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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:
82102-37-2
Molecular Weight:
242.70
Beilstein:
5266487
MDL number:
MFCD18839248
UNSPSC Code:
12352005
PubChem Substance ID:
329765723
NACRES:
NA.22

Quality Level

100

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.

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Use with the COware Platform

Linkage

Frequently Asked Questions are available for this Product.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

WGK

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)
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
Palladium-catalyzed carbonylative α-arylation for accessing 1,3-diketones.
Thomas M Gøgsig et al.
Angewandte Chemie (International ed. in English), 51(3), 798-801 (2011-12-06)
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
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
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The Skrydstrup group has developed reagents and glassware for carrying out transition metal catalyzed carbonylations in a simple and safe manner.

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