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745146

Sigma-Aldrich

9-Methyl-9H-fluorene-9-carbonyl-13C chloride

≥97.0% (GC)

Synonym(s):

13COgen

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About This Item

Empirical Formula (Hill Notation):
13CC14H11ClO
CAS Number:
Molecular Weight:
243.69
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

isotopic purity

≥97.0%

Assay

≥97.0% (GC)

form

solid

reaction suitability

reaction type: C-C Bond Formation

functional group

acyl chloride

SMILES string

CC1(c2ccccc2-c3ccccc13)[13C](Cl)=O

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/i14+1

InChI key

ZQYOOHGEBHBNTP-UJKGMGNHSA-N

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Linkage

Frequently Asked Questions are available for this Product.

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Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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
Philippe Hermange et al.
Journal of the American Chemical Society, 133(15), 6061-6071 (2011-03-31)
A new technique for the ex situ generation of carbon monoxide (CO) and its efficient incorporation in palladium catalyzed carbonylation reactions was achieved using a simple sealed two-chamber system. The ex situ generation of CO was derived by a palladium
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)
Dennis U Nielsen et al.
Organic letters, 13(16), 4454-4457 (2011-07-28)
A simple protocol is reported for the preparation of primary aryl amides under Pd-catalyzed carbonylation chemistry applying a two-chamber system with crystalline and nontransition metal based sources of carbon monoxide and ammonia. The method is suitable for the synthesis of

Articles

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

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

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

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

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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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