6188-63-2

Usage

Uses

Due to the high toxicity and persistence of HCPO, its production and use are being reduced, and efforts are being made to find effective methods for its removal and remediation from contaminated sites. However, it is important to note that the provided materials do not list any specific applications or industries where HCPO is used. The primary focus is on the harmful effects of HCPO and the need to reduce its presence in the environment.

InChI:InChI=1/C3H2Cl6O/c4-2(5,6)1(10)3(7,8)9/h1,10H

Upstream product

• 116-16-5 1,1,1,3,3,3-hexachloro-propan-2-one 
• 75-87-6 chloral 
• 17750-24-2 1-propyl-1,4-dihydronicotinamide 
• 952-92-1 1-Benzyl-1,4-dihydronicotinamide 
• 114174-69-5 1-benzyl-2-methyl-1,4-dihydronicotinamide 
• 20557-70-4 1-Benzyl-6-methyl-1,4-dihydro-pyridine-3-carboxylic acid amide 
• 114174-70-8 1-Benzyl-2,6-dimethyl-1,4-dihydro-pyridine-3-carboxylic acid amide 
• 121-44-8 triethylamine 
• 7087-68-5 N-ethyl-N,N-diisopropylamine 
• 302-17-0 chloral hydrate 
• 76-03-9 trichloroacetic acid 

Downstream Products

• 28049-06-1 3-Phenylpropionsaeure-hexachlorisopropylester 
• 101166-89-6 1.1.1.3.3.3-Hexachlor-isopropyl-<3.5-dinitro-benzoat> 
• 98994-99-1 1,1,1,3,3,3-Hexachlor-isopropyl-(4-nitro-benzoat) 

Relevant academic research and scientific papers

Steric and Electronic Effects of Methyl Substitutents at the 2- and 6-Positions on N-Benzyl-1,4-dihydronicotinamide

N-Benzyl-1,4-dihydronicotinamides having 2-methyl, 6-methyl and 2,6-dimethyl substituents were prepared and their reactivities toward an activated carbonyl compound (hexachloroacetone) were investigated.The reaction rates were especially enhanced for the

The Reaction of Trihalgenomethyl Anions with Carbonyl Compounds: Competitive Reactivity Comparisons and Applications to the Synthesis of α-Trihalogenomethyl Alcohols

Trihalogenomethyl anions, generated by decarboxilation of trichloro- and tribromo-acetic acid in dimethyl sulphoxide solution, react with added aldehydes.In the presence of 1,3,5-trinitrobenzene, the reaction with aldehydes competes with the formation of the coloured Meisenheimer adduct.The reduction in absorbance from the value in the absence of aldehyde has been used tomeasure the reactivity of trihlogenomethyl anions towards a series of aldehydes relative to their reactivity towards trinitrobenzene.For 4-substituted benzaldehydes, the reactivities obey a linear p?- relationship.The most reactive aldehyde used is only two times less reactive towards CCl3(1-) or CBr3(1-) than hydrogen ions, and it is concluded that, in dimethyl sulphoxide solutions, the reaction between trichloromethyl anions and hydrogen ions is not encounter-controlled.The reactions with aldehydes have been used to prepare several new compounds of the formula RCH(OY)CX3 where R = aryl or pyridyl, X = Br or Cl, and Y = H or COCH3.

Macrocyclic Enzyme Model System. Kinetic Activity of Paracyclophane Bearing 1,4-Dihydronicotinamide and 2-Pyridinecarboxylic Acid Moieties as Effected by Zinc Ion

As regards the effect of zinc(II) ion on the reduction of hexachloroacetone, the kinetic activity of a paracyclophane (PCP) bearing 1,4-dihydronicotinamide (HNA) and 2-pyridinecarboxylic acid (Py) moieties, HNA-PCP-Py, has been investigated as an alcohol dehydrogenase model in reference to that of PCP-HNA in the light of their metal-coordination behavior.The reduction ability of PCP-HNA was significantly lowered as it underwent complex formation with zinc.On the other hand, HNA-PCP-Py showed an apparent rate maximum in a relatively lower concentration range of ZnCl2.The kinetic behavior was analyzed on the basis of the formation of two kinds of zinc complexes of HNA-PCP-Py: the 1:1 complex , in which both Py and HNA moieties are simultaneously coordinated to the same zinc ion, showed a decreased reactivity relative to metal-free HNA-PCP-Py; while the 2:1 complex (HNA-PCP-Py-ZnII-Py-PCP-HNA), in which HNA is free from metal-coordination, exercised a much enhanced activity, 7 times as reactive as metal-free HNA-PCP-Py.A plausible reaction mechanism for the enhanced reactivity has been discussed.

