Each of the following carbocations can evolve into a more stable one. Write the structure of the new carbocations.

Problemas resueltos reacciones alquenos

Write the reaction products of 2-methyl-1-pentene with each of the following reagents: (a) H2 , PtO2 (b) D2 , Pd-C; (c) 1. BH3 , 2. H2O2 /NaOH; (d) HCl; (e) HBr; (f) HBr, ROOR; (g) HI, ROOR; (h) H2SO4 , H2O; (i) Cl2 ; (j) ICl; (k) Br2 , EtOH; (l) 1. Hg(OAc)2 , H2O, 2. NaBH4 ; (m) MCPBA; (n) OsO4 (cat.), H2O2 ; (o) 1. O3 , 2. Zn, AcOH; (p) CH3SH, ROOR; (q) HCBr3 , ROOR; (r) H2SO4 (cat.)

a) H2 , PtO2 :
The hydrogenation of alkenes is a syn reaction. The absence of chiral centers in the product prevents the formation of enantiomers.

Suggest a suitable sequence of reactions to prepare each of the following compounds from the indicated starting material. You can use any organic or inorganic reagent that you consider necessary.

a) 1-Bromobutane from 2-bromobutane
b) 1,2-Dibromopropane from 2-bromopropane
c) 1-Bromo-2-propanol from 2-propanol
d) 1,2-Epoxypropane from 2-propanol
e) Cyclopentyl iodide from cyclopentane
f) trans-1,2-Dichlorocyclopentane from cyclopentane.

Compound A undergoes the catalytic hydrogenation reaction much faster than compound B. Why?


East Indian sandalwood oil contains a hydrocarbon called santene (C 9 H 14 ). Ozonolysis of the santene followed by hydrolysis forms compound A below. What is the structure of santeno?


A single epoxide was isolated in 79-84% yield in the following reaction. Is this epoxy A or B? Reason the answer.