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Key Documents

540676

Sigma-Aldrich

2′-Iodoacetophenone

97%

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About This Item

Linear Formula:
IC6H4COCH3
CAS Number:
Molecular Weight:
246.05
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.618 (lit.)

density

1.72 g/mL at 25 °C (lit.)

SMILES string

CC(=O)c1ccccc1I

InChI

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

InChI key

XDXCBCXNCQGZPG-UHFFFAOYSA-N

General description

2′-Iodoacetophenone is a halogenated aromatic ketone.

Application

2′-Iodoacetophenone (2-Iodoacetophenone) may be used in the synthesis of:
  • indene derivatives
  • di-(o-acetylphenyl)acetylene
  • indenol derivative

Storage Class

12 - Non Combustible Liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


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Kuo-Jui Chang et al.
The Journal of organic chemistry, 69(14), 4781-4787 (2004-07-03)
An efficient cobalt-catalyzed carbocylization for the synthesis of indenols and indenes and a new method for reductive decyanation are described. 2-Iodophenyl ketones and aldehydes 1a-g undergo carbocyclization with various disubstituted alkynes 2a-k in the presence of Co(dppe)I(2) and zinc powder
Charles P Casey et al.
Beilstein journal of organic chemistry, 1(1), 18-18 (2006-03-18)
The reaction of di-(o-acetylphenyl)acetylene (1) with excess dimethyl acetylenedicarboxylate (DMAD) produced bis-DMAD adducts meso-3 and rac-3. This transformation is suggested to involve thermal rearrangement of 1 to the intermediate 3,3'-dimethyl-1,1'-biisobenzofuran (A), and subsequent Diels-Alder cycloadditions of two equivalents of DMAD
Cobalt-Catalyzed Carbocyclization of o-Iodobenzaldehydes and o-Iodophenylketones with Alkynes.
Chang KJ, et al.
Organic Letters, 5(21), 3963-3966 (2003)

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