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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:
1072315-89-9
Molecular Weight:
243.69
MDL number:
MFCD18839249
UNSPSC Code:
12352005
PubChem Substance ID:
329764967
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.

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

Use with the COware Platform

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Linkage

Frequently Asked Questions are available for this Product.

also commonly purchased with this product

Product No.
Description
Pricing

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

745146-VAR:
745146-BULK:
745146-250MG:
745146-1G:

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)
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
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
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Skrydstrup Group – Professor Product Portal

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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