5810-18-4Relevant articles and documents
Stojiljkovic,Tasovac
, p. 65 (1977)
Preparation method of 11-cyanoundecanoic acid
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Paragraph 0030; 0032; 0033; 0035; 0036; 0038; 0039; 0041, (2019/05/08)
The invention relates to a preparation method of 11-cyanoundecanoic acid. 1,1'-peroxidation dicyclohexylamine (PXA) is subjected to a self-decomposition reaction under the effect of a rare earth metalcompound and a free radical initiator, thus the 11-cyanoundecanoic acid is obtained in a high-selectivity mode, and the PXA is generated by cyclohexanone through oxyamination. According to the process line, raw materials are simple and easy to obtain, the disadvantages that an existing process is difficult to control under the high-temperature condition and low in reaction selectivity, and products are difficult to separate are avoided, and the simple and convenient method is provided for preparation of the 11-cyanoundecanoic acid.
Method for preparing 12-aminododecanoic acid
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Paragraph 0016, (2018/04/01)
The invention relates to a method for preparing 12-aminododecanoic acid and belongs to the technical field of synthesis of long carbon chain nylon monomers. The method comprises the following steps: carrying out a substitution reaction on 10-undecenoic acid and hydrogen bromide to produce 11-bromo-undecanoic acid; carrying out a hydrocyanation reaction with a cyanide reagent K[Fe(CN)6].3H2O to produce 11-cyan-undecanoic acid; and carrying out a reduction reaction, thereby obtaining the final product 12-aminododecanoic acid. The method disclosed by the invention has the advantages of being short in synthetic route, low in cost, flexible in operation, high in reaction yield, capable of obtaining the high-purity product and the like, and is very suitable for small-dose large-scale production of pharmaceutical companies or labs.
Structural and reactivity studies of a cyanoacetic acid derivative of tungsten pentacarbonyl. X-ray structure of W(CO)5NCCH2COOH
Darensbourg, Donald J.,Atnip, Earl V.,Reibenspies, Joseph H.
, p. 4475 - 4480 (2008/10/08)
The new cyanoacetic acid complex W(CO)5NCCH2COOH (1) has been synthesized from the reaction of W(CO)5THF and NCCH2COOH. The molecular structure of 1 has been determined by X-ray diffraction methods. The compound crystallizes in the triclinic space group P1 with two molecules in a cell of dimensions a = 6.7390 (10) ?, b = 9.745 (2) ?, c = 10.241 (2) ?, α = 63.57 (2)°, β = 81.71 (2)°, γ = 76.22 (2)°. Full-matrix least-squares refinement gives final R and Rw on F of 0.026 and 0.037 for 2030 observed [F > 4σ(F)] data. The structure confirms the presence of the nitrile ligand located 2.178 (7) ? from the tungsten center, with the carboxyl groups of two molecules coupled by strong intermolecular hydrogen-bonding (O-H?O = 2.627 (3) ?). This hydrogen-bonding structure was observed as well in solution as indicated by infrared spectroscopy. The displacement of the cyanoacetic acid ligand in 1 by carbon monoxide was shown to proceed via a solvent-assisted Id process in tetrahydrofuran and by a D process in the less-interacting solvent methylene chloride. The activation parameters for these processes are consistent with the proposed mechanism, with ΔH? and ΔS? for the displacement of the NCCH2COOH ligand determined to be 19.4 kcal/mol and -14.7 eu in THF and 29.2 kcal/mol and 11.8 eu in CH2Cl2, respectively. Comparable kinetic data were observed for the tungsten complexes containing the electronically similar ligands NC(CH2)10COOH and CH3CN. The relevance of this study to the catalytic decarboxylation reaction of cyanoacetic acid in the presence of W(CO)5O2CCH2CN- is discussed.
