Dichloroethylene, Cis-trans

Dichloroethylene [cis + trans 540-59-0] M 96.9, b 60" (cis), df 1.284, b 48" trans), d 1.257. Shake it successively with cone H2SO4, water, aqueous NaHC03 and water. Dry it with MgS04 and fractionally distil it to separate the c -and fraws-isomers. [Beilstein 1IV 707-709.]... 

Vinyl chloride wns-Dichloroethylene sym-Dichloroethylene (cis-trans mix.) Trichloroethylene Tetrachloroethylene... 

Synonyms Acetylene dichloride 1,2-Dichloroethene 1,2-Dichloroethylene cis-trans-1,2-Dichloroethylene sym-Dichloroethylene Ethylene, 1,2-dichloro-Empirical C2H2CI2 Formula CICH=CHCI... 

Di-t-butyl peroxide Di-n-butylzinc 1,1-Dichloroethane cis-1,2-Dichloroethylene cis-trans-1,2-Dichloroethylene (mixed isomers) trans-1,2-Dichloroethylene 2,4-Dichlorophenol 3,4-Dichlorophenyl isocyanate Dichloropropene cis-1,3-Dichloro-1-propene Dicyandiamide Diethanolamine Diethylaluminum bromide Diethylaluminum ethoxide Diethyl aniline Diethylboron methoxide Diethylene glycol diethyl ether Diethyl ketone Diethyl maleate Diethyl zinc... 

Butyl chloride 1-Chloronaphthalene Cyclohexane Cyclohexanol Cyclohexanone Cyclopentane cis-1,2-Dichloroethylene cis-trans-1,2-Dichloroethylene (mixed isomers) trans-1,2-Dichloroethylene Ethyl linoleate 2-Nitropropane... 

Methylene chloride. Dichloroethylene (trans) Ethylideiie chloride Dichloroethylene (ci ) Chloroform 2 2 Dichloropropane Methyl chloroform. ... 

Dichloroethylene cis-1,2-Dichloroethylene trans-1,2-Dichloroethylene Dichlorofluoromethane (Freon 21) Dichloromethane... 

All the above studies have dealt with 13C-H couplings in sp3 hybridized systems. A few investigators have studied the solvent dependence of 13C-H couplings in sp2 hybridized systems. Such systems offer the advantages of being rigid and possibly less prone to specific interactions. Watts et al. 2S> examined lJ,3, of cis and trans 1,2-dichloroethylene, cis and tram 1,2-dibromoethylene... 

Although the term prochirality is frequently used, especially by biochemists, it suffers from a limitation which arises from a corresponding limitation in the definition of chirality. Molecules may display purely stereochemical differences without being chiral cis-tram isomers of olefins and certain achiral cis-trans isomers of cyclanes are examples. Thus (Fig. 2) (Z)- and ( )-1,2-dichloroethylene (4, 5) are achiral diastereomers, as are cis- and /rtww-1,3-dibromocyclobutanes (6, 7) being devoid of chirality these compounds have no chiral centers (or other chiral elements). Thus it is inappropriate to associate stereoisomerism with the occurrence of chiral... 

Ethvlenes Tetrachloroethylene (PCE) Trichloroethylene (TCE) 1,1-Dichloroethylene trans-l,2-Dichloroethylene cis-1,2-Dichloroethylene Vinyl Chloride... 

Describe how the two forms of 1,2-dichloroethylene can be used to illustrate cis-trans isomerism. 

The action of cytochrome P-450 monooxygenases on 1,1-dichloroethylene, cis- and trans- 1,2-dichloroethylene, trichloroethylene and tetrachloroethylene produces products that are derived from rearrangements of the corresponding halooxirane. For example, the principal products from each isomer of 1,2-dichloroethylene are dichloroacetic acid and dichloroethanol, derived enzymatically from dichloroacetaldehyde, the product of rearrangement of 1,2-dichlorooxirane. Neither isomer of dichloroethylene is mutagenic263. 

Low reactivity was noted for Linde 5A, and the relative yields of isomeric dichloroethylenes varied greatly with the catalyst. More acidic sieves (HY, MgX) generally showed lower 1,1/1,2 and trans/cis ratios, Le., cis > trans > 1,1,- others (NaX, KX) gave unusually high (greater than equilibrium) trans/cis ratios. 

The trans -> cis isomerisation of octafluorobut-2-ene is claimed by Schlag and Kaiser " to be a clean unimolecular reversible reaction. Studies by the static method using a seasoned quartz reaction vessel at 430-477 °C yielded the Arrhenius parameters, A = 3.4x 10 sec E = 56.4 kcal.mole L The E value is 6.4 kcal.mole lower than for the corresponding hydrocarbon - . Craig and Entemann have compared the standard enthalpy change for the cis trans isomerisation of 1,2-difluoroethylene with those for related halogenated ethylenes. The reported values are 4-928 cal.mole for difluoroethylene, 4-500 cal.mole for dichloroethylene, nearly zero for dibromoethylene, and —2000 cal.mole for diiodoethylene. 

The radiation chemistry of the symmetrical dichloroethylenes, (liquid, room temperature) has been studied by Futrell and Newton and by Miller et They reported that a- and y-radiation cause cis-trans or trans-cis isomerisation and also the formation of CHCl CCl2, but )S-radiation does not. The three forms of radiation produce similar yields of hydrogen, acetylene, mono- and dichloro-acetylenes, vinyl chloride, and hydrogen chloride. 

DICHLOROETHYLENE cis-1,2-DICHLOROETHYLENE trans-1,2-DICHLOROETHYLENE CHLOROACETYL CHLORIDE DICHLOROACETALDEHYDE DICHLOROACETIC ACID... 

Dichloroethylene vapor is a CNS depressant and a mild irritant of the mucous membranes. The acute oral LD50 for a 60 40 cis-trans mixture in rats is reported as greater than 2000 mg kg Inhalation exposure to 16 000 ppm for 4 h was lethal to rats, but... 

The trans cis isomerization of 1,2-dichloroethylene proceeds with an energy of activation of 55.3kcal -moP. AH associated with the reaction is l.Okcal. What do you predict is the value of Eg for the reverse cis —> trans isomerization ... 

Methanol and propan-2-ol add non-stereospecifically to cholest-4- and -5-ene as do ethylene and tetrafluoroethylene to 3 -acetoxypregna-5,16-dien-20-one although only 16a,17a-addition products were isolated from allene, acetylene, and dichloroethylene the derived 20-anti-oxime isomerises to the syn-isomer on irradiation in THF and cyclises internally in benzene solution. Irradiation of the trans-acid (561) in methanol resulted only in a cis-trans equilibration, although the trans-acid (562) produced the unsaturated lactone (563). 

Dichloroethylene cis-l,2-Dichloroethylene trans 1,2-Dichloroethylene l,3 Dichloro-2-hydroxypropane Dicyandiamide Dicyclohexanol acetylene Dicyclohexyl... 

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