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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

Assay

≥97%

mp

82-84 °C (lit.)

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

General description

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

Application

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

357804-BULK:
357804-VAR:
357804-25G:4548173993621
357804-5G:4548173993638

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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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
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.
Chemistry Letters (Jpn), 2049-2049 (1989)

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