22526-24-5

Basic information

• Product Name: 2,2-DIMETHYL-2'-METHOXYPROPIOPHENONE
• Synonyms: 2,2-DIMETHYL-2'-METHOXYPROPIOPHENONE;1-(2-METHOXYPHENYL)-2,2-DIMETHYLPROPAN-1-ONE
• CAS NO: 22526-24-5
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.25
• Mol File: 22526-24-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 270°C at 760 mmHg
• Flash Point: 105°C
• Appearance: /
• Density: 0.988g/cm³
• Vapor Pressure: 0.00703mmHg at 25°C
• Refractive Index: 1.495
• CAS DataBase Reference: 2,2-DIMETHYL-2'-METHOXYPROPIOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-2'-METHOXYPROPIOPHENONE(22526-24-5)
• EPA Substance Registry System: 2,2-DIMETHYL-2'-METHOXYPROPIOPHENONE(22526-24-5)

Safety Data

• Hazardous Substances Data: 22526-24-5(Hazardous Substances Data)

Usage

Physical state

Colorless to pale yellow liquid

Usage

Photoinitiator in ultraviolet (UV) curable inks, coatings, and adhesives

Photoinitiator type

Type II

InChI:InChI=1/C12H16O2/c1-12(2,3)11(13)9-7-5-6-8-10(9)14-4/h5-8H,1-4H3

Upstream product

• 578-57-4 2-bromoanisole 
• 3282-30-2 pivaloyl chloride 
• 21615-34-9 2-Methoxybenzoyl chloride 
• 1033260-24-0 C₂₆H₂₃NO₂Si 
• 558-17-8 tert-Butyl iodide 
• 86487-17-4 2-tri-n-butylstannylanisole 
• 594-19-4 tert.-butyl lithium 
• 100-66-3 methoxybenzene 
• 71146-29-7 pentamethylpivalophenone 
• 79722-73-9 2-<<2,2-dimethyl-1-(2-methoxyphenyl)propylidene>amino>-2,4,4-trimethylpentane 

Downstream Products

• 53847-36-2 α-(tert-butyl)-2-methoxyphenylmethanol 
• 676593-28-5 1-(2-isopropenylphenyl)-2,2-dimethylpropan-1-one 
• 328233-91-6 1-methoxy-2-neopentylbenzene 
• 16670-59-0 2-neopentylphenol 
• 2041-37-4 2,2-dimethyl-1-(o-tolyl)propan-1-one 

Relevant articles and documents

A Fast and General Route to Ketones from Amides and Organolithium Compounds under Aerobic Conditions: Synthetic and Mechanistic Aspects

We report that the nucleophilic acyl substitution reaction of aliphatic and (hetero)aromatic amides by organolithium reagents proceeds quickly (20 s reaction time), efficiently, and chemoselectively with a broad substrate scope in the environmentally responsible cyclopentyl methyl ether, at ambient temperature and under air, to provide ketones in up to 93 % yield with an effective suppression of the notorious over-addition reaction. Detailed DFT calculations and NMR investigations support the experimental results. The described methodology was proven to be amenable to scale-up and recyclability protocols. Contrasting classical procedures carried out under inert atmospheres, this work lays the foundation for a profound paradigm shift of the reactivity of carboxylic acid amides with organolithiums, with ketones being straightforwardly obtained by simply combining the reagents under aerobic conditions and with no need of using previously modified or pre-activated amides, as recommended.

Synthesis of Functionalized Ketones from Acid Chlorides and Organolithiums by Extremely Fast Micromixing

Synthesis of ketones containing various functional groups from acid chlorides bearing electrophilic functional groups and functionalized organolithiums was achieved using a flow microreactor system. Extremely fast mixing is important for high chemoselectivity.

Catalyst-free alkanoylation of aromatic rings via arylstannanes. Scope and limitations

The reaction of alkanoyl chlorides with arylstannanes in 1,2-dichlorobenzene (180 °C) is a simple and direct route for the catalyst-free and regioselective synthesis of tertiary alkyl aryl ketones in good to excellent isolated yields (55-77%). Nevertheles