2041-37-4

Usage

Uses

Used in Flavor and Fragrance Industry:
2',2,2-Trimethylpropiophenone is used as a flavoring agent in the food industry for its sweet, floral aroma, enhancing the taste and smell of various food products. It is also employed as a fragrance ingredient in the perfume industry, contributing to the creation of complex and appealing scents in perfumes and other fragranced products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2',2,2-Trimethylpropiophenone serves as an intermediate in the synthesis of various pharmaceutical compounds. Its chemical properties make it a valuable component in the development of new drugs and medicinal products.
Used in Specialty Chemicals Production:
2',2,2-Trimethylpropiophenone is utilized in the production of insecticides, leveraging its chemical properties to create effective pest control solutions. It also plays a role in the synthesis of other specialty chemicals, showcasing its broad applicability across different industrial sectors.
Used in Research and Development:
Due to its unique chemical structure and properties, 2',2,2-Trimethylpropiophenone is often used in research and development settings to explore new applications and reactions, further expanding its potential uses and contributions to various industries.

InChI:InChI=1/C12H16O/c1-9-7-5-6-8-10(9)11(13)12(2,3)4/h5-8H,1-4H3

Upstream product

• 932-31-0 ortho-tolylmagnesium bromide 
• 3282-30-2 pivaloyl chloride 
• 55678-42-7 α-tert-butyl-2-methylbenzyl alcohol 
• 79722-72-8 2-<<2,2-dimethyl-1-(2-methylphenyl)propylidene>-amine>-2,4,4,-trimethylpentane 
• 63162-57-2 2,2,4,4-tetramethyl-3-(2-methylphenyl)pentan-3-ol 
• 108-88-3 toluene 
• 95-46-5 2-methylphenyl bromide 
• 938-16-9 2,2-dimethylpropiophenone 
• 75-24-1 trimethylaluminum 
• 815-24-7 Di-t-butyl ketone 
• 529-19-1 2-Methylbenzonitrile 
• 630-19-3 pivalaldehyde 
• 22526-24-5 1-(2-methoxyphenyl)-2,2-dimethyl-1-propanone 
• 66423-62-9 2,5,5-trimethyl-1,3,2-dioxaborinane 

Downstream Products

• 27561-41-7 3,3-dimethyl-2-(2-methylphenyl)-2-butanol 
• 147394-40-9 1-tert-Butyl-3,3-diphenyl-3,4-dihydro-1H-2-benzopyran-1-ol 
• 154502-68-8 ethyl 2-<2-(2,2-dimethylpropanoyl)phenyl>acetate 
• 147394-32-9 1-tert-Butyl-3-(p-tolyl)-3,4-dihydro-1H-2-benzopyran-1-ol 
• 147394-42-1 1-(2-Ethylphenyl)-2,2-dimethylpropan-1-one 
• 162052-57-5 tert-butyl 2-(trimethylsilyl)phenyl ketone 
• 2674-45-5 3,3-diphenylisochroman-1-one 
• 95217-41-7 3-(4-methylphenyl)-3,4-dihydro-1H-isochromen-1-one 
• 27561-42-8 1-(3,3-dimethylbut-1-en-2-yl)-2-methylbenzene 
• 27561-43-9 3,3-Dimethyl-2-o-tolyl-1-aminobutan 
• 55678-42-7 α-tert-butyl-2-methylbenzyl alcohol 
• 63162-57-2 2,2,4,4-tetramethyl-3-(2-methylphenyl)pentan-3-ol 
• 147394-34-1 1-tert-Butyl-3-styryl-3,4-dihydro-1H-2-benzopyran-1-ol 
• 27561-36-0 2,2-dimethyl-1-o-tolylpropan-1-amine 

Relevant academic research and scientific papers

Ruthenium-Catalyzed Functionalization of Aryl Carbon-Oxygen Bonds in Aromatic Ethers with Organoboron Compounds

The ruthenium-catalyzed reaction of aryl ethers having a carbonyl group at the ortho position to the ether group with organoboronates (R?B(OCH2CMe2CH2O), R = aryl, alkenyl, and alkyl) resulted in site-selective C?C bond formation. Among the transition metal complexes screened, the RuH2(CO)(PPh3)3 complex showed the highest activity. Several aromatic ketones having methoxy or phenoxy groups at the ortho position can also be used in this coupling reaction. A variety of arylboronates containing electron-donating (NMe2, OMe, methyl, and vinyl) and -withdrawing (F and CF3) groups reacted with methoxy ketones to give the corresponding coupling products in high yields. Copyright

