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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%

Quality Level

100

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.

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH5498
BCCG9089
BCCG1189
BCCG4169
BCCF0920

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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
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)
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
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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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