Cyclopentane methanols

This compound is obtained by heating a mixture of 1,1 -dimethylol cyclopentane and phenyl isocyanate at a temperature of B5°C to90°Cfor one-half hour. The resultant product is washed with petroleum ether, recrystallized from methanol, dissolved in acetone (impurities are filtered off) and recrystallized from acetone. 

Facial selectivities of spiro[cyclopentane-l,9 -fluorene]-2-ones 30a-30e were studied by Ohwada [96, 97]. The carbonyl tz orbital can interact with the aromatic % orbital of the fluorene in a similar manner to spiro conjugation [98-102]. The ketones 30 were reduced to alcohols by the action of sodium borohydride in methanol at -43 °C. The anti-alcohol, i.e., the syn addition product of the reducing reagent with respect to the substituent, is favored in all cases, irrespective of the substituent at C-2 or C-4 of the fluorene ring (2-nitro 30b syn anti = 68 32), 4-nitro... 

The diester 110 (E = CC Et) reacts with a mixture of trimethyltin chloride and sodium cyanoborohydride under AIBN catalysis to give the cyclopentane 111 as a 4 1 mixture of cis- and fraws-isomers. The products are destannylated to the acetals 112 by treatment with methanolic ceric ammonium nitrate (CAN). The 1,7-octadienyl derivative 113 was similarly converted into the cyclohexanes 114 (cis/trans = 1 1) (equation 60)67. 

FIGURE 3 2 Solvent extraction efficiencies (EF) as functions of dielectric constants (D), solubility parameters (6), and polarity parameters (P and E -). Solvents studied silicon tetrachloride, carbon disulfide, n pentane. Freon 113, cyclopentane, n-hexane, carbon tetradiloride, diethylether, cyclohexane, isooctane, benzene (reference, EF 100), toluene, trichloroethylene, diethylamine, chloroform, triethylamine, methylene, chloride, tetra-hydrofuran, l,4 dioxane, pyridine, 2 propanol, acetone, ethanol, methanol, dimethyl sulfoxide, and water. Reprinted with permission from Grosjean. ... 

Figure 6. Initial rates vs Pt contents of the Pt/TiC>2 specimens for liquid methanol (A) or 1-propanol. (B) dehydrogenation at 298 K cyclopentane-deuterium exchange in gas phase at 263 K (C) oxygen isotope heteroexchange at 298 K over non-preoxidized (D) or preoxidized (E) samples.

Cyclopentan 1-HydroxymethyI-l-pyrrolidino- E19a, 1323 [Imin + Methanol (rad.)]... 

Hydroxymethyl-1 -pyrrolidino- El9a, 1323 [Imin + Methanol (rad.)] Cyclopentan 1-Hydroxymethyl-1 -piperidino- E19a, 1323 [Imin + Methanol (rad.)]... 

The calculations were conducted for aqueous solutions of alcohols (methanol, ethanol, propanols, butanols, and tert-pentanol) and hydrocarbons (normal saturated aliphatic hydrocarbon from propane through dodecane, isobutane, cyclopentane, cyclohexane, cycloheptane, benzene, toluene). 

E. Lee and co-workers demonstrated that the chlorohydrin derived from (+)-carvone undergoes a stereoselective Favorskii rearrangement to afford a highly substituted cyclopentane carboxylic acid derivative. This intermediate was then converted to (+)-dihydronepetalactone. When the THP-protected chlorohydrin was treated with sodium methoxide in methanol at room temperature, the rearrangement took place with excellent stereoselectivity (10 1) and high yield. Interestingly, the major product was the thermodynamically less stable cyclopentanecarboxylate. 

Alkyl-2-(2-oxopropyl)cyclopentane-l,3-diones 33 were smoothly converted into 2-acetyl-3-alkylcyclohexane-l,4-diones 34 by treatment with sodium hydroxide in water or sodium methoxide in methanol. Ring expansion results from intramolecular aldol reaction followed by ring opening of the bicyclo[3.1.0]hexane system. ... 

This heterocycle was observed on cyclization of 6-amino-5-(cyclopentane-carboxamido)-3-propargyluracil (65) with NaOCH3 in methanol or with dilute... 

Example 7.3. Cyclopentane is to be separated from cyclohexane by liquid-liquid extraction with methanol at 25°C. Calculate the bubble-point pressure using the equilibrium liquid-phase compositions given in Example 5.11. 

---