351-80-4

Basic information

• Product Name: Carbonofluoridic acid, phenyl ester
• CAS NO: 351-80-4
• Molecular Formula: C7H5FO2
• Molecular Weight: 140.114
• Mol File: 351-80-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Carbonofluoridic acid, phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonofluoridic acid, phenyl ester(351-80-4)
• EPA Substance Registry System: Carbonofluoridic acid, phenyl ester(351-80-4)

Safety Data

• Hazardous Substances Data: 351-80-4(Hazardous Substances Data)

Upstream product

• 456-55-3 1-trifluoromethoxybenzene 
• 353-50-4 Carbonyl fluoride 
• 108-95-2 phenol 
• 96-49-1 [1,3]-dioxolan-2-one 
• 1885-14-9 phenyl chloroformate 
• 71-43-2 benzene 
• 50972-20-8 phenyl-α-chloroethyl-carbonate 

Downstream Products

• 65496-25-5 Isopropenyl-phenylcarbonat 
• 102-09-0 bis(phenyl) carbonate 
• 462-06-6 fluorobenzene 
• 113421-92-4 Carbonic acid phenyl ester 2,2,2-trichloro-1-fluoro-ethyl ester 
• 46117-43-5 vinyl phenyl carbonate 
• 3878-46-4 ethyl phenyl carbonate 
• 74402-76-9 2,3,3,3-Tetrafluoro-2-trifluoromethyl-propionic acid phenyl ester 

Relevant articles and documents

PROCESS FOR PREPARATION OF FLUOROFORMATES

A process for the preparation of fluoroformates of the formula wherein R1 is a saturated or unsaturated, substituted or unsubstituted and primary or secondary aliphatic, a saturated or unsaturated, substituted or unsubstituted secondary cycloal

Synthesis of vinyl carbonates for use in producing vinyl carbamates

A method for making a vinyl carbonate represented by the formula (I): CH2═CHOC(O)X1R1??(I) wherein X1is oxygen or sulfur and R1is a substituted or an unsubstituted aliphatic alkyl, aryl, aryl alkyl, olefinic, vinyl, or cycloaliphatic group comprises: (a) reacting a compound represented by the formula (II): X2C(O)X1R1??(II) wherein X2is a halogen other than fluorine, with a compound represented by the formula (III): M1—F??(III) wherein M1is selected from a Group IA metal, in the presence of a first phase transfer catalyst and a first organic solvent, to form a compound represented by the formula (IV): FC(O)X1R1??(IV); ?and (b) reacting a compound represented by the formula (IV) with a compound represented by the formula (V): CH2═CHOSi(R2)3??(V) wherein R2is a substituted or an unsubstituted aliphatic alkyl, aryl, aryl alkyl olefinic, vinyl, or cycloaliphatic group, or any combination thereof, in the presence of a metal salt represented by the formula M2—F wherein M2is a Group IA metal, a second phase transfer catalyst, and a second organic solvent, to form the compound represented by formula (I).

A Simple Conversion of 1-Chloroethyl Carbonates to Fluoroformates: Value in the Preparation of Tertiary Alkyl Fluoroformates

When the economical and easily available 1-chloroalkyl carbonates (RCHClOCO2R') are heated neat or in solution with KF in the pesence of 18-crown-6 catalyst, they fragment to aldehydes (RCHO) and fluoroformates (FCO2R').If the system is evacuated during reaction and either or both products are removed as formed, then the process is driven to completion and fluoroformates are isolated in good yield.The new methodology (which exemplifies an unusual conversion of an ester to an acid halide) is especially valuable in the synthesis of important tertiary alkyl fluoroformates and benzyl fluoroformate (with R as CH3 in the carbonate): tert-butyl fluoroformate (BOC-F, 84percent yield), tert-amyl fluoroformate (83percent), 1-adamantyl fluoroformate (76percent), benzyl fluoroformate (60percent).Boc-F previously has been recommended as a superior reagent for the preparation of Boc-amino acids, but earlier routes to this reagent have been expensive and impractical.When R in the carbonate reactant is Cl3C, the reaction proceeds cleanly without the 18-crown-6 catalyst (Boc-F in 79percent yield).This latter variation is most useful on a small industrial scale.