Iron-Catalyzed Ortho C-H Methylation of Aromatics Bearing a Simple Carbonyl Group with Methylaluminum and Tridentate Phosphine Ligand

Iron-catalyzed C-H functionalization of aromatics has attracted widespread attention from chemists in recent years, while the requirement of an elaborate directing group on the substrate has so far hampered the use of simple aromatic carbonyl compounds such as benzoic acid and ketones, much reducing its synthetic utility. We describe here a combination of a mildly reactive methylaluminum reagent and a new tridentate phosphine ligand for metal catalysis, 4-(bis(2-(diphenylphosphanyl)phenyl)phosphanyl)-N,N-dimethylaniline (Me2N-TP), that allows us to convert an ortho C-H bond to a C-CH3 bond in aromatics and heteroaromatics bearing simple carbonyl groups under mild oxidative conditions. The reaction is powerful enough to methylate all four ortho C-H bonds in benzophenone. The reaction tolerates a variety of functional groups, such as boronic ester, halide, sulfide, heterocycles, and enolizable ketones.

Oxidative kinetic resolution of racemic alkyl aryl carbinols by an electronically tuned chiral nitroxyl radical

A method for oxidative kinetic resolution of racemic alcohols catalyzed by chiral nitroxyl radical (R,R)-1 has been developed. This method is especially effective for the kinetic resolution of tert-butyl aryl carbinols (s = up to 23).

New preparation and reactions of arylaluminum reagents using Barbier conditions

The reaction of various aryl bromides with magnesium turnings, LiCl and R2AlCl (R = Et, i-Bu) provides at room temperature arylaluminum reagents in high yields. These organometallic species undergo readily 1,4-additions, acylations, allylations, and Pd-catalyzed cross-couplings with various aryl iodides and bromides. Georg Thieme Verlag Stuttgart.

Facile synthesis of pivalophenones by an ultrasound assisted iodine catalysed Friedel-Crafts acylation reaction

The use of ultrasound in the acylation reactions of various aromatics and heterocyclics with pivaloyl chloride in the presence of catalytic amount of iodine, without any added solvent and at room temperature, gives excellent yields of the respective pivalophenones in a short reaction time.

A facile synthesis of pivalophenones by ultrasound assisted AlCl3 catalysed Friedel-Crafts reaction

Pivalophenones have been prepared by the acylation reaction of various aromatic and heterocyclic compounds with pivaloyl chloride using AlCl3 as catalyst under sonochemical conditions in a short reaction time and in reasonable yields.

Photoinduced Molecular Transformations. Part 137. New General Synthesis of 3-Substituted 3,4-Dihydro-1H-benzopyran-1-ones (3,4-Dihydroisocoumarins) via Radical and Photochemical Fragmentations as the Key Step

A new general method for a two-step synthesis of 3-substituted 3,4-dihydro-1H-benzopyran-1-ones (3,4-dihydroisocoumarins) is described.This method involves either regioselective alkoxyl radical fragmentation or regioselective photochemical fragmentation as the key step. 2-Hydroxyalkylation of a lithiated o-tolyl tert-butyl ketone with aromatic and aliphatic aldehydes and ketones gave equilibrated mixtures of 1-tert-butyl-3,4-dihydro-1-hydroxy-3-alkyl (or 3-aryl)-1H-2-benzopyrans and their ring-opened isomers in 42-94percent yield.Photolysis of mixtures in chloroform withPyrex-filtered light gave 3-alkyl (or 3-aryl)-3,4-dihydro-1H-benzopyran-1-ones (3,4-dihydroisocoumarins) in 27-64percent yield as exclusive isolable products.On the other hand, photolysis of hypoiodites of the equilibrated mixture in benzene containing mercury(II) oxide and iodine gave the 3-substituted dihydroisocoumarins in 37-64 percent yield with an accompanying formation of phthalide, arising from a radical cascade process triggered by β-scission of the alkoxyl radicals generated from the ring-opened isomer of the lactones.The formation mechanisms of all the products are discussed.

Metallo Aldimines. 3. Coupling of Lithium Aldimines with Aryl, Vinyl, and Acetylenic Halides

tert-Butyllithium aldimine, an acyl anion equivalent derived from 1,1,3,3-tetramethylbutyl isocyanide (TMBI) and tert-butyllithium, couples with aryl, vinyl, and acetylenic halides to give the corresponding ketimine which upon hydrolysis affords the corresponding ketones.These coupling reactions appear to result from halogen-metal exchange followed by addition-elimination to give the observed products.