1.1- Dicarboxylie acids

This reaction was first reported by Perkin in 1883. It is the nucleophilic alkylation between malonic ester and Q, o)-alkyl dihalide to form cyclic aliphatic 1,1-diester or acid and is known as the Perkin reaction or Perkin synthesis. Although it was once referred to as the Perkin condensation, this name should not be used for this type of reaction. Using this protocol, Perkin successfully prepared cyclopropane-, cyclobutane-, cyclopentane-, cyclohexane-, and cycloheptane-1,1-dicarboxylie acids. However, this reaction is often complicated by the side reaction that forms Q, o, a ,a -tetracarboxylic ester from the Sn2 reaction between malonic ester and o, a -alkyl dihalide, this side reaction can be depressed if alcoholic sodium malonic ester is added slowly to the o, a -alkyl dihalide with vigorous stirring. It is interesting that the K2CO3 promoted a reaction between dimethyl 1,3-acetonedicarboxylate and tran5 -l,4-dibromobutene yields vinyldihydrofuran. ... 

C10H16O4 cyclobutane-1,1-dicarboxylie acid diethyl ester 3779-29-]... 

Phenoxazine-1,9-dicarboxylie acid, 2-amino-4,6-dimethyI-3-oxo-occurrence, 3, 1037 Phenoxazines arylation, 3, 1011 electrophilic reactions, 3, 1012 nitration, 3, 1012 nomenclature, 3, 996 oxidation, 3, 1010 reactions, 3, 1011 structure, 2, 4, 7-8 3, 1010 synthesis, 3, 1033... 

The procedure described is a modification of the directions of Prelog, Frenkiel, Kobelt, and Barman. Cyclodecanone has been prepared by the dehydration of sebacoin followed by catalytic hydrogenation, by the pyrolysis of the thorium or yttrium salt of nonane-1,9-dicarboxylie acid, and by the ring enlargement of cyclononanone, as well as by the reduction of sebacoin. ... 

When the methine base derived from trilobamine diethyl ether ethiodide is oxidised by permanganate it furnishes 2-ethoxydiphenyl ether 5 4 -dicarboxylie acid, identical with that (XXXIV p. 348, R = Et) similarly formed from oxyacanthine (p. 347) or dauricine (p. 353) and in the present case derived from the diphenyl ether residue represented by rings (1) and (2) in formula (A) or (B). This fixes the position of one hydroxyl group at OR in (A) or (B) the position of the second is still undetermined but it may well be OR in ring (3) of (A) or ring (4) of (B). ... 

An illustration of the tendency of alkane 1,2- and alkane-1,3-dicarboxylie acids to a ring closure during the reaction with sulfur tetrafluoride is the reaction of propane-1,2,3-tricarboxylie acid The corresponding six- and five-membered cyclic ethers are formed in a 1 4 ratio [211] (equation 106)... 

Synonyms AI3-00283 Araldite 502 1,2-Benzenedicarboxylate 1,2-Benzenedicarboxylic acid, dibutyl ester o-Benzenedicarboxylic acid, dibutyl ester Benzene-o-dicarboxylie acid, di-/3-butyl ester BRN 1914064 Butyl phthalate /r-Butyl phthalate Caswell No. 292 Celluflex DPB CCRIS 2676 DBF Dibutyl-1,2-benzenedicarboxylate Dibutyl phthalate EINECS 201-557-4 Elaol EPA pesticide chemical code 028001 Hexaplas M/B Morflex 240 NSC 6370 Palatinol C Phthalic acid, dibutyl ester Polycizer DP PX 104 RCRA waste number U069 Staflex DBF UN 3082 UN 9095 Uniflex DBF Unimoll DB Uniplex 150 Witicizer 300. 

Hydroxy-4,5-dicarboxylie acid-sym-triazole [2 -Hydroxynaphthyl] -1 -azo-3-[ 5-azido-asym-triazole]... 

Hexadecane-1 16-dicarboxylie acid. Dissolve 31 5 g. of methyl hydrogen sebacate in 140 ml. of absolute methanol to which 0-4 g. of sodium lias been added. Electrolyse at 2 0 amps, until the pH of the electrolyte is 7 8-8 0 (3-5-4 hours). Work up as described for Sebacic acid. Upon distillation, an unsaturated ester passes over at 111-113°/ 20 mm. (4-6 g.), followed by dimethyl hexadecane-1 16-dicarboxylate at 212-219°/4 mm. (mainly at 214-215°/4 mm.), m.p. 56° (16-5 g.). 

To make 351 C we need to convert a dicarboxylie acid into its half amide. How might we do this ... 

Dipicolinic Acid or Pyridine-2,6-dicarboxylie Acid, HOOC.C- N = C.COOH... 

Suberic acid (hexane-1,6-dicarboxylie acid) [505-48-6] pK 5.40. Crystd from acetone and sublimes at 300° without dec. 

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