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357804

Sigma-Aldrich

4′-Iodoacetophenone

≥97%

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About This Item

Linear Formula:
IC6H4COCH3
CAS Number:
13329-40-3
Molecular Weight:
246.05
EC Number:
236-372-8
MDL number:
MFCD00045320
UNSPSC Code:
12352100
PubChem Substance ID:
24861945
NACRES:
NA.22

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Quality Level

100

assay

≥97%

mp

82-84 °C (lit.)

functional group

iodo
ketone

SMILES string

CC(C1=CC=C(I)C=C1)=O

InChI

1S/C8H7IO/c1-6(10)7-2-4-8(9)5-3-7/h2-5H,1H3

InChI key

JZJWCDQGIPQBAO-UHFFFAOYSA-N

Related Categories

General description

Pd(0)-catalyzed cross coupling reaction of 4′-iodoacetophenone with siloxane has been reported.[1] Heck-Mizoroki reactions of 4′-iodoacetophenone with styrene catalyzed by Pd nanoparticles in the flow reactor has been reported.[2]

Application

4′-Iodoacetophenone may be used as substrate for the palladium-catalyzed coupling reactions.[3] It may be used in the synthesis of quinoline-based potential anticancer agents.[4]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000413684
0000250309
MKCT1895
MKCQ2852
MKCM4745

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S E Denmark et al.
Organic letters, 3(11), 1749-1752 (2001-06-19)
A sequential ring-closing metathesis/silicon-assisted cross-coupling sequence has been developed. Alkenyldimethylsilyl ethers of omega-unsaturated alcohols undergo facile ring closure with Schrock's catalyst to afford five-, six-, and seven-membered cycloalkenylsiloxanes bearing substituents on both alkenyl carbons. These siloxanes were highly effective coupling
Klaas Mennecke et al.
Beilstein journal of organic chemistry, 5, 21-21 (2009-07-11)
The preparation of monolithic polyionic supports which serve as efficient heterogeneous supports for palladium(0) nanoparticles is described. These functionalized polymers were incorporated inside a flow reactor and employed in Suzuki-Miyaura and Heck cross couplings under continuous flow conditions.
G J Atwell et al.
Journal of medicinal chemistry, 32(2), 396-401 (1989-02-01)
A series of phenyl-substituted derivatives of the "minimal" DNA-intercalating agent N-[2-(dimethylamino)-ethyl]-2-phenylquinoline-8-carboxamide (1) have been synthesized and evaluated for in vivo antitumor activity, in a continuing search for active compounds of this class with the lowest possible DNA association constants. Substitution
Chemistry Letters (Jpn), 2049-2049 (1989)

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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