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Key Documents

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

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


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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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)
[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
Zhuo Xin et al.
Organic letters, 14(1), 284-287 (2011-12-16)
The palladium-catalyzed alkoxycarbonylation of aryl bromides is described for the efficient preparation of tertiary esters. The protocol proved compatible with a wide variety of functionalized (hetero)aromatic bromides, as well as several different sterically hindered tertiary alcohols, affording the alkoxycarbonylated products
Dennis U Nielsen et al.
The Journal of organic chemistry, 77(14), 6155-6165 (2012-06-26)
A novel and general approach for (13)C(2)- and (2)H-labeled phenethylamine derivatives has been developed, based on a highly convergent single-step assembly of the carbon skeleton. The efficient incorporation of two carbon-13 isotopes into phenethylamines was accomplished using a palladium-catalyzed double

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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Related Content

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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