674786-75-5

Basic information

• Product Name: 3-(CARBETHOXY)-3-(METHYLCARBETHOXY)-5-(1H,1H-PERFLUORONONYL)- -BUTYROLACTONE
• Synonyms: 3-(CARBETHOXY)-3-(METHYLCARBETHOXY)-5-(1H,1H-PERFLUORONONYL)- -BUTYROLACTONE
• CAS NO: 674786-75-5
• Molecular Formula: C20H17F17O6
• Molecular Weight: 676.3182344
• Mol File: 674786-75-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(CARBETHOXY)-3-(METHYLCARBETHOXY)-5-(1H,1H-PERFLUORONONYL)- -BUTYROLACTONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(CARBETHOXY)-3-(METHYLCARBETHOXY)-5-(1H,1H-PERFLUORONONYL)- -BUTYROLACTONE(674786-75-5)
• EPA Substance Registry System: 3-(CARBETHOXY)-3-(METHYLCARBETHOXY)-5-(1H,1H-PERFLUORONONYL)- -BUTYROLACTONE(674786-75-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 674786-75-5(Hazardous Substances Data)

Usage

General Description

3-(carbethoxy)-3-(methylcarbethoxy)-5-(1H,1H-perfluorononyl)-butyrolactone is a synthetic chemical compound with a complex structure consisting of carboxylic acid and fluorine groups. It is often used as a precursor in the synthesis of various materials and pharmaceuticals. This chemical has potential applications in the fields of organic synthesis and materials science due to its unique structure and properties. However, as with any chemical compound, proper handling and disposal procedures should be followed to minimize potential health and environmental risks associated with its use.

Upstream product

• 674786-71-1 ethyl 3,3-bis-carboethoxy-hex-5-enoate 
• 7459-46-3 triethyl 1,1,2-ethanetricarboxylate 
• 507-63-1 1-iodoheptadecafluorooctane 
• 674786-73-3 ethyl [5-iodo-6-(perfluorooctyl)-3,3-bis-carboethoxy]hexanoate 

Relevant articles and documents

Radical addition of RFI to alkenylsuccinic anhydrides and gem-substituted alkenyl triesters. Zinc and radical induced, or spontaneous radical cyclization, of the δ-iodoalkanoic esters to γ-lactones

Radical addition of RFI to alkenylsuccinic anhydrides affords ω-(perfluoroalkyl)-δ-iodoalkyl-2-butane-1,4-dioc acid anhydrides, and these adducts are reductively dehalogenated and esterified by zinc and acid in ethanol without lactonization. However, the RFI adducts react with KOH in ethanol to give the alkenyl half esters (but no γ-lactone), which convert to the γ-lactones by acid catalysis. When treated with water, ethanol, Zn and 48% HBr, the RFI adduct from but-3-en-2-yl-succinic anhydride converts to the iodo half ester, RFCH2CHICH(CH3)CH (CO2H)CH2CO2Et, which undergoes Zn induced (SHi) conversion to γ-lactone. RFI (AIBN) and the triester CH2=CHCH2C (CO2Et)2CH2CO2Et yield RFCH2CHICH2C(CO2Et) 2CH2CO2Et (95%). When heated to 140 °C, the adduct loses iodoethane.and cyclizes to diester γ-lactones (94%). With benzoyl peroxide, RFI and the triester at 99 °C, spontaneous radical cyclization of the adduct to lactone occurs. Evidently, the gem-disubstituted triester readily forms a five-membered lactone as a consequence of steric compression in the open chain form.