7191-46-0

Basic information

• Product Name: 1-(2-hydroxy-3,5-diiodophenyl)ethan-1-one
• Synonyms: 1-(2-hydroxy-3,5-diiodophenyl)ethan-1-one;Methyl(2-hydroxy-3,5-diiodophenyl) ketone;Einecs 230-557-7
• CAS NO: 7191-46-0
• Molecular Formula: C₈H₆I₂O₂
• Molecular Weight: 387.94098
• EINECS: 230-557-7
• Mol File: 7191-46-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 128°C
• Boiling Point: 348.1°C at 760 mmHg
• Flash Point: 164.3°C
• Appearance: /
• Density: 2.372g/cm³
• Vapor Pressure: 2.56E-05mmHg at 25°C
• Refractive Index: 1.711
• CAS DataBase Reference: 1-(2-hydroxy-3,5-diiodophenyl)ethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-hydroxy-3,5-diiodophenyl)ethan-1-one(7191-46-0)
• EPA Substance Registry System: 1-(2-hydroxy-3,5-diiodophenyl)ethan-1-one(7191-46-0)

Safety Data

• Hazardous Substances Data: 7191-46-0(Hazardous Substances Data)

Usage

Preparation

Preparation by iodination of 2-hydroxyacetophenone,with iodine in aqueous sodium carbonate at r.t.(25%)with iodine and iodic acid in ethanol at 35–40° for 1.5 h (75–85%)or at 60° (75%).

InChI:InChI=1/C8H6I2O2/c1-4(11)6-2-5(9)3-7(10)8(6)12/h2-3,12H,1H3

Upstream product

• 118-93-4 o-hydroxyacetophenone 

Downstream Products

• 1431664-18-4 C₁₁H₁₁I₂NO₂ 
• 1431664-32-2 C₂₂H₁₆I₂N₂O₃S 
• 1431664-27-5 C₁₆H₁₂I₂N₂O₃S 
• 1431664-22-0 C₁₈H₁₇I₂NO₄S 
• 141213-92-5 2-(4-Bromo-2-methoxy-phenyl)-3-hydroxy-6,8-diiodo-chromen-4-one 
• 146517-67-1 (E)-3-(4-Chloro-naphthalen-1-yl)-1-(2-hydroxy-3,5-diiodo-phenyl)-propenone 
• 141213-83-4 (E)-3-(4-Bromo-2-methoxy-phenyl)-1-(2-hydroxy-3,5-diiodo-phenyl)-propenone 

Relevant articles and documents

Pyridinium lodochloride: An efficient reagent for lodination of hydroxylated aromatic ketones and aldehydes

Direct iodination of several reactive aromatic compounds like hydroxy substituted acetophenones and aldehydes with pyridinium iodochloride (PyICl) proceeded smoothly to afford the corresponding aromatic iodides in good to excellent yield. Pyridinium iodochloride has been found to be an efficient solid iodinating reagent with no hazardous effect and it can be handled safely.

Reaction of 4-(2′-hydroxyaryl)-1,3-dithiolium salts with sodium sulfide. A selective synthesis of 2′-hydroxyacetophenones

The treatment of 4-(2′-hydroxyaryl)-2-(N,N-dialkylamino)-1,3-dithiolium perchlorates (1a-g) with sodium sulfide nonahydrate in ethanol at room temperature affords the corresponding 1,3-dithiole-2-thiones (2a-g). When these reactions are conducted in boiling ethanol, 2′-hydroxyacetophenones (3a-g) have been obtained in good to excellent yield. A tentative mechanism for the formation of 3a-g shows that this reaction is regioselective, this being established by the presence of hydroxyl group in 2′-position. That has been confirmed in a control experiment, 4-phenyl-2-(piperidin-1-yl)-1,3-dithiolium perchlorate affording a mixture of condensation products of acetophenone and phenylacetaldehyde, under similar reaction conditions.

Synthesis and antimicrobial activity of some halogeno-chalcones

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