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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

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.

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

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

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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[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)
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
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
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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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