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540676

2′-Iodoacetophenone

Name: 2′-Iodoacetophenone
Brand: ALDRICH

97%

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About This Item

Linear Formula:

IC₆H₄COCH₃

CAS Number:

2142-70-3

Molecular Weight:

246.05

NACRES:

NA.22

PubChem Substance ID:

24878488

UNSPSC Code:

12352100

MDL number:

MFCD00094998

Assay:

97%

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Properties

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

Description

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Regulatory Information

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Cobalt-Catalyzed Carbocyclization of o-Iodobenzaldehydes and o-Iodophenylketones with Alkynes.

Chang KJ, et al.

Organic Letters, 5(21), 3963-3966 (2003)

Trapping evidence for the thermal cyclization of di-(o-acetylphenyl)acetylene to 3,3'-dimethyl-1,1'-biisobenzofuran.

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 regioselective carbocyclization reaction of o-iodophenyl ketones and aldehydes with alkynes, acrylates, and acrylonitrile: a facile route to indenols and indenes.

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

Global Trade Item Number

SKU	GTIN
540676-1G	04061836692896
540676-5G	04061832566931