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Merck
CN

23185

Fmoc chloride

purum, ≥98.0% (HPLC)

Synonym(s):

9-Fluorenylmethoxycarbonyl chloride, 9-Fluorenylmethyl chloroformate, Fmoc-Cl

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About This Item

Empirical Formula (Hill Notation):
C15H11ClO2
CAS Number:
28920-43-6
Molecular Weight:
258.70
EC Number:
249-313-6
UNSPSC Code:
12352005
PubChem Substance ID:
329752392
Beilstein/REAXYS Number:
2279177
MDL number:
MFCD00001138

Key Documents

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InChI key

IRXSLJNXXZKURP-UHFFFAOYSA-N

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

SMILES string

ClC(=O)OCC1c2ccccc2-c3ccccc13

grade

purum

assay

≥98.0% (HPLC)

mp

61-63 °C, 62-64 °C (lit.)

application(s)

peptide synthesis

functional group

Fmoc

storage temp.

2-8°C

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Application

Reagent for derivatizing amino acids for HPLC amino acid analysis and for preparing N-Fmoc amino acids for solid-phase peptide synthesis.

Other Notes

For the introduction of the 9-fluorenylmethoxycarbonyl (Fmoc) amino-protecting group, which is stable towards acids and catalytic hydrogenation, but readily cleaved under mildly basic non-hydrolytic conditions; Use of the Fmoc-group for the protection of hydroxy groups; protection of amino groups in nucleotides

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

supp_hazards

EUH029

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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L.A. Carpino
Accounts of Chemical Research, 20, 401-401 (1987)
C. Gioeli et al.
Journal of the Chemical Society. Chemical Communications, 672-672 (1982)
Khaggeswar Bheemanapally et al.
Scientific reports, 10(1), 7134-7134 (2020-04-30)
Glutamine (Gln) is converted to excitatory (glutamate, aspartate) and inhibitory (γ-amino butyric acid) amino acid neurotransmitters in brain, and is a source of energy during glucose deprivation. Current research utilized an Analytical Quality by Design approach to optimize levels and
Synthesis of phosphate-methylated DNA fragments using 9-fluorenylmethoxycarbonyl as transient base protecting group.
Koole, L.H
The Journal of Organic Chemistry, 54, 1657-1657 (1989)
James Z Fan et al.
Nanoscale, 11(22), 10774-10781 (2019-05-28)
Colloidal quantum dots have garnered significant interest in optoelectronics, particularly in quantum dot solar cells (QDSCs). Here we report QDSCs fabricated using a ligand that is modified, following film formation, such that it becomes an efficient hole transport layer. The
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