7766-74-7

Basic information

• Product Name: Dimethyl 2-fluoropentanedioate
• Synonyms: Dimethyl 2-fluoropentanedioate
• CAS NO: 7766-74-7
• Molecular Weight: 178.16
• Mol File: 7766-74-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Dimethyl 2-fluoropentanedioate(CAS DataBase Reference)
• NIST Chemistry Reference: Dimethyl 2-fluoropentanedioate(7766-74-7)
• EPA Substance Registry System: Dimethyl 2-fluoropentanedioate(7766-74-7)

Safety Data

• Hazardous Substances Data: 7766-74-7(Hazardous Substances Data)

Upstream product

• 292638-85-8 acrylic acid methyl ester 
• 181224-33-9 Methyl fluoroiodoacetate 

Relevant articles and documents

Novel and practical preparation of α-fluoro-functionalized esters from fluoroiodoacetates

The addition reaction of fluoroiodoacetates 2 to various electron-rich alkenes 3 initiated by iron powder in dry THF at 70-80°C gave 1:1 adducts 4 in good yields. A variety of functionalities in the alkenes such as trimethylsilyl, alkoxy, acetoxy, hydroxy and ester could be tolerated under the reaction conditions. Reduction of the adducts 4 with Zn-AcOH in ethanol or Zn-NiCl2·OH2O in moist THF was readily accomplished, and the overall procedure was amenable to a convenient one-flask procedure. Treatment of fluoroiodoacetates 2 with electron-deficient alkenes 7 in the presence of an Fe-CrCl3·OH2O-bpy bimetal redox system in ethanol at 70-80°C resulted in the formation of iodine-free 1:1 adducts 8 in moderate to good yields. It is proposed that the addition reactions of fluoroiodoacetates 2 to electronrich and electron-deficient alkenes proceeded through a single-electron-transfer mechanism.