5-methoxy-2-methyl- -chloride

The anomeric effect is also present in acyclic systems and stabilizes conformations that allow antiperiplanar (ap) alignment of the C—X bond with a lone-pair orbital of the heteroatom. Anomeric effects are prominent in determining the conformation of acetals and a-alkoxyamines, as well as a-haloethers. MO calculations (4-3IG) have found 4kcal/mol as the difference between the two conformations shown below for methoxy-methyl chloride. ... 

Benzimidazolium l-Methoxy-3-(methoxy-methyl)- -chlorid E14a/2, 190 (Cl - N)... 

Beilstein Handbook Reference) BRN 0506943 CCRIS 138 Chlordimethylether Chlorodimethyl ether Chloromethoxymethane Chloromethyl methyl ether a,a-Dichlorodimethyl ether Dimethylchloroether EINECS 203-480-1 Ether, chloromethyl methyl Ether, dimethyl chloro Ether methylique monochlore HSDB 908 Methane, chloromethoxy- Methoxychloromethane Methoxy-methyl chloride Methyl chloromethyl ether Monochlorodimethyl ether Monochloromethyl methyl ether NSC 21208 RCRA waste number U046 UN1239, Liquid mp = -103,5° bp = 59.5° d = 1.063 soluble in EtOH, Et20, Me2CO, CHCI3. 

In an extension of this work, Schnider and his colleagues condensed the salt (36) with the Grignard reagent from p-methoxy-benzyi chloride. The product (40), on reduction (41) and cycliza tion, affords the methoxylated morphinan (41). Removal of the methyl ether affords the narcotic analgesic racemorphan (43)... 

Two approaches for the synthesis of allyl(alkyl)- and allyl(aryl)tin halides are thermolysis of halo(alkyl)tin ethers derived from tertiary homoallylic alcohols, and transmetalation of other allylstannanes. For example, dibutyl(-2-propenyl)tin chloride has been prepared by healing dibutyl(di-2-propenyl)stannane with dibutyltin dichloride42, and by thermolysis of mixtures of 2,3-dimethyl-5-hexen-3-ol or 2-methyl-4-penten-2-ol and tetrabutyl-l,3-dichlorodistannox-ane39. Alternatively dibutyltin dichloride and (dibutyl)(dimethoxy)tin were mixed to provide (dibutyl)(methoxy)tin chloride which was heated with 2,2,3-trimethyl-5-hexen-3-ol40. 

Methoxy-Naphthalene (Me thy 1-0-naphthyl-ether). Cryst, mp 13—14°, bp 274°. Sol in eth, chlf benz. Prepn from K-0-napthalate by heating with methyl chloride at 300°... 

Methan- -chlorid 534 4-Methoxy-benzol- -chlorid 534 4-MethyI-benzoI- -amid 503, 680 4-Methyl-benzoI- -4-amino-aniIid 602 4-Methyl-benzoI- -azid 503 4-Methyl-benzol- -bcnzylamide 680... 

The methoxy group of methyl acetate formed during the thermal decomposition of acetyl peroxide appears as an emission, whereas methyl chloride shows enhanced absorption. Consider the reaction sequence in equation (40). 

Catalytic asymmetric methylation of 6,7-dichloro-5-methoxy-2-phenyl-l-indanone with methyl chloride in 50% sodium hydroxide/toluene using M-(p-trifluoro-methylbenzyDcinchoninium bromide as chiral phase transfer catalyst produces (S)-(+)-6,7-dichloro-5-methoxy-2-methyl-2--phenyl-l-indanone in 94% ee and 95% yield. Under similar conditions, via an asymmetric modification of the Robinson annulation enqploying 1,3-dichloro-2-butene (Wichterle reagent) as a methyl vinyl ketone surrogate, 6,7 dichloro-5-methoxy 2-propyl-l-indanone is alkylated to (S)-(+)-6,7-dichloro-2-(3-chloro-2-butenyl)-2,3 dihydroxy-5-methoxy-2-propyl-l-inden-l-one in 92% ee and 99% yield. Kinetic and mechanistic studies provide evidence for an intermediate dimeric catalyst species and subsequent formation of a tight ion pair between catalyst and substrate. 

Benzocondensed 3,l-oxazin-4-ones are also accessible via an aza-Wittig reaction (Scheme 86) (93T581). Iminophosphorane 230 affords an imidoyl chloride with aroyl chlorides. The electrophilic C atom is attacked by the ester methoxy group, and the formation of a six-membered ring 231 is thermodynamically favored. Extrusion of methyl chloride gives the stable benzoxazinone 232 (93T581). 

Recently, Spange et al. (19,20) have successfully achieved cationic graft polymerizations of vinyl ethers, vinyl furan, and cyclopentadiene onto silica, initiated by a stable ion pair formed from silanol and aiylmethyl halide, such as di(p-methoxy-phenyl)methyl chloride. The grafting of the polymer onto silica is proposed to take place via the propagation based on olefin insertion to a cation center being in a rapid equilibrium with the ion pair, as shown in Scheme 12.1.3. 

