4767-01-5

Basic information

• Product Name: Benzenepropanoic acid, a-methyl-b-oxo-
• Synonyms: Propionicacid, 2-benzoyl- (7CI,8CI); 2-Benzoylpropionic acid; Propanoic acid,2-benzoyl-; a-Benzoylpropionicacid
• CAS NO: 4767-01-5
• Molecular Formula: C10H10 O3
• Molecular Weight: 178.188
• Mol File: 4767-01-5.mol

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, a-methyl-b-oxo-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, a-methyl-b-oxo-(4767-01-5)
• EPA Substance Registry System: Benzenepropanoic acid, a-methyl-b-oxo-(4767-01-5)

Safety Data

• Hazardous Substances Data: 4767-01-5(Hazardous Substances Data)

Upstream product

• 10488-87-6 ethyl 2-benzoylpropionate 
• 21555-07-7 3-(tert-butylimino)-2-methyl-1-phenylprop-2-en-1-one 
• 64-19-7 acetic acid 
• 124-38-9 carbon dioxide 
• 93-55-0 1-phenyl-propan-1-one 
• 64-17-5 ethanol 
• 1817-57-8 4-phenyl-3-butyne-2-one 
• 7664-93-9 sulfuric acid 
• 10539-50-1 diethyl 2-benzoylsuccinate 

Downstream Products

• 87769-43-5 2,2,5-Trimethyl-6-phenyl-[1,3]dioxin-4-one 
• 15982-59-9 2-methyl-1,4-diphenylbutane-1,4-dione 
• 495-71-6 phenacylacetophenone 
• 127986-81-6 2-Methyl-4,4-bis-methylsulfanyl-1-phenyl-but-3-en-1-one 
• 17180-49-3 2-methyl-1-phenylpent-4-en-1-one 
• 120205-07-4 (N₄C₂₀H₈(C₆H₅)4)Al(O₂CCH(CH₃)CO(C₆H₅))(NC₃H₃NCH₃) 
• 16206-34-1 3‐methyl‐2,5‐diphenyl‐1H‐pyrrole 
• 1371586-32-1 4-nitrobenzyl 2-methyl-3-oxo-3-phenylpropanoate 
• 1371586-00-3 2,3,4,5,6-pentafluorobenzyl 2-methyl-3-oxo-3-phenylpropanoate 
• 1371586-31-0 2,4,6-tris(1-methylethyl)benzyl 2-methyl-3-oxo-3-phenylpropanoate 
• 1371586-02-5 4-methoxyphenyl 2-methyl-3-oxo-3-phenylpropanoate 
• 1371586-25-2 S-benzyl 2-methyl-3-oxo-3-phenylpropanethioate 
• 21120-36-5 1-fluoroethyl phenyl ketone 
• 703-17-3 1-phenyl-2,2-difluoropropan-1-one 

Relevant articles and documents

MECHANISM FOR THE OXIDATIVE CLEAVAGE OF ELECTRON-DEFICIENT ACETYLENES WITH ALKALINE HYDROGEN PEROXIDE.

4-Phenyl-3-butyn-2-one was effectively cleaved by alkaline hydrogen peroxide to afford benzoic and acetic acids. The rate ratio for the addition of HOO** minus and HO** minus resulted in k//H//O//O-/k//H//O- equals 1400, which is comparable to that of benzylideneacetone. The major reaction of the cleavage proceeds via benzoylacetone. As a minor pathway, alpha -keto oxirene intermediate is formed and rearranges only to alpha -benzoylproprionate in a different way from the corresponding diketo carbene. alpha //-Keto esters are found to be converted by HOO** minus to alpha -alkoxy ketones via a novel oxidative substitution of ester group. The mechanism is discussed on the basis of oxirene intermediate inconvertible to keto carbene.

Substrate range of the titanium TADDOLate catalyzed asymmetric fluorination of activated carbonyl compounds

The substrate range of the [TiCl2(TADDOLate)] (TADDOL=α,α,α′,α′-tetraaryl-1,3-dioxolane-4, 5-dimethanol)-catalyzed asymmetric α-fluorination of activated β-carbonyl compounds has been investigated. Optimal conditions for catalysis are characterized by using 5 mol-% of TiCl2(naphthalen-1- yl)-TADDOLate) as catalyst in a saturated (0.14 mol/l) MeCN solution of F-TEDA (1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis- [tetrafluoroborate]) at room temperature. A series of α-methylated β-keto esters (3-oxobutanoates, 3-oxopentanoates) with bulky benzyl ester groups (60-90% ee) or phenyl ester (67-88% ee) have been fluorinated readily, whereas α-acyl lactones were also readily fluorinated, but gave lower inductions (13-46% ee). Double stereochemical differentiation in β-keto esters with chiral ester groups raised the stereoselectivity to a diastereomeric ratio (dr) of up to 96.5:3.5. For the first time, β-keto S-thioesters were asymmetrically fluorinated (62-91.5% ee) and chlorinated (83% ee). Lower inductions were observed in fluorinations of 1,3-diketones (up to 40% ee) and β-keto amides (up to 59% ee). General strategies for preparing activated β-carbonyl compounds as important model substrates for asymmetric catalytic α-functionalizations are presented (>60 examples). Copyright

Lanthanoid Complex as a Novel Carbon Dioxide Carrier for the Carboxylation of Active Methylene Compounds under Mild Conditions

A lanthanoid complex, formed by the addition of a lanthanoid alkoxide to an isocyanate, serves as a novel carbon dioxide carrier for the rapid carboxylation of active methylene compounds under mild conditions.

Carboxylation of Ketones Using Triethylamine and Magnesium Halides

Procedures for the carboxylation of ketones with carbon dioxide at atmospheric pressure in the presence of magnesium halides and triethylamine are described.A variety of ketones are converted to the corresponding β-keto acids in satisfactory yields by using magnesium chloride-sodium iodide mixtures in acetonitrile.This carboxylation reaction exhibits little regioselectivity with 2-butanone.

Synthesis of 1,3-dioxin-4-one Derivatives

A facile and general synthesis of 2,2-dimethyl-1,3-dioxin-4-one derivatives (1) is reported.Treatment of β-keto acids with a mixture of isopropenyl acetate and conc. sulfuric acid gave 2,2-dimethyl-1,3-dioxin-4-ones (1).Similar treatment of tert-butyl esters of β-keto acids also gave 1.KEYWORDS - 2,2-dimethyl-1,3-dioxin-4-one derivative; diketene-acetone adduct; diketene; acylketene; β-keto acid; β-keto ester

α-Carboxylation Reactions of Ketones with a Bromomagnesium Thioureide-Carbon Dioxide Complex

The magnesium complex (1) has been found to undergo fixation of carbon dioxide and the resulting carboxylato-complex (2) transfers the carboxylato group to several ketones with good yields.

The Function of Magnesium(II) N,N'-Dicyclohexylamidinide Complexes as a Carbon Dioxide Carrier

It is found that magnesium(II) N,N'-dicyclohexylamidinide complexes are useful reagents for the fixation of carbon dioxide and the transfer of the captured carbon dioxide moiety to active methylene compounds.