26767-07-7

Basic information

• Product Name: 2-(3-Chlorophenyl)-2-oxoacetic acid
• Synonyms: 2-(3-Chlorophenyl)-2-oxoacetic acid;3-Chlorophenylglyoxylic acid
• CAS NO: 26767-07-7
• Molecular Formula: C₈H₅ClO₃
• Molecular Weight: 184.5765
• Mol File: 26767-07-7.mol
• Article Data: 40

Chemical Properties

• Melting Point: 102-103 °C
• Boiling Point: 310.9±34.0 °C(Predicted)
• Appearance: /
• Density: 1.447±0.06 g/cm3(Predicted)
• PKA: 1.99±0.54(Predicted)
• CAS DataBase Reference: 2-(3-Chlorophenyl)-2-oxoacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-Chlorophenyl)-2-oxoacetic acid(26767-07-7)
• EPA Substance Registry System: 2-(3-Chlorophenyl)-2-oxoacetic acid(26767-07-7)

Safety Data

• Hazardous Substances Data: 26767-07-7(Hazardous Substances Data)

Usage

Physical state

White to off-white solid

Solubility

Sparingly soluble in water

Chiral behavior

Exhibits two enantiomers that are non-superimposable mirror images of each other

Uses

Building block in the synthesis of pharmaceuticals and agrochemicals, intermediate in the production of drugs such as primidone, and in the synthesis of herbicides and insecticides

Industrial and research applications

Wide range of potential uses due to its structural properties.

Upstream product

• 16273-37-3 3-chloromandelic acid 
• 26152-02-3 3-chlorobenzoyl cyanide 
• 618-46-2 m-Chlorobenzoyl chloride 
• 62123-73-3 ethyl 2‐(3‐chlorophenyl)‐2‐oxoacetate 
• 99-02-5 3'-Chloroacetophenone 
• 34966-50-2 methyl 2-(3-chlorophenyl)-2-oxoacetate 
• 108-37-2 1-bromo-3-chlorobenzene 
• 124-38-9 carbon dioxide 
• 1128-76-3 3-chloro-benzoic acid ethyl ester 
• 625-99-0 3-iodochlorobenzene 
• 587-04-2 m-Chlorobenzaldehyde 

Downstream Products

• 16273-37-3 (S)-2-(3-chlorophenyl)-2-hydroxyacetic acid 
• 22868-31-1 2-(3-chlorophenyl)benzothiazole 
• 6832-92-4 3-chloro-N-phenylbenzamide 

Relevant articles and documents

Photoinduced homolytic decarboxylative acylation/cyclization of unactivated alkenes with α-keto acid under external oxidant and photocatalyst free conditions: access to quinazolinone derivatives

A novel and green strategy for the synthesis of acylated quinazolinone derivativesviaphoto-induced decarboxylative cascade radical acylation/cyclization of quinazolinone bearing unactivated alkenes has been developed. The protocol provides a novel route to access acyl radicals from α-keto acids through a self-catalyzed energy transfer process. Most importantly, the reaction proceeded smoothly without any external photocatalyst, additive or oxidant, and could be easily scaled-up in flow conditions with sunlight irradiation.

Visible-Light-Promoted Switchable Synthesis of C-3-Functionalized Quinoxalin-2(1H)-ones

A visible-light-promoted synthesis of quinoxalin-2(1H)-ones has been developed using 9-mesityl-10-methylacridinium perchlorate as an organo-photocatalyst. The atmosphere-controlled method (Ar/air) enabled the selective synthesis of hydroxyl- and acyl-containing quinoxalin-2(1H)-ones under mild reaction conditions without the use of any metal catalysts or toxic reagents. A fluorescent labelling experiment showed that hydroxyl-containing quinoxalin-2(1H)-ones may have utility in various biological applications as potent fluorophores. (Figure presented.).

Diazotrifluoroethyl Radical: A CF3-Containing Building Block in [3 + 2] Cycloaddition

We present herein a visible-light-induced [3 + 2] cycloaddition of a hypervalent iodine(III) reagent with α-ketoacids for the construction of 5-CF3-1,3,4-oxadiazoles that are of importance in medicinal chemistry. The reaction proceeds smoothly without a photocatalyst, metal, or additive under mild conditions. Different from the well-established trifluorodiazoethane (CF3CHN2), the diazotrifluoroethyl radical [CF3C(·)N2], a trifluoroethylcarbyne (CF3C?:) equivalent and an unusual CF3-containing building block, is involved in the present reaction system.