Cyclohexyl-pentyl

Bromo-l-bexyne added at 0° to a suspension of dicyclohexylborane in tetrahydrofuran, kept 0.5 hr. at 20-30°, rearranged by slow addition of 3 iV NaOH at the same temp., finally treated with SO -HgOg at 30-40° cyclohexyl pentyl ketone. Y 79%. F. reactions s. G. Zweifel and H. Arzoumanian, Am. Soc. 89, 5086 (1967). 

Methyl fluonde Pentyl chloride 1 Ethylbutyl bromide Cyclohexyl iodide... 

Yields of the primary alkyl acrylates vary somewhat, owing to occasional losses through formation of polymer, but are usually in the range of 85-99%. Some secondary alcohols react very slowly, others readily. The method has been applied to more than fifty alcohols, some of which (with percentage yields) are listed below ethyl, 99% isopropyl, 37% -amyl, 87% isoamyl, 95% -hexyl, 99% 4-methyl-2-pentyl, 95% 2-ethylhexyl, 95% capryl, 80% lauryl, 92% myristyl, 90% allyl, 70% fur-furyl, 86% citronellyl, 91% cyclohexyl, 93% benzyl, 81% (3-ethoxyethyl, 99% /S-(/3-phenoxyethoxy) ethyl (from diethylene glycol monophenyl ether), 88%. 

Methyl-3-pentyl, 408 Dicyclopropylmethyl, 408 2,4-Dimethyl-3-pentyl, 409 Cyclopentyl, 409 Cyclohexyl, 409... 

By application of the above rules, some groups in descending order of precedence are COOH, COPh, COMe, CHO, CH(OH)2, o-tolyl, m-tolyl, p-tolyl, phenyl, C=CH, rerf-butyl, cyclohexyl, vinyl, isopropyl, benzyl, neopentyl, allyl, n-pentyl, ethyl, methyl, deuterium, and hydrogen. Thus the four groups of glyceraldehyde are arranged in the sequence OH, CHO, CH2OH, H. 

Several analogues of PCP with similar pharmacological effects are available on the streets. These include PCE (cyclohexamine), PHP (phenyl - cyclohexyl-pyrrolidine, PCPP (phenyl -cyclo-pentyl-pi peri -dine), and TCP (thienyl-cyclohexyl-piperidine) (Baselt 1982). 

METHYL ISOBUTYL KETONE n-PENTYL FORMATE n-BUTYL ACETATE sec-BUTYL ACETATE tert-BUTYL ACETATE ETHYL n-BUTYRATE ETHYL ISOBUTYRATE ISOBUTYL ACETATE n-PROPYL PROPIONATE CYCLOHEXYL PEROXIDE DIACETONE ALCOHOL 2-ETHYL BUTYRIC ACID n-HEXANOIC ACID 2-ETHOXYETHYL ACETATE HYDROXYCAPROIC ACID PARALDEHYDE... 

Next to TBHP also ferf-pentyl hydroperoxide, cumyl hydroperoxide and cyclohexyl hydroperoxide could be employed as oxidant and 2-hydroxycyclobutanone and 2-hydro xycyclododecanone were prepared by this method as well. In 1985, Vedejs and Larsen reported on a preparative method for the a-hydroxylation of camphor and a variety of other ketones utilizing overstoichiometric amounts of oxodiperoxomolybdenum(pyridine)(hexamethylphosphoric triamide) as source of oxygen (equation 67). Yields of products ranged from 34-81% and in some cases also the a-diketone is formed as by-product (0-26%). 

Fig. 19- The efficiency, q, of the Amberlite IR-120 ion exchanger catalyst in ester hydrolysis as a function of the entropy, S, of the parent hydrocarbon RH or R H of the substituents, (a) Hydrolysis (at 25—45°C) of methyl esters RCOOCH3 [366] 1, acetate 2, chloroacetate 3, benzoate 4, cyclopentanecarboxylate 5, phenylacetate 6, a-naphthylacetate 7, 1-octanoate. (b) Hydrolysis (at 35°C) of acetates CH3COOR [480] 1, methyl 2, ethyl 3, cyclopentyl 4, cyclohexyl 5, 1-butyl 6, 2-pentyl 7, 1 -pentyl 8, 1 -hexyl 9, 1 -octyl,...

Dimethyl-2-pentyl cation and 1,3-dimethyl-1-cyclohexyl cation 256... 

Y = n-butyl, n-propyl, n-pentyl, (l-methyl)butyl, cyclohexyl, benzyl, phenyl, (2-hydroxy)ethyl, (2-dimethylamino)ethyl... 

Bernsteinsaure 2-Pentyl- -l-amid-4-methyJester IV/5b, 1002 I-Butanol l-Cyclohexyl-2-nitro-E21b, 1773 (HuCj-CHO + H7C3 — N02)... 

Butansanre 3-Cyclohexyl- -ethyl-ester E19a, 787 (R —HgX + En) Cyclobutan l-Ethoxy-2-(l-hydroxy-pentyl)-2(or 3)-methyl- E17e, 359 (6-OR —subst. 5,6-H2 —4H-pyran + H9C4-MgX) Cyclododecan 2-Hydroxy-1-oxo-E13/2. 1310 (Hydroxylierung) Cyclohex an... 

E7b/2, 483 6-[CH(OR)J-l,2,4-triazin + Acetyl-cyclopentan 2-Ethoxycarbonyl-4-pentyl- E7b/2, 424 [H2C = CH-C(C5H,) = CH-OR + NC-COOR] Pyridin-l-oxid 4,5-Dimethyl-2-(1-hydroxy-cyclohexyl)- E19d,... 

In a study of the reduction of primary neopentyl and cycloalkyl mesylates and tosylates, two groups showed that LiBEtaH in THF is superior to LAH and L-selectride in both rate and selectivity for reduction versus elimination. While cyclohexyl tosylate still gave 20% alkene, elimination was not seen for the cyclo-pentyl, -heptyl and -octyl esters. The lower rate for neopentyl systems was used to advantage in the selective reduction of (5) to (6) at 25 °C. In a more complex system, LiBEtaH reduction of (7 =... 

Figure 2 Four representative Grignard reagents plotted according to Eq. (5) cyclohexyl bromide vs. cyclopentyl bromide ( ) cyclopentyl chloride vs. cyclopentyl bromide (A) n-pentyl chloride vs. cyclohexyl chloride ( ) neopentyl bromide vs. cyclopentyl bromide (O)- (From Ref. 81b.)...

These parameter are derived from the plots of log / , vs. log /c , or from log vs. ,2 for cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, n-pentyl, 1-halo-l-alkylethane, and 2-halo-2-alkylpropane. 

This list is exhaustive as far as non-carbon parent hydrides are concerned. A number of established shortened or entirely non-systematic names are also used for carbon-based hydrides methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, phenyl, naphthyl, etc. 

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