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.)

Flash point:

218 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Liquid

Specific Gravity

1.720

color 

Clear yellow

Sensitive 

Light Sensitive

BRN 

2325078

CAS DataBase Reference

2142-70-3(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

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2'-Iodoacetophenone Usage And Synthesis

Chemical Properties

Clear yellow liquid

Uses

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

Preparation

2'-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.

Reactions

2'-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 Description

2′-Iodoacetophenone is a halogenated aromatic ketone.

2'-Iodoacetophenone(2142-70-3)Related Product Information

• Chalcone
• Acetophenone
• 4'-Hydroxyacetophenone
• 3-Nitroacetophenone
• 4-Nitroacetophenone
• 3-Aminoacetophenone
• 2-Bromoacetophenone
• 4'-Methylacetophenone
• 2-IODOBENZOPHENONE
• 4'-IODOACETOPHENONE,4-IODOACETOPHENONE,p-Iodoacetophenone
• 3'-IODOACETOPHENONE
• 2-bromo-4'-iodoacetophenone
• 4'-CHLORO-2-IODOBENZOPHENONE
• 3'-BROMO-2-IODOBENZOPHENONE
• 4-FLUORO-2'-IODOBENZOPHENONE
• 3-ETHOXYCARBONYL-2'-IODOBENZOPHENONE
• 3'-CHLORO-2-IODOBENZOPHENONE
• 4'-BROMO-2-IODOBENZOPHENONE