The methyl ether of cellulose has a methoxyl content which varies between 6 and 33 %. Methylcellulose can be prepared by the action of methyl chloride or methyl sulfate on cellulose that has been previously treated with alkali. Purification is accomplished by washing the reaction product with hot water. The degree of methylation can be controlled to yield products with varying viscosities. Seven viscosity types of methylcellulose are currently produced with centipoise values ranging from 10 to 4000. Methylated cellulose of low methoxy content is soluble... 

The synthesis of succinic acid derivatives, /3-alkoxy esters, and a,j3-unsaturated esters from olefins by palladium catalyzed carbonylation reactions in alcohol have been reported (24, 25, 26, 27), but full experimental details of the syntheses are incomplete and in most cases the yields of yS-alkoxy ester and diester products are low. A similar reaction employing stoichiometric amounts of palladium (II) has also been reported (28). In order to explore the scope of this reaction for the syntheses of yS-alkoxy esters and succinic acid derivatives, representative cyclic and acyclic olefins were carbonylated under these same conditions (Table I). The reactions were carried out in methanol at room temperature using catalytic amounts of palladium (II) chloride and stoichiometric amounts of copper (II) chloride under 2 atm of carbon monoxide. The methoxypalladation reaction of 1-pentene affords a good conversion (55% ) of olefin to methyl 3-methoxyhexanoate, the product of Markov-nikov addition. In the carbonylation of other 1-olefins, f3-methoxy methyl esters were obtained in high yields however, substitution of a methyl group on the double bond reduced the yield of ester markedly. For example, the carbonylation of 2-methyl-l-butene afforded < 10% yield of methyl 3-methyl-3-methoxypentanoate. This suggests that unsubstituted 1-olefins may be preferentially carbonylated in the presence of substituted 1-olefins or internal olefins. The reactivities of the olefins fall in the order RCH =CHo ]> ci -RCH=CHR > trans-RCH =CHR >... 

It was however demonstrated by using O-labeling that the formation of B-lactam 152 under these strong acid conditions occurs by an SNj type displacement reaction on the methoxy group by chloride ion (cf. 154), and the formation of methyl chloride was observed experimentally. 

Methoxyethanoyl chloride, see Methoxy acetyl chloride, 1161 f Methoxyethene, see Methyl vinyl ether, 1217... 

However, internal cycloaddition fails to give an adduct when an ethylenic moiety is linked to the ylid precursor. Even a styrene does not give any adduct and a diamine is obtained instead (note that in this instance zinc chloride was used instead of lithium fluoride). The same result is observed starting from the corresponding phenyl derivative, i.e., from /V-benzyl-/V-(methoxy methyl)trimethylsilylmethylamine. The proposed mechanism involves demethox-ylation under the action of the Lewis acid to form cation, K, which adds to the ylid to give the ethylenediamine framework.219... 

Butyl-(methoxy-methoxycarbonyl-methyl)- -ethylester E2, 206 Butyl-methyl- XII/1, 228 tert.-Butyl-methyl- -chlorid-(2,2-dimethyl-hydrazonid) E2, 288 Butyl-methyl- -pentylester XII/1, 261 tert.-Butyl-(4-mcthyl-phcnyl)- -anhydrid E2, 174 terl.-Butyl-(4-melhyl-phenyl)- -chlorid E2, 154 (Butyloxycarbonyl-hydroxy-methyl)-ethyl- -propyl-cstcr E2, 186... 

At the same time the conversion of 11/54 — 11/59 (Scheme II/9) was published, an alternative way was found, which is summarized in Scheme II/9. The lithium derivative of (phenylthio)methyl phenyl sulfone adds nearly quantitative into ketones, in the presence of diethylaluminium chloride. The rearrangement (e.g. 11/61—> 11/62) proceeds smoothly on treatment of the tertiary alcohol, 11/61, with an approximately sixfold excess of diethylaluminium chloride [46]. An alternate reagent, the lithium salt of methoxy methyl phenyl sulfone, in a similar reaction yielded, enlarged a-methoxy cycloalkanones. The latter reaction sequence is restricted to the expansion of four- and five-membered rings [46]. 

Methyl chloride is an important industrial product, having a global annual capacity of ca. 900 000 tons. Its primary use is for the manufacture of more highly chlorinated materials such as dichloromethane and chloroform and for the production of silicone fluids and elastomers. It is usually manufactured by the reaction of methanol with hydrogen chloride with a suitable acid catalyst, such as alumina. To develop a site-specific reaction mechanism and a kinetics model for the overall process, one first needs to identify all the reagents present at the catalyst surface and the nature of their interactions with the surface. The first step in the reaction is dissociative adsorption of methanol to give adsorbed methoxy species. Diffuse reflectance IR spectroscopy (29d) showed the expected methoxy C-H stretch and deformations, but an additional feature, with some substructure, at 2600 cm was... 

Pyrrolidinium 1-(Methoxy-methyl)-l-(methylthio-methyl)- -chlorid... 

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