Butyl acetate bromide

DMSO or other sulfoxides react with trimethylchlorosilanes (TCS) 14 or trimefhylsilyl bromide 16, via 789, to give the Sila-Pummerer product 1275. Rearrangement of 789 and further reaction with TCS 14 affords, with elimination of HMDSO 7 and via 1276 and 1277, methanesulfenyl chloride 1278, which is also accessible by chlorination of dimethyldisulfide, by treatment of DMSO with Me2SiCl2 48, with formation of silicon oil 56, or by reaction of DMSO with oxalyl chloride, whereupon CO and CO2 is evolved (cf also Section 8.2.2). On heating equimolar amounts of primary or secondary alcohols with DMSO and TCS 14 in benzene, formaldehyde acetals are formed in 76-96% yield [67]. Thus reaction of -butanol with DMSO and TCS 14 gives, via intermediate 1275 and the mixed acetal 1279, formaldehyde di-n-butyl acetal 1280 in 81% yield and methyl mercaptan (Scheme 8.26). Most importantly, use of DMSO-Dg furnishes acetals in which the 0,0 -methylene group is deuter-ated. Benzyl alcohol, however, affords, under these reaction conditions, 93% diben-zyl ether 1817 and no acetal [67]. 

As expected, other enol ethers work well in these procedures. For example, Jones and Selenski find that implementation of method F, which occurs by addition of MeMgBr to benzaldehyde 5 in the presence of dihydropyran (DHP) at 78 °C affords a 66% yield of the corresponding tricyclic ketal 59 with better than 50 1 endo diastereoselectivity (Fig. 4.31).27 On the contrary, Lindsey reports use of method H with the benzyl alcohol 35 and diethylketene acetal. The cycloaddition reaction occurs almost instantaneously upon deprotonation of the benzyl alcohol 35 by f-butyl-magnesium bromide in the presence of the ketene acetal and yields the corresponding benzopyran ortho ester 60 in a 67% yield.29... 

A quantitative assessment of the effects of head group bulk on, S k2 and E2 reactions in cationic micelles has been made.148 The kinetics of the acid-catalysed hydrolysis of methyl acetate in the presence of cationic, anionic, and non-ionic surfactants has been reported on.149 The alkaline hydrolysis of -butyl acetate with cetyltrimethylammonium bromide has also been investigated.150 The alkaline hydrolysis of aromatic and aliphatic ethyl esters in anionic and non-ionic surfactants has been studied.151 Specific salting-in effects that lead to striking substrate selectivity were observed for the hydrolysis of /j-nitrophenyl alkanoates (185 n = 2-16) catalysed by the 4-(dialkylamino)pyridine-fimctionalized polymer (186) in aqueous Tris buffer solution at pH 8 and 30 °C. The formation of a reactive catalyst-substrate complex, (185)-(186), seems to be promoted by the presence of tris(hydroxymethyl)methylammonium ion.152... 

Carbohydroxy-n-butyl)triphenylphosphonium bromide Acetic acid... 

Anionic micellar systems were found to increase the rate of the acid catalyzed hydrolysis of acetylsalicylic acid (Nogami et al., 1962), methantheline bromide (Nogami and Awazu, 1962), n-butyl acetate, t-butyl acetate, ethyl p-aminobenzoate, and ethyl o-aminobenzoate (Sakurada et al., 1967), but decreased that of methyl benzoate slightly (Sakurada et al., 1967). The acid catalyzed hydrolysis of anionic amphi-philes also generally tend to be accelerated by micellization (Table 5). The rates of the acid catalyzed hydrolyses of sodium sulfoethyl do-decanoate, sodium undecanoate, and sodium sulfobutyl caprylate are significantly greater in micellar than in non-micellar solutions while that of sodium dodecyl sulfoacetate is unaffected by micelle formation (Meguro and Hikota, 1968). 

In the homogeneous MMA polymerization with 1-32 (Y = CH3)/CuBr/L-9 (R = n-Pen), the rate increased in the order xylene < DMB < DPE,179 probably due to the differences in the dielectric constant and coordination ability of the solvents. With the homogeneous Ru-1 catalyst, the polymerization of MMA was faster in a polar solvent such as CPI2C12 than in toluene.159 A more detailed analysis on solvent effects was carried out by end-capping a polymer radical with hydroxyl-TEMPO, where the radical intermediate was generated from bromide macroinitiators via CuBr/L-4 catalyst.242 A polar solvent such as butyl acetate increases the radical-generation rate from poly(acrylate)s but not from polystyrene. On the other hand, no rate increase was found for both macroinitiators in DMF, which is... 

Protection-carboxyl /-Butyl acetate. N-C hloromcthylphlhalimidc. Isobutene. p-Ni-trobenzyl bromide. 

Butane, 1,4-diiodo-, 30, 33 1,4-dinitro-, 34, 37 2-Butanone, 3-acetamido-, 33,1 tert-Butyl acetate, 34, 28 n-BuTYLACETYLENE, 30, 15 tert-Butyl alcohol, 30, 19, 20 32, 20 anhydrous, 34, 54, 55 /erZ-Butylbenzene, 32, 91 terl-Butyl o-benzoylbenzoate, 34, 28 n-Butyl bromide, 30, 16 tert-Butyl bromoacetate, 34, 28 sec-Butyl a-bromopropionate, 35, 15... 

The constanl relation between the numerator and the denominator in equation (1.10). however, makes it impossible io decide if the reaction lakes place by rearrangement of the complex or by the encounter of a molecule of Grignard reagent and a molecule of uncoordinated substrate. In the case of acetone or methyl acetate reacting with butyl-magnesium bromide it was found Hint an excess of the substrates led lo extremely high reaction rates and this may indicate that the complex is a blind alley and not the first step of the addition 9.3-l. It is possible that two types of complexes exist, one of which, for stereochemical or other reasons, is inactive but easy to observe in IR or UV spectra. The observable complex has been named a sigma complex. A pi complex, which is not observed by IR spectroscopy, may be reactive and lead to producl(s). 

D-( + )- c-Butylmercuric bromide gives mostly racemized, but partially inverted rec-butyl acetate under similar conditions, and -butylmercuric perchlorate gives 16% rearranged acetate. 

Alginic acid s-Amyl acetate Bayberry (Myrica cerifera) wax Beeswax s-Butyl acetate C12-18 acid triglyceride Carboxymethylcellulose sodium Casein Cellulose acetate Ethylene/MA copolymer Milk protein Perchloroethylene Polyvinyl alcohol Sodium silicate Starch Styrene/MA copolymer Tristearin sizing compounds Calcium bromide Sodium borate sizing ingredient, paper Dodecenylsuccinic anhydride Rosin Sodium stearate Stearic acid sizing paper Dextrin... 

Alkyl isoquinolinium bromide Catinal LQ-75 53496-15-4 2-Methyl butyl acetate 53563-63-6 Glyceryl dimyristate 53563-70-5... 

In contrast to the reported modes of reactions of dienes and allene with tropone, phosphine-catalyzed reaction of modified allylic compounds, including acetates, bromides, chlorides or /er/-butyl carbonates derived from the MBH reaction with tropone, afforded [3 + 6] annulation products 488 in... 

The consumption of n-butyl bromide and the formation of n-butyl acetate was followed by gas chromatography of the pulled out samples by using toluene as an internal standard. 

Acetic Anhydride Acetone Acetyl Bromide Acetyl Chloride Ammonium Hydroxide Amyl Acetate Aromatic Hydrocarbons Butyl Acetate Carbon Bisulfide... 

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