3780-33-4

Basic information

• Product Name: 2,2-DIMETHYL-CHROMAN-4-ONE
• Synonyms: 2,2-DIMETHYL-CHROMAN-4-ONE;2,2-dimethyl-2,3-dihydro-4H-chromen-4-one;4H-1-Benzopyran-4-one, 2,3-dihydro-2,2-dimethyl-
• CAS NO: 3780-33-4
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21
• Mol File: 3780-33-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 67-75 °C
• Boiling Point: 273.159 °C at 760 mmHg
• Flash Point: 118.033 °C
• Appearance: /
• Density: 1.086 g/cm³
• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.522
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2,2-DIMETHYL-CHROMAN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-CHROMAN-4-ONE(3780-33-4)
• EPA Substance Registry System: 2,2-DIMETHYL-CHROMAN-4-ONE(3780-33-4)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 3780-33-4(Hazardous Substances Data)

Usage

General Description

2,2-DIMETHYL-CHROMAN-4-ONE, also known as dimethylchromanone, is a chemical compound that is part of the chromanones family. Chromanones are known for their presence in numerous natural products that often come with biological activity. The compound is categorized under the organics, especially deuterated organic compounds. Normally, it is a slightly yellow crystalline substance. However, like many chemicals, its properties such as color and form can vary depending on the conditions like temperature and pressure. Even though it is used for various scientific and industrial purposes, care should be taken while handling as it may pose certain risks.

InChI:InChI=1/C11H12O2/c1-11(2)7-9(12)8-5-3-4-6-10(8)13-11/h3-6H,7H2,1-2H3

Upstream product

• 5751-48-4 2-methylchromone 
• 917-54-4 methyllithium 
• 541-47-9 3-Methylbutenoic acid 
• 108-95-2 phenol 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 54897-52-8 phenyl 3,3-dimethylacrylate 
• 100942-29-8 2,2-dimethyl-4-keto-7-tosyloxy-benzopyran 
• 62113-84-2 7-methanesulfonyloxy-2,2-dimethyl-chroman-4-one 

Downstream Products

• 93318-01-5 2,3-dihydro-2,2-dimethyl-4H-1-benzopyran-4-one 2,4-dinitrophenylhydrazone 
• 71649-83-7 3,4-dihydro-4-hydroxy-2,2-dimethyl-2H-benzo[b]pyran 
• 235423-04-8 (S)-2,2-dimethylchroman-4-amine 
• 235423-04-8 (R)-4-amino-3,4-dihydro-2,2-dimethyl-2H-benzopyran 
• 118-93-4 o-hydroxyacetophenone 
• 586956-79-8 2,2-dimethylchroman-4-one (4-nitrophenyl)hydrazone 
• 264265-13-6 bis[4-(dimethylamino)phenyl](2,2-dimethyl-3-chromenyl)methanol 
• 220634-41-3 4-amino-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran 
• 111478-49-0 2,2-dimethyl-6-nitro-chroman-4-one 
• 1343414-79-8 4-(4-chlorophenylthio)-2,2-dimethyl-2H-chromene-3-carbaldehyde 
• 1343414-86-7 (4-(4-methoxyphenoxy)-2,2-dimethyl-2H-chromen-3-yl)(4-methoxyphenyl)methanol 
• 1343414-83-4 C₂₃H₂₂O₃S₂ 
• 1343414-84-5 C₂₆H₂₆O₄S 
• 1343414-87-8 (2-methoxyphenyl)(4-(3-methoxyphenylthio)-2,2-dimethyl-2H-chromen-3-yl)methanol 

Relevant articles and documents

Formation of 2,2-dimethylchroman-4-ones during the photoinduced rearrangement of some aryl 3-methyl-2-butenoate esters. A mechanistic insight

Several aryl 3-methyl-2-butenoate esters upon irradiation lead to the formation of [1,3]-migrated photoproducts, phenol and, surprisingly 2,2-dimethylchroman-4-one derivatives. The starting photochemical reaction takes place from the singlet excited state of the ester and as a total mechanism two consecutive reaction pathways are proposed. The former involves the photo-Fries rearrangement of the esters in all the solvents studied and, depending on the proticity of the solvent, the latter involves an ESIPT process followed by thermal 6π-electrocyclic reaction and/or thermal (intramolecular oxa-Michael addition) cyclization of the ortho regioisomers photoformed. This second pathway is responsible of the formation of the 2,2-dimethylchroman-4-one derivatives.

Modification of hydroxybenzopyranoids: Facile deoxygenation of 2,2-dimethyl-7-hydroxy-4-chromanones and a new approach to their novel mercapto analogs

A facile deoxygenation of a systematic series of substituted 2,2-dimethyl-7-hydroxy-4-chromanones via their sulfonate, isourea, and thiocarbamate derivatives is reported. The synthesis of novel 2,2-dimethyl-7-mercapto-4-chromanones has been accomplished b

On the synthesis of substituted 2,2-dimethyl1-4-chromanones and related compounds

A systematic study of the reaction of a series of monosubstituted phenols 3 and 3-methylbut-2-enoic acid 4 in phosphorus oxychloride/zinc chloride revealed that the formation of 4-chromanones was strongly infuenced by the substituents and their position on the aromatic ring of the starting phenols.