Methyloctane acid

AIB aminoisobutyric acid DAB (x,y-diaminobutyric acid DAP diaminopropionic acid DHA 2,6-diamino-7-hydroxyazelaic acid HIV D-2-hydroxyisovaleric acid ISER isoserine LAC L-lactic acid MO A 6-methyloctane acid (isopelargonic acid) MVAL iV-methyl-L-valine SP spermidine BTYR / -tyrosine mod, modified... 

Add 20g (0.08M) (VI) to 3 8% HBr in glacial acetic acid and stir and reflux for 6 hours. Pour onto ice and water, neutralize with solid sodium carbonate and extract with ether. Extract the ether with 10% aqueous NaOH, acidify the aqueous solution with HC1, extract with ether and dry, evaporate in vacuum (can distill) to get 2-(3,5-dihydroxyphenyl)-3-methyloctane (VII) (5-(l,2-dimethylheptyl)-res-orcinol). 

Propylbenzene, see Propylbenzene Propyl carbinol, see 1-Butanol Propylene aldehyde, see Acrolein, Crotonaldehyde Propylene chloride, see 1,2-Dichloropropane Propylene dichloride, see 1,2-Dichloropropane a,p-Propylene dichloride, see 1.2-Dichloropropane 1,2-Propylene oxide, see Propylene oxide Propyl ester of acetic acid, see Propyl acetate Propylethylene, see 1-Pentene 5-Propylhexane, see 4-Methyloctane Propyl hydride, see Propane Propylic alcohol, see 1-Propanol Propyl iodide, see 1-Iodopropane n-Propyl iodide, see 1-Iodopropane Propylmethanol, see 1-Butanol Propyl methyl ketone, see 2-Pentanone n-Propyl nitrate, see Propyl nitrate... 

The above methyloctane is demethylated as follows. Mix 40 g of the above product with 100 ml of 48% hydrogen bromide and 320 ml of glacial acetic acid. Heat under reflux for 4 hours, and pour onto ice. Add portions of 10 N sodium hydroxide to the mixture until you get a pH of 4 to 5, then extract with ether. The ether extracts are combined, and extracted with three 150 ml portions of 2 N NaOH. These extracts are combined and acidified with acetic acid, which is then extracted with ether. Dry the combined ether extracts with MgSC 4 and evaporate under reduced pressure (vacuum) to remove the ether. Distill the residue, collecting the fraction boiling at 158-160° at 0.1 mm vacuo to get 20 g of dimetbyl-heptyl resorcinol. Tins demetbylation may be used on olivetol dimethyl ether to demethylate. 

A number of cases have been found in which 1,2-hydride shifts occur with retention at CB. For example, (> ) -6- (ami nomethyl) -2-methyloctane (32) is deaminated in aqueous perchloric acid to give 2,6-dimethyloctan-6-ol in 35 percent yield. This product is formed with 41 percent retention at CB. No fully satisfactory explanation for the retention has been proposed.44... 

The product formed in largest amount by the hydrochloric acid-promoted and peroxide-induced reaction of isopentyl chloride with ethylene was also that formed by alkylation at the tertiary carbon atom, namely 1-chloro-3,3-dimethylpentane (Ig.) (Expt. 25). The remaining constituents of the reaction product were all obtained in very minor amount and were all alkyl chlorides. Among these were 4-chloro-2-methylhexane (y), 1-chlorohexane (formed by telomerization) and some chlorononanes including 5-chloro-3,3-dimethyl-heptane (3 ) formed by ethylation of 12, 4-chloro-2-methyloctane (15) and l-chloro-3-methyloctane (IT). ... 

Problem 11.9 What productfs) would you expect from reaction of (S)-3-chloro-3-methyloctane with acetic acid Show the stereochemistry of both reactant and product. 

Polymyxin B sulfate is a nearly odorle.ss. white to buff powder. It is freely soluble in water and slightly soluble in alcohol. Its aqueous solutions are slightly acidic or nearly neutral (pH 5 to 7.5) and. when refrigerated,. stable for at least 6 months. Alkaline. solutions are unstable. Polymyxin B was shown to be a mixture by Haasmann and Craig. who used countercurrent distribution techniques to obtain two fractions that differ in. structure only by one fatty acid component. Polymyxin B, contains ( +)-6-methyloctan-l-... 

