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745022

Sigma-Aldrich

9-Methyl-9H-fluorene-9-carbonyl chloride

≥99.0% (GC)

Synonym(s):

COgen, 9-Methylfluorene-9-carbonyl chloride

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About This Item

Empirical Formula (Hill Notation):
C15H11ClO
CAS Number:
Molecular Weight:
242.70
Beilstein/REAXYS Number:
5266487
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99.0% (GC)

form

solid

reaction suitability

reaction type: C-C Bond Formation

SMILES string

CC1(C(Cl)=O)c2ccccc2-c3ccccc13

InChI

1S/C15H11ClO/c1-15(14(16)17)12-8-4-2-6-10(12)11-7-3-5-9-13(11)15/h2-9H,1H3

InChI key

ZQYOOHGEBHBNTP-UHFFFAOYSA-N

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Application

COGen is a simple alternative for carbon monoxide generation in the application of palladium-catalyzed carbonylation reactions. This reagent has proved to be applicable in a wide range of applications and is compatible with several building blocks in the formation of ketones, amides, esters, etc.

For more information please visit: Technology Spotlight, Professor Skrystrup PPP

Use with the COware Platform

Linkage

Frequently Asked Questions are available for this Product.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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’.

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[14C]-Carbon Monoxide
Journal of Labelled Compounds & Radiopharmaceuticals, 55, 411-418 (2012)
Mia N Burhardt et al.
The Journal of organic chemistry, 77(12), 5357-5363 (2012-05-23)
We have synthesized two isotopically labeled variants of the β-amyloid binding compound FSB possessing (13)C-labels on the two terminal aryl carboxylic acid moieties. One of these was also fully deuterated on the olefinic spacers. The (13)C-isotope labeling was achieved applying
Korsager, S.;
Angewandte Chemie (International Edition in English) (2013)
Thomas M Gøgsig et al.
Organic letters, 14(10), 2536-2539 (2012-05-09)
The direct carbonylative palladium catalyzed synthesis of monoprotected 1,3-ketoaldehydes is reported starting from aryl iodides applying near stoichiometric amounts of carbon monoxide. Besides representing platforms for a variety of heterocyclic structures, these motives serve as viable precursors for the highly
Philippe Hermange et al.
Organic letters, 13(9), 2444-2447 (2011-04-08)
A carbonylative Heck reaction of aryl iodides and styrene derivatives employing a two-chamber system using a stable, crystalline, and nontransition metal based carbon monoxide source is reported. By applying near-stoichiometric amounts of the carbon monoxide precursor, an effective exploitation of

Articles

Studies in the field of carbonylation chemistry led to the discovery of a novel carbon monoxide (CO) delivery system.

What is COgen? What is COware? What is the SyTracks COgenerator system? And more questions answered.

Related Content

The Skrydstrup group has developed reagents and glassware for carrying out transition metal catalyzed carbonylations in a simple and safe manner.

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

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