F-Butyl methyl ether

The oxidation of f-butyl methyl ether to f-butanol (Steffan et al. 1997), which is also mediated by the cytochrome P450 from camphor-grown Pseudomonas putida CAM, but not by that from Rhodococcus rhodochrous strain 116. 

A comparison of the thus calculated with the measured specific rotations of the 0th- to 4th-generation dendrimers of this kind gave a close resemblance, with a curve, approaching asymptotically a limiting value (Fig. 26). It was also shown that the shape of this curve was independent of solvent, concentration and temperature. This was not the case when CD spectra of these dendrimers were compared (Fig. 27) in solvents such as CH2C12 and f-butyl methyl ether a constant rise of the Cotton effect was observed, which correlates with the increasing amount of benzene chromophores in the dendrimers. However, in the... 

In general, however, particularly strong bases are required in order to bring about the deprotonation of alkyl ethers. Thus, the metalation of f-butyl methyl ether has been reported to be feasible by means of the Lochmann-Schlosser base (equation 29) a-lithiated tetrahydrofuran, however, undergoes a fragmentation to give ethene and lithium ethenoate . 

Enamines can be prepared from ot-cyano tertiary amines by treatment with KOH or f-BuOK in boiling benzene or toluene, or in f-butyl methyl ether at room temperature.262... 

Successive enhancement of 7 shieldings in the series ethyl, iso-propyl and f-butyl methyl ether (Table 4.26) is attributed to an increased number of gauche interacting methyl groups ... 

Butyl 4-methylbenzenesulfonate, see Butyl toluenesulfonate, 3403 f Butyl methyl ether, 2004 f turf-Butyl methyl ether, 2005 Butyl nitrate, 1656 f Butyl nitrite, 1653 f ferf-Butyl nitrite, 1654... 

First the double bond is protonated to give a f-butyl cation, which then reacts with methanol, a nucleophile, to give an oxonium ion. Loss of a proton gives f-butyl methyl ether. Notice that the acid is a catalyst it is needed for a reaction to occur, but it is not consumed. 

Various organic solvents were tested for the PLE-catalyzed asymmetric hydrolysis of diester (12) in a biphasic system. The results (Table 5) indicate that the reaction yields and e.e. of monoester (13) were dependent on the solvent used in the asymmetric hydrolysis. Tetrahydrofuran (THF), methyl isobutyl ketone (MIBK), hexane, and dichloromethane inhibited PLE. Lower reaction yields (28-56 M%) and lower e.e. (59-72%) were obtained using f-butyl methyl ether, dimethylformamide (DMF), and dimethylsulfoxide (DMSO) as cosolvent. Higher e.e. (>91%) was obtained using methanol, ethanol, and toluene as cosolvent. Ethanol gave highest reaction yield (96.7%) and e.e. (96%) for monoester (13). 

Carefully add a saturated aqueous NH4CI solution (20 mL) and warm to room temperature. Stir vigorously for 10 min and extract with f-butyl methyl ether (3 x 20 mL). 

To a refluxing benzene (80 ml) solution of 3,4,6-tri-0-acetyl-2-0-benzoyl-[180]-a-D-glucopyranosyl-1-bromide (1.8 g, 3.8 mmol) under an argon atmosphere was added drop wise a benzene (20 ml) solution of Bu3SnH (4.8 mmol) and AIBN (80 mg) over 8 h. After the reaction, the solvent was removed and the residue was recrystallized from a mixture of f-butyl methyl ether and hexane (1 1) to provide 3,4,6-tri-O-acetyl-l-O-benzoyl-[lsO]-a-D-glucose in 71% yield [58]. 

Actually, this system is extremely solvent-dependent, four different mechanisms being observed in pure THF (disolvated LDA monomer pathway), THF + HMPA (triple ion-based metallation), DMPU (mono- and disolvated LDA monomer) or f-butyl methyl ether (monosolvated LDA dimer)33. However, these mechanistic differences do not necessarily translate into rate differences. Note that in f-BuOMe, the complex between the ketone and the monosolvated LDA dimer evolves into an open dimer. In this reaction model, it was also shown, by multinuclear NMR, that the progressive formation of mixed aggregates... 

The high-pressure (12 kbar) reaction of isobutyraldehyde pyrrolidine enamine with benzylideneaniline or benzylidenemethylamine in f-butyl methyl ether gives azetidines... 

Among the soluble polymeric matrixes used, poly(ethylene glycol )s (PEG) are the most successful (Janda et al. 2002). These polymers with Mw > 2,000 Da are readily functionalized, commercially available, inexpensive supports that feature convenient solubility properties they are soluble in many common organic solvents and insoluble in a few other solvents, such as diethyl ether, hexanes, f-butyl-methyl ether. Therefore,... 

Solubility (1) freely sol CH2CI2, f-butyl methyl ether, acetonitrile, ethyl acetate. 

The formation of f-butyl methyl ether from methyl iodide and potassium f-butoxide is an example of the Williamson ether synthesis. By analyzing this reaction as it proceeds you can determine the rate of the reaction as well as the order. In this way you also may be able to infer a mechanism for the reaction. 

The complexity of the composition of particulate phase smoke can be seen in Figure 16.2.2, which shows the chromatogram (TIC) of this material from a 1R4F Kentucky reference cigarette. The smoke condensate was extracted with f-butyl methyl ether and separated on a DB-5 column 60 m long, 0.32 mm i d., 1 p film thickness. The GC used a temperature gradient between 50 C and 300 C. 

Mobile phase AMD with 20-step universal gradients based on methylene chloride containing 0.1 % acetic acid, methanol, and hexane (screening gradient) and f-butyl methyl ether containing 0.1% acetic acid, acetonitrile, and hexane (confirmatory gradient). 

Dehydrocyanation.1 Enamines of acetone (2) can be obtained by dehydrocya-nation of aminonitriles (1) with potassium t-butoxide in f-butyl methyl ether or benzene (equation I). 

These may occur in water, sediment, or air samples, and several procedures have been used for analytes including halogenated aliphatic compounds, low-molecular-weight aliphatic ethers such as f-butyl methyl ether, and monocyclic aromatic hydrocarbons such as benzene, toluene, ethylbenzene, and xylenes (BTEX). 

Attention has been given to possible adverse effects of incorporating f-butyl methyl ether into automobile fuels, and it has been shown that photolysis of f-butyl formate (that is an established product of photolysis) in the presence of NO can produce the relatively stable f-butoxyformyl peroxynitrate. This has a stability comparable to that of peroxyacetyl nitrate and may therefore increase the potential for disseminating NOx (Kirchner et al. 1997). 

Strain G4/PR1 of B. cepacia that is constitutive for the synthesis of toluene-2-monooxygenase is able to degrade a number of ethers including diethyl ether and n-butyl methyl ether but not f-butyl methyl ether (Hur et al. 1997). 

In some cases, a stoichiometric amount of the base was employed to facilitate isolation of the product by precipitation of its salt. For instance, the sodium salt of 2-act -nitropropane-l,3-diol (18) was prepared in >95% yield of isolated product starting from nitromethane and paraformaldehyde in a 1 2 ratio by using 1.2 equiv. of sodium methoxide in methanol. The successive protonation of (18) was achieved in 75% yield by quick addition of salicylic acid in f-butyl methyl ether. These highly satisfying results in preparing 2-nitropropane-l,3-diol (15), key intermediate for NPP synthesis, stem also from adequate control of temperatures and reaction times, dilution of the reaction mixtures and choice of solvents. 

---