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2,6-bis(4-chlorophenyl)-4H-pyran-4-one, commonly referred to as isocoumarin, is a chemical compound characterized by its molecular formula C16H10Cl2O2. It presents as a white to off-white crystalline powder, which is insoluble in water but readily soluble in organic solvents. 2,6-bis(4-chlorophenyl)-4H-pyran-4-one is notable for its diverse applications in organic synthesis and as a key intermediate in the production of pharmaceuticals, agrochemicals, dyes, pigments, and natural product synthesis. Isocoumarin's potential biological activities, including antimicrobial, anticancer, and anti-inflammatory properties, have garnered significant interest in the medical and research fields.

1469-91-6

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1469-91-6 Usage

Uses

Used in Organic Synthesis:
2,6-bis(4-chlorophenyl)-4H-pyran-4-one is used as a versatile intermediate in organic synthesis for the creation of various chemical compounds due to its unique structure and reactivity.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2,6-bis(4-chlorophenyl)-4H-pyran-4-one is used as a key intermediate for the synthesis of drugs, leveraging its chemical properties to contribute to the development of new medicinal agents.
Used in Agrochemical Production:
2,6-bis(4-chlorophenyl)-4H-pyran-4-one is utilized as an intermediate in the production of agrochemicals, playing a crucial role in the synthesis of compounds that protect crops and enhance agricultural productivity.
Used in Dye and Pigment Manufacturing:
2,6-bis(4-chlorophenyl)-4H-pyran-4-one is used as a precursor in the manufacturing of dyes and pigments, contributing to the coloration and stability of various products in the textile, paint, and printing industries.
Used in Natural Product Synthesis:
2,6-bis(4-chlorophenyl)-4H-pyran-4-one is employed as a precursor in the synthesis of natural products, facilitating the creation of complex organic molecules that are found in nature and have potential applications in medicine and other fields.
Used in Antimicrobial Applications:
In the field of medicine, 2,6-bis(4-chlorophenyl)-4H-pyran-4-one is studied for its antimicrobial properties, potentially serving as a component in the development of new antimicrobial agents to combat resistant strains of bacteria.
Used in Anticancer Research:
2,6-bis(4-chlorophenyl)-4H-pyran-4-one is used in anticancer research for its potential to inhibit the growth of cancer cells, offering a promising avenue for the development of novel cancer therapies.
Used in Anti-inflammatory Applications:
2,6-bis(4-chlorophenyl)-4H-pyran-4-one is also being studied for its anti-inflammatory properties, which could lead to its use in the treatment of various inflammatory conditions and diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 1469-91-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,6 and 9 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1469-91:
(6*1)+(5*4)+(4*6)+(3*9)+(2*9)+(1*1)=96
96 % 10 = 6
So 1469-91-6 is a valid CAS Registry Number.

1469-91-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-bis(4-chlorophenyl)pyran-4-one

1.2 Other means of identification

Product number -
Other names 2,6-Bis-<4-chlor-phenyl>-4-pyron

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1469-91-6 SDS

1469-91-6Downstream Products

1469-91-6Relevant academic research and scientific papers

Bronsted acid catalyzed and NIS-promoted cyclization of diynones: Selective synthesis of 4-pyrone, 4-pyridone, and 3-pyrrolone derivatives

Qiu, Yi-Feng,Yang, Fang,Qiu, Zi-Hang,Zhong, Mei-Jin,Wang, Li-Jing,Ye, Yu-Ying,Song, Bo,Liang, Yong-Min

, p. 12018 - 12028 (2014/01/06)

Bronsted acid catalyzed tandem cyclization was found to be highly effective for the preparation of a series of polysubstituted 4-pyrones from diynones (yield up to 99%). 4-Pyridone and 3-pyrrolone derivatives were also selectively synthesized by employing NIS and/or Bronsted acid. NIS as an electrophilic reagent could promote these reactions efficiently and rapidly under very mild reaction conditions.

New strong base synthesis of symmetrical 1,5-diaryl-1,3,5-pentanetriones from acetone and benzoate esters

Knight, John D.,Metz, Clyde R.,Beam, Charles F.,Pennington, William T.,VanDerveer, Donald G.

, p. 2465 - 2482 (2008/09/21)

Lithium hexamethyldisilazide (LiHMDS) was used to condense substituted benzoate esters with acetone to afford symmetrical 1,5-diaryl-1,3,5- pentanetriones that were isolated, characterized (including a representative X-ray crystallographic analysis), and

Thermal addition reaction of aroylketene with 1-aryl-1- trimethylsilyloxyethylenes: Aromatic substituent effects of aroylketene and aryltrimethylsilyloxyethylene on their reactivity

Saitoh,Oyama,Sakurai,Niimura,Hinata,Horiguchi,Toda,Sano

, p. 956 - 966 (2007/10/03)

The thermal addition reaction of various aroylketenes (C) generated by the thermolysis of 5-aryldioxofurans (A) to 1-aryl-1-trimethylsilyloxyethylenes gave 1,5-diarylpentane-1,3,5-triones (D) and 2,6-diaryl-4H-pyran-4-ones (E). The introduction of electron withdrawing substituents in the aroylketene and of electron donating substituents facilitated the addition reaction. The observed substituent effects and the reaction mechanism are interpreted in terms of molecular orbital analyses.

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