16636-64-9

Basic information

• Product Name: 1-(2-HYDROXY-5-METHYLPHENYL)BUTANE-1,3-DIONE
• Synonyms: 1-(6-HYDROXY-M-TOLYL)-1,3-BUTANEDIONE;1-(2-HYDROXY-5-METHYLPHENYL)BUTANE-1,3-DIONE
• CAS NO: 16636-64-9
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21
• Mol File: 16636-64-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 94.5-96 °C
• Boiling Point: 316.3±27.0 °C(Predicted)
• Appearance: /
• Density: 1.159±0.06 g/cm3(Predicted)
• PKA: 7.98±0.43(Predicted)
• CAS DataBase Reference: 1-(2-HYDROXY-5-METHYLPHENYL)BUTANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-HYDROXY-5-METHYLPHENYL)BUTANE-1,3-DIONE(16636-64-9)
• EPA Substance Registry System: 1-(2-HYDROXY-5-METHYLPHENYL)BUTANE-1,3-DIONE(16636-64-9)

Safety Data

• Hazardous Substances Data: 16636-64-9(Hazardous Substances Data)

Usage

Description

1-(2-HYDROXY-5-METHYLPHENYL)BUTANE-1,3-DIONE, also known as Curcumin, is a naturally occurring chemical compound derived from the spice turmeric. It is characterized by its vibrant yellow color and is recognized for its potential health benefits, which include anti-inflammatory and antioxidant properties. Curcumin has been a staple in traditional medicine for centuries and is currently under investigation for its therapeutic applications in various diseases and conditions.

Uses

Used in Food Industry:
1-(2-HYDROXY-5-METHYLPHENYL)BUTANE-1,3-DIONE is used as a coloring agent for its vibrant yellow hue, adding visual appeal to various food products. It is also utilized as a flavoring agent, imparting a unique taste to the dishes it is added to.
Used in Pharmaceutical Applications:
Curcumin is being researched for its potential therapeutic applications in various diseases and conditions, such as cancer, arthritis, and Alzheimer's disease. Its anti-inflammatory and antioxidant properties make it a promising candidate for the development of new treatments and medications.
Used in Dietary Supplements:
1-(2-HYDROXY-5-METHYLPHENYL)BUTANE-1,3-DIONE is considered safe for consumption and is available as a dietary supplement for individuals seeking to benefit from its potential health advantages. These supplements may help support overall well-being and promote a healthy lifestyle.

Upstream product

• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 107089-91-8 2,6-dimethyl-4-oxo-4H-chromene-3-carboxylic acid 
• 141-78-6 ethyl acetate 
• 140-39-6 1-acetoxy-4-methylbenzene 

Downstream Products

• 16108-51-3 2,6-dimethyl-chromen-4-one 
• 20933-30-6 3-ethylamino-1-(2-hydroxy-5-methyl-phenyl)-but-2-en-1-one 
• 859085-54-4 2,6-dimethyl-3-propionyl-chromen-4-one 
• 20933-38-4 4-methyl-2-(5-methyl-2-phenyl-2H-pyrazol-3-yl)-phenol 
• 56686-34-1 1-(2-hydroxy-3,5-dimethylphenyl)butane-1,3-dione dioxime 
• 93598-99-3 2-[1-Dimethylamino-meth-(E)-ylidene]-1-(2-hydroxy-5-methyl-phenyl)-butane-1,3-dione 
• 93598-97-1 2-(2-hydroxy-5-methylbenzoyl)-7-methyl-9H-xanthen-9-one 
• 4105-92-4 triethyl benzene-1,3,5-tricarboxylate 
• 104516-48-5 1-hydroxy-3-(2-hydroxy-5-methylphenyl)-5-methylpyrazole 
• 20933-37-3 3-(2-hydroxy-5-methylphenyl)-5-methylpyrazole 
• 89-56-5 5-Methylsalicylic acid 

Relevant articles and documents

One-pot synthesis of 3-(furan-2-yl)-4: H -chromen-4-ones from 1-(2-hydroxyphenyl)butane-1,3-diones and 2,5-dimethoxy-2,5-dihydrofuran catalyzed via K10 montmorillonite under solvent-free conditions

A new, concise and efficient method of one-pot synthesis of 3-(furan-2-yl)-4H-chromen-4-ones was developed using K10 montmorillonite catalysis under solvent-free conditions. The procedure of the synthesis of 3-(furan-2-yl)-4H-chromen-4-ones was that 1-(2-hydroxyphenyl)butane-1,3-diones and 2,5-dimethoxy-2,5-dihydrofuran underwent a process of α-alkoxyalkylation in the presence of K10 montmorillonite at 80 °C for 0.5 h and continuously at 120 °C for another 0.5 h. The advantages of this method were that it was solvent-free, the K10 montmorillonite was recyclable and it had an easy work-up.

Benzopyrans. Part 41.1 Reactions of 2-(2-dimethylaminovinyl)-lbenzopyran-4-ones with various dienophiles

Dienamine 1 with W-phenylmaleimide and chromenone 14 as well as 15 produces, through initial [4 + 2]cycloaddition, xanthenones 10 and 18, respectively. Initial Michael addition of 1 to chromenones 14 and 16, and dimethyl acetylenedicarboxylate (DMAD), triggers the formation of xanthenone 19, 4-azaxanthenone 26 and substituted fumarate 49, respectively. Initial [2 + 2]cycloadducts of dienamines 1-3 with electrophilic acetylenes always undergo further transformations. Thus, 1 with DMAD, dibenzoylacetylene and ethyl propiolate (EP) ultimately gives xanthenones 33, 34 and 37, respectively, the latter being admixed with flavone 43. Enamine 2, cyclisable to xanthenone 11, gives 33 and 35 with DMAD, and 37 and 44 with EP. Reaction of 3 with DMAD affords 36 exclusively. The Royal Society of Chemistry 1999.