Figure 5.1a (Continued) octadiene-3,6-diol) (11) hydroxycitronellol (3,7-di methyloctane-l,7-diol) (12) 8-hydroxydihydrolinalool (2,6-dimethyl-7-octene-l,6-diol) (13) 7-hydroxygeraniol (E-3,6-dimethyl-2-octene-l,7-diol) (14) 7-hydro-xynerol (Z-3,6-dimethyl-2-octene-l, 7-diol) (15) cis and trans 8-hydroxy linalool (E- and Z-2,6-dimethyl-2,7-octadiene-l,6-diol) (16) p-menthenediol I (p-menth-l-ene-7,8-diol) (17) E-geranic acid (3,7-dimethyl-2,6-octadienoic acid) (18) E-2,6-dimethyl-6-hydroxyocta-2,7-dienoic acid (19) E- and Z-sobrerol or p-menthenediol II (p-menth-l-ene-6,8-diol) (20) cis and trans rose oxide (21) nerol oxide (22) 2-exo-hydroxy-1,8-cineol (23) 1,8-cineol (24) wine lactone (25) cis and trans 1,8-terpin (26) triol (2,6-dimethyloctane-2,3,6-triol) (27) hotrienol [(5E)-3,5-dimethylocta-l,5,7-trien-3-ol] (28) myrcenol (2-methyl-6-methylene-7-octen-2-ol)...

Methyl nonyl acetaldehyde Methyl 2-nonynoate 2-Methyloctanal Methyl 2-octynoate Methyl pelargonate 2-Methylpentanal 4-Methyl-2,3-pentanedione 2-Methylpentanoic acid 3-Methylpentanoic acid 4-Methylpentanoic acid... 

Sodium aluminum phosphate acidic 232-093-0 2-Methyloctanal 232-094-6 Catalyst 733 Catalyst AWR Catalyst KR Catalyst MCW Catalyst W Magnesium chloride Magnesium chloride hexahydrate 232-097-2 2,6-Nonadien-1-ol 232-104-9 Nickel sulfate Nickel sulfate hexahydrate 232-107-5 l-Fenchone 232-108-0 Barium fluoride 232-122-7 Biron ... 

Moreover, also the acid (e.g., PTSA (p-toluenesulfonic acid), HBF, HCl, ZnCl2, methanesulfonic acid) strongly affected regioselectivity. For example, in the presence of0.075 mol% of PTSA, the Hb ratio was 95 5, while using 10 mol% of PTSA, -nonanal and 2-methyloctanal were formed in a ratio of 54 46. In general, large differences were noticed in comparison to rhodium catalysts. 

Alcohol 43 (entry 31) is a starting material for the synthesis of (R)-(+)-[VCD( )984]-4-ethyl-4-methyloctane 51, a cryptochiral saturated hydrocarbon with a quaternary chirality center, as will be discussed in section 55.3.4 (see Figure 55.26). Enantiopure alcohol (l/ ,2/ )-(—)-43 was obtained by the CSDP acid method, and its AC was unambiguously determined by X-ray crystallography." However, the MaNP acid method is better than the CSDP acid method in this case because of more effective HPLC separation of diastereomeric esters (see the result in section 55.3.4). 

On treatment with periodate, the third ozonolysis product, 3-methyloctane-l,7,8-triol(32), yielded formaldehyde [(21)] and 5-methyl-7-hydroxyheptanal (33). The hydroxyaldehyde 33 was oxidized by chromium trioxide to 3-methylpimelic acid (34). Schmidt degradation of the latter gave carbon dioxide [C(14) and C(20)] and l,5-diamino-2-methylpentane (35) (isolated as dipicrate). Kuhn-Roth oxidation of octanetriol (32) yielded one equivalent of acetic acid [C(16) and 16-methyl]. 

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