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540676

Sigma-Aldrich

2′-Iodoacetophenone

97%

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About This Item

Linear Formula:
IC6H4COCH3
CAS Number:
2142-70-3
Molecular Weight:
246.05
MDL number:
MFCD00094998
UNSPSC Code:
12352100
PubChem Substance ID:
24878488
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 Code

12 - Non Combustible Liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Cobalt-Catalyzed Carbocyclization of o-Iodobenzaldehydes and o-Iodophenylketones with Alkynes.
Chang KJ, et al.
Organic Letters, 5(21), 3963-3966 (2003)
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

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