformate, Fmoc-Cl
Empirical Formula (Hill Notation):
C15H11ClO2
CAS Number:
Molecular Weight:
258.70
Beilstein/REAXYS Number:
2279177
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

application(s)

peptide synthesis: suitable

mp

62-64 °C (lit.)

functional group

Fmoc

storage temp.

2-8°C

SMILES string

ClC(=O)OCC1c2ccccc2-c3ccccc13

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

InChI key

IRXSLJNXXZKURP-UHFFFAOYSA-N

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Packaging

1, 5, 25 g in glass bottle

Application

Reagent for amino group protection recently used in the synthesis of a bicyclic proline analog.
Reagent for derivatizing amino acids for HPLC amino acid analysis and for preparing N-Fmoc amino acids for solid-phase peptide synthesis.
Amino acid derivatizing agent for HPLC analysis. N-protecting reagent for peptide and oligonucleotide syntheses.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Supp Hazards

EUH029

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN 3261 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Helvetica Chimica Acta, 75, 1111-1111 (1992)
Journal of the Chemical Society. Chemical Communications, 369-369 (1993)
Brett H Pogostin et al.
Molecules (Basel, Switzerland), 24(3) (2019-01-27)
Determining the pKa of key functional groups is critical to understanding the pH-dependent behavior of biological proteins and peptide-based biomaterials. Traditionally, ¹H NMR spectroscopy has been used to determine the pKa of amino acids; however, for larger molecules and aggregating...
Synthesis, 3122-3122 (2006)
F Lai et al.
BioTechniques, 14(4), 642-649 (1993-04-01)
Pre-column derivatizations of amino acids often present two major challenges: 1) automation, due to the multi-step manipulations for pH control, reagent addition, mixing and extraction, and 2) effect of matrices in the sample such as salts, buffers and surfactants. Both...

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