1 1-Nonanol 5-Nonanone

Dialkyl ketones, especially sterically hindered ones, tend to give the corresponding alcohols to significant extents under conditions of reductive amination, resulting in lower yields of amines. As in the cases of the aromatic ketones described above, the addition of small amounts of acetic acid or ammonium acetate is effective to depress the formation of alcohols, which may become a significant side reaction over those catalysts that are active for the hydrogenation of ketones to alcohols such as ruthenium, Raney Co, and Raney Ni.17 Thus, the formation of 2-nonanol could be depressed effectively in the presence of ammonium acetate in the reductive amination of 2-nonanone over these catalysts (eq. 6.7). 

Bidentate Lewis acid. This useful catalyst (1) with a high propensity for double coordination of the carbonyl group is prepared from the corresponding phenol and two equivalents of McjAI in CH Clj at room temperature. It catalyzes the reduction of 5-nonanone by BujSnH at -78° in 86% yield, whereas a reaction in the presence of the monodentate 0-dimethylaluminum 2,6-xylenoxide affords 5-nonanol in only 6%.. Accordingly, different catalytic efficiencies are also found in the Mukaiyama aldol reaction (e.g., 87% vs. 0% in the reaction between 1-trimethylsiloxy-l-cyclohexene and benzaldehyde) and the Claisen rearrangement of (fil-cinnamyl vinyl ether (96% vs. 0%). The contrasting ( >Zi-selectivity of the Michael adducts also reflects the different coordination states. 

Figure 4. Testosterone concentration (ng/ml) in temporal gland secretion and relative abundance of four groups (I-IV) of compounds present in TGS over the course of musth in Tunga, an Asian bull elephant (a different elephant from the previous figures). Group I cyclohexanone, benzoic acid, phenylacetic acid, phenylpropanoic acid, octanoic acid, 3-octen-2-one and4-n-nonylphenol. Group II 5-nonanol, 2-hydroxyacetophenone, 1,3 dihydro-2H-indol-2-one, 2-nonanone, unidentified and 3-nonen-2-one. Group III phenol, decanoic acid and famesol. Group IV 4-hexenoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid and dotriacontanol.

Nonan-2-ol. See 2-Nonanol n-Nonanol. See Nonyl alcohol Nonanol acetate. See n-Nonyl acetate Nonan-4-olide. Seey-Nonalactone 4-Nonanol, 2,6,8-trimethyl. See 2,6,8-Trimethylnonyl-4-alcohol 2-Nonanone... 

Nonanal 1,3-Nonanediol acetate, mixed esters Nonanoic acid 2-Nonanol 2-Nonanone 3-Nonanon-1-yl acetate trans-2-Nonenal cis-6-Nonen-1-ol trans-2-Nonen-1-ol n-Nonyl acetate... 

Retention of aldehyde groups. A mixture of nonanal and 5-nonanone in methylene chloride treated with 1 eq. dimethylaluminium N-methylanilide for 15 min at —78°, and 2 eqs. methyl-lithium added product. Y 92% (5-methyl-5-nonanol containing ca 10% 2-decanol). F.e.s. 

Tetrabromo-l-methyl indole, 32 Tetrabromo-2-nonanol, 2889 l,l,3,3-Tetrabromo-2-nonanone, 2889 Tetradecanal, 2887, 2891, 2892, 2904 Tetradecane, 2892... 

Rue oil contains varying amounts of 2-nonanone, 2-decanone, and 2-undecanone (methyl-n-nonyl ketone) as major components, with 2-undecanone about 90% in Algerian me oil.Other components include 2-heptanone, 2-octanone, 2-nonanol, 2-unde-canol, undecyl-2-acetate, anisic acid, phenol, guaiacol, small amounts of coumarins (bergapten, herniarin, and xanthotoxin), monoterpenes (cineole, a- and P-pinenes, limonene), and others (karrer jiangsu martindale). 

The observed -alcohols were from C5 to Cg (Fig. 3B) 1-nonanol was the most abundant. This was consistent with nonanal and 2-nonanone s being the most abundant compounds among alcohols and ketones, respectively. Figure 3A shows differences in levels of some miscellaneous compounds detected by the two methods. It was evident that dimethyl disulfide level was highest in the DHP method, whereas dimethyl trisulfide level was highest in the SFE DHP method. Other compounds, such as 2-phenylethanol, delta-decalactone, and cyclotene, were present at higher levels in the SFE DHP method than in the DHP method. Only a trace of delta-decalactone was observed with the DHP method. 

Nonanoic acid, 2,2-bis [[(1-oxononyl) oxy] methyl] 1,3-propanediyl ester. See Pentaerythrityl tetrapelargonate Nonanoic acid, 2-ethylhexyl ester. See Octyl pelargonate Nonanoic acid, 2-ethyl-2-(((1-oxononyl)oxy)methyl)-1,3-propanediyl ester. See Trimethylolpropane tripelargonate Nonanol. See 3,5,5-Trimethylhexan-1-ol Nonan-1-ol 1-Nonanol n-Nonanol. See Nonyl alcohol 4-Nonanol, 2,6,8-trimethyl. See 2,6,8-Trimethylnonyl-4-alcohol 4-Nonanone, 2,6,8-trimethyl-. See Isobutyl heptyl ketone... 

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