69745-21-7

Basic information

• Product Name: 6-HYDROXY-1-(4-METHYLPHENYL)-1,3-HEXANEDIONE
• Synonyms: 6-HYDROXY-1-(4-METHYLPHENYL)-1,3-HEXANEDIONE;6-Hydroxy-1-(4-methylphenyl)hexane-1,3-dione;6-Hydroxy-1-(p-tolyl)hexane-1,3-dione
• CAS NO: 69745-21-7
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26
• Mol File: 69745-21-7.mol

Chemical Properties

• Boiling Point: 392.8 °C at 760 mmHg
• Flash Point: 205.5 °C
• Appearance: /
• Density: 1.113 g/cm³
• Vapor Pressure: 5.37E-08mmHg at 25°C
• Refractive Index: 1.566
• CAS DataBase Reference: 6-HYDROXY-1-(4-METHYLPHENYL)-1,3-HEXANEDIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-HYDROXY-1-(4-METHYLPHENYL)-1,3-HEXANEDIONE(69745-21-7)
• EPA Substance Registry System: 6-HYDROXY-1-(4-METHYLPHENYL)-1,3-HEXANEDIONE(69745-21-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 69745-21-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Hydroxy-1-(4-methylphenyl)-1,3-hexanedione is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and properties make it a valuable building block in the development of new drugs and therapeutic agents.
Used in Chemical Research:
6-Hydroxy-1-(4-methylphenyl)-1,3-hexanedione is used as a research compound in the field of organic chemistry. Its complex structure and composition provide opportunities for studying the properties and reactivity of aromatic ketones and benzoyl derivatives, contributing to the advancement of chemical knowledge and understanding.
Used in Manufacturing Industry:
6-Hydroxy-1-(4-methylphenyl)-1,3-hexanedione is used as a raw material in the production of various chemical products, such as dyes, pigments, and specialty chemicals. Its unique properties and reactivity make it a valuable component in the synthesis of these materials, enhancing their performance and functionality.

InChI:InChI=1/C13H16O3/c1-10-4-6-11(7-5-10)13(16)9-12(15)3-2-8-14/h4-7,9,14,16H,2-3,8H2,1H3/b13-9-

Upstream product

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Relevant articles and documents

Albumin-directed stereoselective reduction of 1,3-diketones and β-hydroxyketones to anti diols

The reduction of 1,3-diketones and β-hydroxyketones with NaBH 4 in aqueous acetonitrile is highly stereoselective in the presence of stoichiometric amounts of bovine or human albumin, giving anti 1,3-diols with d.e. up to 96%. The same reaction, without albumin, gives syn and anti 1,3-diols in approximately 1:1 ratio. The presence of an aromatic carbonyl group is essential for diastereoselectivity in the NaBH4/albumin reduction of both 1,3-diketones and β-hydroxyketones. Thus, 3-hydroxy-1-(p-tolyl)-1- butanone is stereoselectively reduced in the presence of albumin, while reduction of its isomer 4-(p-tolyl)-4-hydroxy-2-butanone is not stereoselective. The albumin-controlled reduction is not stereospecific as both enantiomers of 1-aryl-3-hydroxy-1-butanones are reduced to diols with identical stereoselectivities. Circular dichroism of the bound substrates confirms that aromatic ketones are recognized by the protein's IIA binding site. Binding studies also suggest that 1,3-diketones are recognized in their enol form. From the effect of pH on binding of a diketone it is concluded that, in the complex with the substrate, ionizable residues His242 and Lys199 are in the neutral and protonated forms, respectively. A homology model of BSA was obtained and docking of model substrates confirms the preference of the protein for aromatic ketones. Modelling of the complexes with the substrates also allows us to propose a mechanism for the reduction of 1,3-diketones in which the chemoselective reduction of the first (aliphatic) carbonyl is followed by the diastereoselective reduction of the second (aromatic) carbonyl. The role of albumin is thus a combination of chemo- and stereocontrol.