Methanol, and

Many liquid mixtures exhibit a minimum boiling point (e.g. methanol and chloroform -propanol and water) whilst others show a... 

HOCH2C = CCH2OH. White solid, m.p. 58 C, b.p. 238- C prepared by the high pressure reaction between ethyne and methanol and also from BrMgCCMgBr and methanal. Used in electroplating (Ni), as a corrosion inhibitor, and in paint and varnish removal. 

Prepared by heating aniline with methanol and a little sulphuric acid at 2I5 C. 

Fuels which have been used include hydrogen, hydrazine, methanol and ammonia, while oxidants are usually oxygen or air. Electrolytes comprise alkali solutions, molten carbonates, solid oxides, ion-exchange resins, etc. 

CH =C(CH3)C02Me. Colourless liquid b.p. lOO C. Manufactured by healing acetone cyanohydrin with methanol and sulphuric acid. It is usually supplied containing dissolved polymerization inhibitor, on removal of which it is readily polymerized to a glass-like polymer. See acrylate resins. 

Prepared generally by ester interchange from polyvinylacelate (ethanoate) using methanol and base also formed by hydrolysis of the acetate by NaOH and water. The properties of the poly(vinyl alcohol) depend upon the structure of the original polyvinyl acetate. Forms copolymers. Used as a size in the textile industry, in aqueous adhesives, in the production of polyvinyl acetates (e.g. butynal) for safety glasses. U.S. production 1980... 

Usually it is not easy to predict the viscosity of a mixture of viscous components. Certain binary systems, such as methanol and water, have viscosities much greater than either compound. 

The tendency to separate is expressed most often by the cloud point, the temperature at which the fuei-alcohol mixture loses its clarity, the first symptom of insolubility. Figure 5.17 gives an example of how the cloud-point temperature changes with the water content for different mixtures of gasoline and methanol. It appears that for a total water content of 500 ppm, that which can be easily observed considering the hydroscopic character of methanol, instability arrives when the temperature approaches 0°C. This situation is unacceptable and is the reason that incorporating methanol in a fuel implies that it be accompanied by a cosolvent. One of the most effective in this domain is tertiary butyl alcohol, TBA. Thus a mixture of 3% methanol and 2% TBA has been used for several years in Germany without noticeable incident. 

Momany F A 1978 Determination of partial atomic charges from ab initio molecular electrostatic potentials. Application to formamide, methanol and formic acid J. Phys. Chem. 82 592... 

Brown J M, Slutsky L J, Nelson K A and Cheng L T 1988 Velocity of sound and equations of state for methanol and ethanol in a diamond-anvil cell Science 241 65... 

Volatile boron compounds burn with a green flame. If a solid borate is mixed with methanol and concentrated sulphuric acid, the volatile compound boron trimethoxide, BfOCHj j, is formed and ignition of the alcohol therefore produces a green flame ... 

H. Kovacs, A.E. Mark, J. Johansson, and W.F. van Gunsteren. The effect of environment on the stability of an integral membrane helix Molecular dynamics simulations of surfactant protein C in chloroform, methanol and water. J. Mol. Biol, 247 808-822, 1995. 

Alonso D O V and V Daggett 1995. Molecular Dynamics Simulations of Protein Unfolding and Limited Refolding Characterisation of Partially Unfolded States of Ubiquitm in 60% Methanol and in Water. Journal of Molecular Biology 247 501-520. 

Calculations of relative partition coefficients have been reported using the free energy perturbation method with the molecular dynamics and Monte Carlo simulation methods. For example, Essex, Reynolds and Richards calculated the difference in partition coefficients of methanol and ethanol partitioned between water and carbon tetrachloride with molecular dynamics sampling [Essex et al. 1989]. The results agreed remarkably well with experiment... 

Filter off the glycine through a Buchner funnel, and then transfer it to a beaker, add 80 ml. of methanol and stir the mixture well. Then filter again, wash the glycine on the filter with a small quantity of ether, drain and dry. 

Boil the mixture gently on a sand-bath for 4 hours and then decant into a conical flask and cool. Seed the cold solution if necessary with a trace of a-methylglucoside. The glucoside separates as colourless crystals. When crystallisation ceases, filter the glucoside at the pump, drain, wash quickly with a small quantity of methanol, and then recrystallise from a minimum of methanol. For this purpose methanol of good quality, but not necessarily anhydrous, should be used. The a-methylglucoside is obtained as colourless crystals, m,p. 165°. Yield, 6-7 g. 

This reaction is given by most aromatic aldehydes having the aldehyde group directly joined to the benzene ring it is also given by formaldehyde, with the formation of methanol and formic acid. Other aliphatic aldehydes do not give Cannizzaro s reaction under these conditions. 

Place I g. of powdered 3,5-dinitrobenzoyl chloride in a small conical flask, add 2 5 ml. of dry methanol, and warm on a water-bath until the solid has dissolved. Cool and filter off the 3,5-dinitrobenzoate which has separated. Recrystallise from ethanol or petroleum (b.p. 60-80°). The ester separates in colourless crystals, m.p. 108°. Yield,... 

