2'-Iodoacetophenone

2'-Iodoacetophenone Basic information
Product Name:2'-Iodoacetophenone
Synonyms:2'-IODOACETOPHENONE;2-IODOACETOPHENONE;O-IODOACETOPHENONE;2''-IODOACETOPHENONE 97%;2'-Iodoacetophenone, 98+%;2'-IODOACETOPHENONE, 99+%;1-(2-iodophenyl)ethanone;Ethanone, 1-(2-iodophenyl)-
CAS:2142-70-3
MF:C8H7IO
MW:246.05
EINECS:
Product Categories:Aromatic Acetophenones & Derivatives (substituted);Adehydes, Acetals & Ketones;Iodine Compounds;C7 to C8;Carbonyl Compounds;Ketones
Mol File:2142-70-3.mol
2'-Iodoacetophenone Structure
2'-Iodoacetophenone Chemical Properties
Boiling point 139-140°C 12mm
density 1.72 g/mL at 25 °C(lit.)
refractive index n20/D 1.618(lit.)
Fp 218 °F
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form Liquid
color Clear yellow
Specific Gravity1.720
Sensitive Light Sensitive
BRN 2325078
CAS DataBase Reference2142-70-3(CAS DataBase Reference)
Safety Information
Hazard Codes C
Risk Statements 36/38
Safety Statements 26-36-24/25
WGK Germany 3
HazardClass IRRITANT
HS Code 29147000
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
2'-Iodoacetophenone Usage And Synthesis
Chemical PropertiesClear yellow liquid
Uses2′-Iodoacetophenone (2-Iodoacetophenone) may be used in the synthesis of:
indene derivatives
di-(o-acetylphenyl)acetylene
indenol derivative
Preparation2'-Iodoacetophenone can be synthesized by diazotization of 2-acetylaniline.
To a solution of p-TsOH (22.80 g, 120 mmol) in CH3CN (160 mL) was added an aromatic amine (40 mmol). The resulting amine salt suspension was cooled to 0-5°C. A solution of NaNO2 (5.52 g, 80 mmol) in H2O (12 mL) and KI (16.6 g, 100 mmol) in H2O (12 mL) were added sequentially. The reaction mixture was stirred for 10 minutes, then allowed to warm to ambient temperature and stirred until all the amine was consumed. To the reaction mixture were then added H2O (700 mL), NaHCO3 (1M; until pH=9-10) and Na2S2O3 (2M, 80 mL). The reaction mixture was extracted with EtOAc and purified by column chromatography (hexanes:EtOAc, 9:1 v/v) to give 2'-iodoacetophenone:yellow oil in 94% yield.
Reactions2'-Iodoacetophenone is a bioactive molecule that reacts with boronic acids to form aryl boronic acid derivatives. This reaction can be carried out in chlorobenzene or dihedral solvents, and it is scalable and applicable to a variety of boronic acids. The product of this reaction is an organocatalyst for the synthesis of bioactive molecules. 2'-Iodoacetophenone also reacts with dipole-containing additives to form dichlorodiphenyldichloroethane, which has been used as a fungicide, insecticide, and herbicide.
General Description2′-Iodoacetophenone is a halogenated aromatic ketone.
2'-Iodoacetophenone Preparation Products And Raw materials
Preparation ProductsBenzoylacetone-->ETHYL3-METHYL-2-INDOLECARBOXYLATE-->3-PHENYL-1-INDANONE-->3-((tert-butyldimethylsilyl)oxy)-3-cyclohexyl-1-(2-iodophenyl)propan-1-one-->1-(2-((4-fluorophenyl)ethynyl)phenyl)ethanone
4'-CHLORO-2-IODOBENZOPHENONE Chalcone 3'-BROMO-2-IODOBENZOPHENONE 4'-BROMO-2-IODOBENZOPHENONE 3-Aminoacetophenone 4-FLUORO-2'-IODOBENZOPHENONE 3-Nitroacetophenone 4-Nitroacetophenone Acetophenone 3'-CHLORO-2-IODOBENZOPHENONE 4'-Methylacetophenone 2-IODO-4'-METHOXYBENZOPHENONE 2-Bromoacetophenone 2-IODO-4'-METHYLBENZOPHENONE 4'-Hydroxyacetophenone 2'-Iodoacetophenone (2-Fluorophenyl)-(2-iodophenyl)-methanone 3-ETHOXYCARBONYL-2'-IODOBENZOPHENONE

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