Acetonitrile Acetophenone

Similar stereochemical results were obtained from the addition of the potassium and lithium ions of ethyl acetate, /V,V-dimethylacetamide, acetonitrile, acetophenone and pinacolone to 3-(/erf-butyldimethylsilyloxy)-T-phenylsulfonyl-1-cyclohexene followed by protonation or methylation of the resulting sulfonyl carbanion intermediates7. 

Potassium or lithium derivatives of ethyl acetate, dimethyl acetamide, acetonitrile, acetophenone, pinacolone and (trimethylsilyl)acetylene are known to undergo conjugate addition to 3-(t-butyldimethylsiloxy)-1 -cyclohexenyl t-butyl sulfone 328. The resulting a-sulfonyl carbanions 329 can be trapped stereospecifically by electrophiles such as water and methyl iodide417. When the nucleophile was an sp3-hybridized primary anion (Nu = CH2Y), the resulting product was mainly 330, while in the reaction with (trimethylsilyl)acetylide anion the main product was 331. 

Acetone Cyanohydrin Acetonitrile Acetophenone Acetylacetone Acetylbenzene Acetyl Bromide Acetyl Chloride Acetylene... 

Acetaldehyde Acetamide Acetanilide Acetic acid anhydride Acetone Acetonitrile Acetophenone Acetyl chloride Acetylene Acridine... 

Trivial name Acetaldehyde Acetamide Acetic acid Acetic anhydride Acetoacetic acid Acetone Acetonitrile Acetophenone Acetyl chloride Acetylene Acrolein Acrylamide Acrylic acid Acrylonitrile Adipic acid Amyl acetate Amyl alcohol tert-Amy alcohol Aniline Azelaic acid Benzoic acid Benzoyl peroxide Benzyl alcohol Bisphenol A... 

Non-solvent acetone, acetonitrile, acetophenone, benzyl alcohol, benzyl acetate, gamma-butyrolactone, cyclohexanone, cyclohexanol, dichlorobenzene, dioxane, diphenyl oxide, ethyl formate, ethyl benzoate, methanol, nitrobenzene ... 

Acetone, acetonitrile, acetophenone, aniline, henzyl alcohol, benzyl acetate, bromobenzaie, y-butyrolactone,... 

Acetic anhydride, acetonitrile, acetophenone, lower aliphatic alcohols, butanone, dioxane, DMF, ethers, ketones, nitroparaSins DMF, DMSO... 

Acetone cyanohydrin (stabilized), 6 Acetone tliiosemicarbazide, 6 Acetonitrile, 6 Acetophenetidin, 7 Acetophenone, 7 Acetyl acetone peroxide, 7 Acetyl bromide, 7 Acetyl chloride, 7... 

Acetonitrile, diphenyl-, 55, 94, 102 Acetonitrile, diphenyl-2-( 1 ethoxyvinyl) [Acetonitrile, diphenyl 2 (1 ethoxy ethenyl) ], 55, 102 Acetonitrile, phenyl-, 55, 91,94 Acetophenone, 4-chloro- [Ethanone, l-(4-chlorophenyl)-[, 55, 40... 

Solutes will interact with the reverse phase surface in much the same way as they do with the silica gel surface. There will be basically two forms of interaction, by sorption and by displacement. Sorption interaction has been experimentally confirmed by Scott and Kucera (10) by measuring the adsorption isotherm of acetophenone on the reverse phase RP18 from a 40%w/v acetonitrile mixture in water. The authors noted that there was no change in the acetonitrile concentration, as the solute was adsorbed. Displacement interactions, although certain to occur, do not appear to have been experimentally demonstrated to date. 

Triazidochlorosilane ClSi(N3)3 708, which is readily prepared in situ by reaction of three equivalents of NaN3 with SiCU 57 in acetonitrile, reacts with acetophenone to give the tetrazoles 709 and 710 and with cyclohexanone to 6,7,8,9-tetrahy-dro-5H-tetrazolo[l,5-a]azepine 711, Si02, and HCl [210] (Scheme 5.70). 

Figure 4.10 Typical routine column test chromatogram for a 30 cm X 4.6 mm I. D. column pacXed with an octadecylsiloxane bonded silica packing of lO micrometers particle diameter. The test mixture consisted of resorcinol (0.55 mg/ml), acetophenone (0.025 mg/ml), naphthalene (0.20 mg/ml) and anthracene (0.01 mg/ml) in acetonitrile, 10 microliters injected. The separation was performed isocratically at 23 C with acetonitrile-water (55 45) as the mobile phase at a flow rate of 1.5 ml/min. Detection was by UV at 254 nm (0.1 AUFS).

Detectability may be a significant problem with homologous series of unsaturated compounds, particularly //-alkanes. For these compounds, refractive index detection or evaporative light-scattering, both of which are described elsewhere in the book, may be of use. Indirect photometry is a useful detection scheme for compounds that do not absorb in the UV. Acetone, methylethyl ketone, methyl propyl ketone, methyl isopropyl ketone, methyl isobutyl ketone, and acetophenone are added to an acetonitrile/water mobile phase, generating a negative vacancy peak when the nonchro-mophoric analyte emerges and a positive peak if the ketone is adsorbed and displaced.70 Dodecyl, tetradecyl, cetyl, and stearyl alcohols also have been derivatized with 2-(4-carboxyphenyl)-5,6-dimethylbenzimidazole and the derivatives separated on Zorbax ODS in a mobile phase of methanol and 2-propanol.71... 

Figure 1.2 Effect on eluent component of flow rate. Column 3 pm Cjg-bonded silica gel, 10 cm x 4.6 mm i.d. eluent, 80% aqueous acetonitrile flow rate A, 1, B, 2 ml min-1 detection, UV 254 nm. Peaks 1, benzene, 2, acetophenone 3, toluene, 4, naphthalene.

---