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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.

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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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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
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
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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