Skip to Content
Merck
All Photos(2)

Documents

10926

Sigma-Aldrich

9-Fluorenylmethyl N-hydroxycarbamate

≥99.0%

Synonym(s):

N-(9-Fluorenylmethoxycarbonyl)hydroxylamine, N-Fmoc-hydroxylamine

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C15H13NO3
CAS Number:
Molecular Weight:
255.27
Beilstein:
7712144
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:

Assay

≥99.0%

mp

164.5 °C (lit.)

application(s)

peptide synthesis

SMILES string

ONC(=O)OCC1c2ccccc2-c3ccccc13

InChI

1S/C15H13NO3/c17-15(16-18)19-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14,18H,9H2,(H,16,17)

InChI key

HHNJBGORPSTJDX-UHFFFAOYSA-N

Application

9-Fluorenylmethyl N-hydroxycarbamate (Fmoc-NHOH) can be used as a reactant to prepare:
  • N-Fmoc-aminooxy-2-chlorotrityl polystyrene, a solid-phase resin used to produce hydroxamic acids and peptidyl hydroxamic acids.
  • 9-Fluorenylmethyl nosyloxycarbamate (Fmoc-NHONs) by reacting with nosyl chloride.

Other Notes

Building block for the solid-phase synthesis of (peptide) hydroxamic acids on chlorotrityl resin

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

N-Fmoc-aminooxy-2-chlorotrityl polystyrene resin: A facile solid-phase methodology for the synthesis of hydroxamic acids
Mellor SL, et al.
Tetrahedron Letters, 38(18), 3311-3314 (1997)
S.L. Mellor et al.
Tetrahedron Letters, 38, 3311-3311 (1997)
Synthesis of N-protected cyano aziridines
Fioravanti S, et al.
Synlett, 2004(06), 1083-1085 (2004)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service