Caproyl chloride

Fit a reflux condenser into the short neck of a 125 ml. Claisen flask, a separatory funnel into the long neck, and plug the side arm with a small cork (compare Fig. Ill, 31, 1). Place 58 g. (62 ml.) of commercial n-caproic acid (1) in the flask and heat on a water hath. Add 75 g. (46 ml.) of redistilled thionyl chloride through the separatory funnel during 45 minutes shake the flask from time to time to ensure thorough mixing. Reflux the mixture for 30 minutes. Arrange the apparatus for distillation from an air bath (Fig. II, 5, 3) the excess of thionyl chloride passes over flrst, followed by n-caproyl chloride at 145-155° (mainly at 150-155°). The yield of acid chloride is 56 g. 

Place 125 ml. of concentrated ammonia solution (sp. gr. 0-88) in a 600 ml. beaker and surround the latter with crushed ice. Stir the ammonia solution mechanically, and introduce the n-caproyl chloride slowly by means of a suitably supported separatory funnel with bent stem. The rate of addition must be adjusted so that no white fumes are lost. The amide separates immediately. Allow to stand in the ice water for 15 minutes after all the acid chloride has been introduced. Filter oflF the amide at the pump use the flltrate to assist the transfer of any amide remaining in the beaker to the Alter (2). Spread the amide on sheets of Alter or drying paper to dry in the air. The crude n-capro-amide (30 g.) has m.p. 98-99° and is sufficiently pure for conversion into the nitrile (Section 111,112) (3). Recrystallise a small quantity of the amide by dissolving it in the minimum volume of hot water and allowing the solution to cool dry on filter paper in the air. Pure n-caproamide has m.p. 100°. 

Nitrobenzoylimidazole, however, forms with HC1 a sparingly soluble salt that reacts at room temperature only slowly. At higher temperature / -nitrobenzoyl chloride can be readily obtained (refluxing 1,2-dichloroethane). Analogous preparations are those of Af-palmitoyl chloride and caproyl chloride (chloroform, 55-60 °C). 

Calcium carbide, 32, 70 Calcium carbonate, 32, 81 Calcium formate, 31,102 CAPROIC ACID, e-AMINO, 32, 13 e-Caprolactam, 31, 72 32, 15 e-CAPROLACTIM, O-METHYL-, 31, 72 CAPRONITRILE, a-ETHYL, 32, 6S Caproyl chloride, 31, 71 CARBANILINONITRILE, O-CHLORO, 31, 19... 

Capric acid, dl4 Caproaldehyde, h54 Caproic acid, h66 Caproic anhydride, h67 e-Caprolactam, o57 6-Caprolactone, h71 Capronitrile, h63 Caproyl chloride, h73 Caprylic acid, o29 Capryl alcohol, o30 Caprylaldehyde, o40... 

Other acid chlorides of the type RCH2COCl can be similarly dehydrochlorinated. For example, caproyl chloride (1.2 moles) was converted into di-w-amyl ketone, b.p. 98-102°/15 mm., in 60-71.5% yield. In this case, it was found preferable to remove the amine salt from the reaction mixture by washing with 2% sulfuric acid. The butylketene dimer was then extracted from the reaction mixture by washing with 5% sodium hydroxide solution the alkaline solution was acidified with sulfuric acid and steam-distilled. The oily layer in the distillate was separated and fractionated. 

Calcium formate, 31,102 e-CaproIactam, 31, 72 e-CAPROLACTIM, 0-METHYL-, 31, 72 Caproyl chloride, 31, 71 Carbanilinonitrile, o-chloro, 31, 19 Carbazole, 1,2,3,4-tetrahydro, 30,90 /3-CaRBETHOXY-7,7-DIPHENYLVINYL-acetic acid, 30, 18... 

Dry caproic acid added with stirring during 10-15 min. to 1.2 moles AICI3, heated 15 min. at 70-80°, 2 moles caproyl chloride added dropwise during 0.5 hr., the temp, raised to 110-150° and held there 4-6 hrs. until HCl-evolution ceases, chloroform added, stirring continued until a homogeneous soln. is formed, 15%-sulfuric acid soln. added dropwise followed by water, the organic layer separated, dried, and twice vacuum-distilled 7-butyl-6,8-tridecanedione. Y 65%. F. e. s. V. M. Dziomko and O. V. Ivanov, Zh. Org. Khim. 3, 712 (1967) C. A. 67, 43370. 

Capron Nylon (Grafted Copolymers)] Capron Nylon (Homopolymers). See Nylon Capronaldehyde. See Hexanal Capronic acid. See Caproic acid Caproyl alcohol. See Hexyl alcohol n-Caproylaldehyde. See Hexanal Caproyl chloride. See Decanoyl chloride Capryl acetate. See Decyl acetate Capryl alcohol. See 2-Octanol Caprylaldehyde. See n-Octanal Caprylamine. See 1-Octanamine Capryl anthranilate. See Decyl anthranilate Capryl chloride. See Octyl chloride Capiyidinitrophenyl crotonate 2-Capryl-4,6-dinitrophenyl crotonate. See Dinocap... 

CAS 112-13-0 EINECS/ELINCS 203-938-0 Synonyms Capric acid chloride Caproyl chloride... 

Borozdinskaya et al. [98] reported on a process in which amino acids from activated sludge biomass hydrolysis were acylated with caproyl chloride at 80°C for 1 h (pH 7.5-8.5) to produce surfactants having a surface tension of 33.1-65.1 mN/m, viscosity of 1.08-1.25 cSt, a moisture content of 75.6-98.5%, and a cmc of 0.04-0.21 g/L. Surfactants based on glycine had the highest surface activity and high foaming power [98]. 

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