Multicenter Organic Redox Systems Composed of Bis(1,4-dihydronicotinamides): Optimal Conformation for Intramolecular Electronic Interaction

Bis(1,4-dihydronicotinamides) were prepared as dimers of 1-benzyl-3-(N-ethylcarbamoyl)-1,4-dihydropyridine , which are structurally classified into three categories: flexible n,Bzl)>, partially rigid , and doubly linked, rigid, and cyclic dimers n,p-Xyl) and cBisNAH(C4,o-Xyl)>.Bis(1,4-dihydronicotinamides) of another family regarded as singly 6,Pr) and BisNAH(Pr,C6)> and doubly linked 6,C6)> dimers of 1-propyl-3-(N-propylcarbamoyl)-1,4-dihydropyridine were also synthesized.The reactivity of bis(dihydronicotinamides) in dichloromethane was subjected to change to a wide extent depending upon their molecular structures in the reduction of hexachloroacetone.Among bis(dihydronicotinamides) regarded as dimers of (N-Et)BNAH, cBisNAH(C4,o-Xyl) was the most reactive.The overall reactivity order with respect to this family followed the sequence: cBisNAH(C4,o-Xyl) > BisNAH(Cn,Bzl) (n = 4,6) > BisNAH(Et,o-Xyl) > cBisNAH(C4,p-Xyl) ca.BisNAH(C8,Bzl) ca.BisNAH(Et,m-Xyl) > cBisNAH(C6,p-Xyl) ca.BisNAH(C10,Bzl) > BisNAH(Et,p-Xyl) = (N-Et)BNAH.An effective charge-transfer interaction, which emerges from the favorable face-to-face arrangement of the two dihydronicotinamide rings in the transition state of reduction, is responsible for the kinetic enhancement.Both cBisNAH(C4,o-Xyl) and BisNAH(Cn,Bzl) (n = 4,6) may assume a close face-to-face geometry without inducing significant strain in the transition state.The prevailing reactivity of the former over the latter was attributed to an entropy effect, since the two nicotinamides in the former attain such a favorable conformation already in the ground state while those in the latter may rather take an extended geometry without mutual interaction, as confirmed by spectroscopic measurements.As for the other family of bis(dihydronicotinamides), the reactivity sequence was as follows: BisNAH(C6,Pr) > cBisNAH(C6,C6) ca.BisNAH(Pr,C6) > (N-Pr)PNAH.A lower reactivity of the doubly linked bis(dihydronicotinamide) cBisNAH(C6,C6) was attributed to a much less favorable conformation of the nicotinamide rings involved.Molecular geometries of the present bis(dihydronicotinamides) as well as their dehydrogenated counterparts were examined by electronic and NMR spectroscopy.

OXIDATION OF TERTIARY AMINES BY HEXACHLOROACETONE

Triethylamine and ethyldiisopropylamine are oxidized by hexachloroacetone.The vinyldialkylamines are acylated by hexachloroacetone, a discussion of the mechanism is presented.

Bis-1,4-dihydronicotinamides. Intramolecular Electronic Interaction and Its Consequence in the Reduction of a Carbonyl Substrate in Aprotic Solvents

The reduction of hexachloroacetone in CH2Cl2 or CHCl3 was much enhanced in the presence of 1,6-bis(1-benzyl-1,4-dihydronicotinamido)hexane owing to an intramolecular electronic interaction of charge transfer character.

Zinc(II)-promoted reduction of ketones by 1-methyl-1,4-dihydropyridines

Zinc(II) promotes the reduction of unactivated ketones and aldehydes by (methyl-substituted) 1-methyl-1,4-dihydropyridines.Coordination of the dihydropyridines to the metal, which occurs via their annular nitrogen atoms, is essential for hydrogen-transfer.The reductions proceed best in apolar non-aromatic solvents, which are unable to compete with the carbonyl group of the substrate for a coordination site at the metal.Virtually no hydrogen-transfer takes place in the absence of Zn(II) salts or when zinc coordination complexes are used in which the metal is coordinatively saturated.The results of this study are discussed in terms of a possible relationship with the role of zinc in alcohol dehydrogenases and metal-catalyzed reductions in biomimetic systems.