Reagent B, Suspend i g. of the powdered dinitrophenylhydrazine in 30 ml. of stirred methanol and cautiously add 2 ml. of concentrated sulphuric acid. If necessary, filter the solution whilst it is still warm and cool the filtrate. 

Quinaldine Methiodide. Boil a mixture of 3 ml. of quinaldine, 2 ml. of methanol and 3 ml. of methyl iodide gently under reflux for hours, during which the methiodide will start to cry stallise. Cool the mixture thoroughly in ice-water, filter off the methiodide and recrystallise it from ethanol pale yellow crystals, m.p. 194". 

Note. Methyl oxalate, unlike most other esters, hydrolyses very rapidly in aqueous solution hence it will evolve CO in the above test, owing to the formation of methanol and free oxalic acid. 

Dinitrobenzoylation. To 0 5 g. of powdered 3,5-dinitro benzoyl chloride (preparation, p. 240) in a dry test-tube, add 2 ml. of dry methanol and warm the mixture until a clear solution is obtained. Cool and filter off the solid ester which separates. Recrystallise from petroleum (b.p. 60-80 ), and take the m.p. (M.ps., pp. 536, 537.)... 

Iodoform Reaction. To 0 5 ml. of ethanol add 3 ml. of 10% KI solution and 10 ml. of NaOCl solution. Warm gently fine yellow crystals of CHI3 separate. Isopropanol gives CHIj in the cold. Pure methanol and the other alcohols in this section go not give the reaction. 

Ethyl salicylate (prepared by the same method) has an odour similar to that of methyl salicylate but less intense it is therefore usually impracticable to attempt to distinguish methanol and ethanol by this test alone. 

Dinitrophenylhydrazones, To a few drops of formalin, add a few drops of 2,4-dinitrophenylhydrazine reagent A (p. 261) a yellow precipitate is produced in the cold. Acetaldehyde gives an orange-coloured precipitate. Dissolve a few drops of benzaldehyde or salicylal-dehyde in 2 ml. of methanol and then add a few drops of the reagent B an orange-coloured precipitate is obtained. In each case filter and recrystallise from ethanol. Take the m.p. (M.ps., p. 539-540.)... 

In general the method is more satisfactory with esters of aromatic acids than with esters of aliphatic acids. Esters of alcohols other than methyl and ethyl are best treated by first converting them into methyl esters thus Heat together under reflux i ml. of the higher ester, 5 ml. of methanol and 0-2 g. of sodium methoxide. [In place of the sodium methoxide, it suffices to add o i g. of metallic sodium to the methanol.] After refluxing, distil off the excess of methanol (b.p, 65 ). The residue is then heated under reflux with benzylamine as described above. 

Methiodide formation. Place 2 drops of dry pyridine in a dry test-tube, add 4-5 drops of methanol, and 2 -3 drops of methyl iodide. 

To the contents of the test-tube, add about i ml, of methanol and I ml. of cone. H2SO4, and heat for i minute. Poui the solution into cold water in a boiling-tube and note the characteristic odour of methyl salicylate (oil of wintergreen). 

Suspend 0 25 g. of 2 4-dinitrophenylhydrazine in 5 ml. of methanol and add 0-4 0-5 ml. of concentrated sulphuric acid cautiously. FUter the warm solution and add a solution of 0 1-0-2 g. of the carbonyl compound in a small volume of methanol or of ether. If no sohd separate within 10 minutes, dUute the solution carefuUy with 2N sulphuric acid. CoUect the solid by suction filtration and wash it with a little methanol. RecrystaUise the derivative from alcohol, dUute alcohol, alcohol with ethyl acetate or chloroform or acetone, acetic acid, dioxan, nitromethane, nitrobenzene or xylene. 

Place a mixture of 17 -5 g. p-chlorobenzoyl chloride (1) and 50 ml. of dry pyridine (Section 11,47,22) in a loosely-stoppered 250 ml. flask and warm on a steam hath for 5 minutes. Pour the reaction mixture upon 100 g. of crushed ice and 50 ml. of concentrated hydrochloric acid. The anhydride separates out at once. When the ice has melted sufficiently, filter the mixture by suction. Wash the sohd with 15 ml. of methanol and then with 15 ml. of dry benzene. The yield of crude p-chlorobenzoic anhydride is 14 5 g. Recrystalhse from 250 ml. of dry benzene 13 g. of the pure anhydride, m.p. 192-193°, are obtained. 

Example 24 Add. 1 mole of 3-(3,4-methylenedioxyphenyl) propylene,. 25 mole of methyl nitrite,. 008 mole palladium bromide as a catalyst,. 5L of methanol and 36g of water to a flask. Stir magnetically for 2 hoursat 25C. Yield of 3,4-methylenedioxyphenylacetone (also known as 3,4-... 

---