Methyl chlorides

Methyl chloride will bum in air or in oxygen with a rather slow flame in which the Swan C2 bands are prominent [12]. The burning velocity of a stoichiometric methyl chloride—air mixture is about 10 cm. sec and the effect of pressure on the burning velocity has been studied [152]. 

Thermodynamic Properties of Methyl Chloride (Ideal Gas State) 

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Chandrasekhar, J., Smith, S,F,m Jorgensen, W.L. Theoretical examonation of the Stv2 reaction involving chloride ion and methyl chloride in the gas phase and aqueous solution. J. Amer. Chem. Soc. 107 (1985) 154-163. 

Figure 5.21 reprinted with permission from Chandrasekhar J, S F Smith and W L Jorgensen. Theoretical Examination of the 5 2 Reaction Involving Chloride Ion and Methyl Chloride in the Gas Phase and Aqueous Solution. The Journal of the American Chemical Society 107 154-163. 1985 American Chemical Society. 

This procedure is called chloromethylation and will not only turn 1,3-benzodioxole into a methyl chloride but will work equally well in converting plain old benzene into benzyl chloride. Both are important stepping stones towards the production of X and meth. For example, benzyl chloride is a schedule I controlled substance because it will beget benzaldehyde and phenylacetonitrile (a precursor for phenylacetic acid). 

The graphic that opened this chapter IS an electrostatic po tential map of the Sn2 transi tion state for the reaction of hydroxide ion with methyl chloride... 

Hydroxide Methyl Transition state Methyl Chloride... 

Reaction of hexamethylbenzene with methyl chloride and aluminum chlonde gave a salt A which on being treated with aqueous sodium bicarbonate solution yielded compound B Suggest a mechanism for the conversion of hexamethylbenzene to B by correctly infemng the structure of A... 

Naturally occurring isotopes of any element are present in unequal amounts. For example, chlorine exists in two isotopic forms, one with 17 protons and 18 neutrons ( Cl) and the other with 17 protons and 20 neutrons ( Cl). The isotopes are not radioactive, and they occur, respectively, in a ratio of nearly 3 1. In a mass spectrum, any compound containing one chlorine atom will have two different molecular masses (m/z values). For example, methyl chloride (CH3CI) has masses of 15 (for the CH3) plus 35 (total = 50) for one isotope of chlorine and 15 plus 37 (total = 52) for the other isotope. Since the isotopes occur in the ratio of 3 1, molecular ions of methyl chloride will show two molecular-mass peaks at m/z values of 50 and 52, with the heights of the peaks in the ratio of 3 1 (Figure 46.4). 

A diagrammatic illustration of the effect of an isotope pattern on a mass spectrum. The two naturally occurring isotopes of chlorine combine with a methyl group to give methyl chloride. Statistically, because their abundance ratio is 3 1, three Cl isotope atoms combine for each Cl atom. Thus, the ratio of the molecular ion peaks at m/z 50, 52 found for methyl chloride in its mass spectrum will also be in the ratio of 3 1. If nothing had been known about the structure of this compound, the appearance in its mass spectrum of two peaks at m/z 50, 52 (two mass units apart) in a ratio of 3 1 would immediately identify the compound as containing chlorine. 

U.S. demand for [CIHOROCARBONSANDCIHOROHYDROCARBONS - SURVEY] (Vol 5) Methyl chloride chlorination... 

The AC may react with methyl chloride or alpha-chloroacetic acid via a direct displacement reaction (eq. 2). The derivatives would be methyl cellulose or carboxymethyl cellulose. 

Mannich polyacrylamides can react with alkylating agents such as methyl chloride [74-87-3], CH Cl, methyl bromide [74-83-9], CH Br, and dimethyl... 

Oligomeric Vinylphosphonate. A water-soluble oligomer, Fyrol 76 [41222-33-7] is produced by reaction of bis(2-chloroethyl) vinylphosphonate and dimethyl methylphosphonate with elimination of all the chlorine as methyl chloride (127,128). This Hquid, containing 22.5% P, is curable by free-radical initiation, on cotton or other fabrics. Nitrogen components, such as A/-methylolacrylamide or methylolmelamines, are usually included in the finish, which can be durable to multiple launderings (129,130). 

Alkyltin Intermedia.tes, For the most part, organotin stabilizers are produced commercially from the respective alkyl tin chloride intermediates. There are several processes used to manufacture these intermediates. The desired ratio of monoalkyl tin trichloride to dialkyltin dichloride is generally achieved by a redistribution reaction involving a second-step reaction with stannic chloride (tin(IV) chloride). By far, the most easily synthesized alkyltin chloride intermediates are the methyltin chlorides because methyl chloride reacts directiy with tin metal in the presence of a catalyst to form dimethyl tin dichloride cleanly in high yields (21). Coaddition of stannic chloride to the reactor leads directiy to almost any desired mixture of mono- and dimethyl tin chloride intermediates ... 

Most HCl generated during chlorinated C production is recycled to make methyl chloride. 

Most HCl consumed foi the production of EDC and methyl chloride is recycled acid generated in an integrated process and therefore does not affect net supphes of HCl. The exclusion of HCl consumption for EDC and methyl chloride production gives a better indication of net HCl supply. This figure gives only an order of magnitude of net HCl available for captive consumption and sales. 

Methyl Chloride. Most of the HCl consumed in the manufacture of methyl chloride [74-87-3] from methanol (qv) is a recycled product. The further reaction of methyl chloride with chlorine to produce higher chlorinated methanes generates significant amounts of HCl which are fed back into methyl chloride production. Another source of recycled HCl is siUcone production based on methyl chloride. 

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