- Expedient Synthesis of 1,3-Cyclobutanedione via Thermal Dimerization of t-Butoxyethyne
-
A new, short, and efficient synthesis of 1,3-cyclobutandione consists of the thermal conversion of 1-butoxyethyne into 3-t-butoxycyclobutenone (the first example of cyclobutenone formation from an unsubstituted acetylenic monoether) followed by cleavage of the t-butyl group with trifluoroacetic acid.The 62percent overall yield is much higher than that of the previously described procedure.
- Pericas, Miquel A.,Serratosa, Felix,Valenti, Eduard
-
-
Read Online
- 1,3-cyclobutanedione-bisketals, process for their production and their use
-
Bisketals of 1,3-cyclobutanedione with monovalent and divalent alcohols as well as processes for their production from 1,3-cyclobutanedione or from 3-acetoxy-2-cyclobuten-1-one contained in the distillation residues of the diketene production. The bisketals are suitable intermediate products for the production of squaric acid, for the production and/or purification of 1,3-cyclobutanedione, or as a stable form for storage or substitute for this unstable dione.
- -
-
-
- Process for the production of squaric acid
-
A process for the production of squaric acid by halogenation either of pure 3-acetoxy-2-cyclobuten-1-one or of a distillation residue of diketene production containing 3-acetoxy-2-cyclobuten-1-one to a cyclobutenone of formula: STR1 and then hydrolysis of these cyclobutenones to squaric acid. The halogenated cyclobutenones are intermediate products in the process.
- -
-
-
- 3-hydroxy-2-cyclobuten-1-one salts, their production and use
-
3-Hydroxy-2-cyclobuten-1-one salts of the general formula: STR1 wherein R is an ammonium group of the general formula: STR2 wherein R1, R2 and R3 are the same or different in meaning and each is a hydrogen atom, a lower alkyl group or a cycloalkyl group or R is an alkali metal atom. The salts according for formula I are obtained by the reaction of pure 3-acetoxy-2-cyclobuten-1-one, or 1,3-cyclobutanedione or a distillation residue of the diketene production containing 3-acetoxy-2-cyclobuten-1-one, with a base. The base can be an amine of the general formula: STR3 wherein R1, R2, and R3 have the above-mentioned meaning, or an alkali metal alcoholate or an alkali metal hydroxide. The salts according to formula I are suitable for the production of squaric acid, by their being halogenated in a first step and then being hydrolyzed to squaric acid in a second step.
- -
-
-
- Substituted cycloalkanediones
-
Novel substituted cycloalkanediones and their use for the control of weeds.
- -
-
-