Skip to Content
MilliporeSigma
All Photos(1)

Documents

551007

Sigma-Aldrich

2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate

97%

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
ClCOOCH2CH(C6H3C(CH3)3)2
CAS Number:
Molecular Weight:
370.91
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

97%

mp

66-70 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)(C)c1ccc-2c(c1)C(COC(Cl)=O)c3cc(ccc-23)C(C)(C)C

InChI

1S/C23H27ClO2/c1-22(2,3)14-7-9-16-17-10-8-15(23(4,5)6)12-19(17)20(18(16)11-14)13-26-21(24)25/h7-12,20H,13H2,1-6H3

InChI key

PHUMWWRUIGKGNN-UHFFFAOYSA-N

General description

2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate contains 2,7-di-tert-butyl-Fmoc protecting group (Fmoc= fluorenylmethoxycarbonyl), which is more soluble in organic solvents when compared to its Fmoc analog. It can be prepared from fluorene in three steps, by di-tert-butylation, hydroxymethylation and phosgenation.

Application

2,7-Di-tert-butyl-9-fluorenylmethyl chloroformate may be used in the preparation of polymer-supported (2,7-di-tert-butyl-9-fluorenyl)methyl succinimidyl carbonate (Dtb-Fmoc-P-OSu), a polymeric reagent for protecting amino groups.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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

2,7-Di-tert-butyl-Fmoc-P-OSu: A new polymer-Supported reagent for the protection of the amino group.
Chinchilla R, et al.
Bioorganic & Medicinal Chemistry Letters, 12(14), 1817-1820 (2002)
Fmoc: a more soluble analogue of the 9-fluorenylmethoxycarbonyl protecting group.
K D Stigers et al.
The Journal of organic chemistry, 65(12), 3858-3860 (2000-06-24)

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