59223-74-4

Basic information

• Product Name: Propanedioic acid, [(4-fluorophenyl)methyl]-, diethyl ester
• CAS NO: 59223-74-4
• Molecular Formula: C14H17FO4
• Molecular Weight: 268.285
• Mol File: 59223-74-4.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, [(4-fluorophenyl)methyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, [(4-fluorophenyl)methyl]-, diethyl ester(59223-74-4)
• EPA Substance Registry System: Propanedioic acid, [(4-fluorophenyl)methyl]-, diethyl ester(59223-74-4)

Safety Data

• Hazardous Substances Data: 59223-74-4(Hazardous Substances Data)

Upstream product

• 332-42-3 (2-bromoethyl)-4-fluorobenzene 
• 105-53-3 diethyl malonate 
• 790-53-4 diethyl 2-(4-fluorobenzylidene)malonate 
• 459-46-1 4-Fluorobenzyl bromide 
• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 996-82-7 sodium diethylmalonate 

Downstream Products

• 1026508-14-4 2-(2-dimethylamino-ethyl)-2-(4-fluoro-benzyl)-malonic acid 
• 1211547-61-3 C₂₄H₃₇FO₅Si 
• 1211547-62-4 C₂₄H₃₇FO₅Si 
• 1282061-23-7 C₁₉H₁₈FNO 
• 78573-76-9 2-(4-fluorobenzyl)malonic acid 
• 287212-45-7 monoethyl (4-fluorobenzyl)malonate 

Relevant articles and documents

Ball-Milling-Enabled Reactivity of Manganese Metal**

Efforts to generate organomanganese reagents under ball-milling conditions have led to the serendipitous discovery that manganese metal can mediate the reductive dimerization of arylidene malonates. The newly uncovered process has been optimized and its mechanism explored using CV measurements, radical trapping experiments, EPR spectroscopy, and solution control reactions. This unique reactivity can also be translated to solution whereupon pre-milling of the manganese is required.

Anodic benzylic C(sp3)-H amination: Unified access to pyrrolidines and piperidines

An electrochemical aliphatic C-H amination strategy was developed to access the important heterocyclic motifs of pyrrolidines and piperidines within a uniform reaction protocol. The mechanism of this unprecedented C-H amination strategy involves anodic C-H activation to generate a benzylic cation, which is efficiently trapped by a nitrogen nucleophile. The applicability of the process is demonstrated for 40 examples comprising both 5- and 6-membered ring formations.

Biocatalytic Desymmetrization of Prochiral 3-Aryl and 3-Arylmethyl Glutaramides: Different Remote Substituent Effect on Catalytic Efficiency and Enantioselectivity

Catalyzed by an amidase-containing Rhodococcus erythropolis AJ270 microbial whole cell catalyst in neutral phosphate buffer at 30 °C, desymmetric hydrolysis of a series of prochiral 3-aryl and 3-arylmethylglutaramides efficiently afforded 3-substituted glutaric acid monoamides in up to 95% yield and >99.5% ee. Even far away from the reaction site, the substituents on the aryl still have a significant effect on the catalytic activity and enantioselectivity and different remote substituent effect was observed for the two types of substrates. The synthetic application of biocatalytic desymmetrization was demonstrated by the facile transformation of the obtained enantiopure (R)-3-substituted 4-carbamoylbutanoic acid products to chiral dihydroquinolinone and δ-lactone compounds. (Figure presented.).