Ejercicios Orgánica

UNIVERSIDAD DE CHILE – FACULTAD DE CIENCIAS – DEPTO. DE QUÍMICA
DOCENCIA 2011 QUIMICA ORGANICA II – 1ER SEMESTRE
Dr.Orlando Muñoz

GUIA DE EJERCICIOS
Alcoholes – Fenoles –Esteres – Epóxidos - tiocompuestos


1.- Señale la estructura de los siguientes compuestos:

a) 8-cloro-5-(1-cloro-3-hidroxipropil)-1,7-octanodiol
b) 3-(-4-clorobutil)-1,4-pentanodiolc) 3-isoproxi-1-butanol
d) cis-1-etil-3-fenoxiciclohexano
e) 4-clorofenol
f) 2-naftol
g) 2-ciclohexentiol
h) 4-etil-tio-2-metil-2-penteno

2.- Señale el nombre para lassiguientes estructuras:

[pic]

3.- Provide the structure of the major organic product in the reaction below.

[pic]
Answer:


4.- Provide the reagents necessary to carry out the transformationshown below.

[pic]

5.- 2-Methylpentan-3-ol is classified as __________.
A) a primary alcohol
B) a secondary alcohol
C) a tertiary alcohol
D) a phenol
E) an enol

6.- Provide an acceptablename for the compound below.

[pic]
Answer: cis-cyclopentane-1,3-diol



7.- Provide the reagents necessary to accomplish the following transformation.

2-methyl-2-octene to 2-methyloctan-3-ol8.- Provide the structure of the major organic product in the reaction shown below.

[pic]
Answer:

9.- Provide a detailed, stepwise mechanism for the reaction of acetyl chloride (CH3COCl)and 2 equivalents of PhMgCl.
Answer:
[pic]

10.- Which of the following alkyl halides would be suitable to use when forming a Grignard reagent?
A) BrCH2CH2CH2CN
B) CH3COCH2CH2Br
C)(CH3)2NCH2CH2Br
D) H2NCH2CH2Br
E) all of the above

11.- When a ketone is treated with LiAlH4 followed by addition of H2O, what general class of product results?
A) primary alcohol
B) secondary alcohol
C)tertiary alcohol
D) ether
E) aldehyde

12.- Provide the IUPAC name for the compound below.

[pic]





13.- Which of the following reactions will result in the formation of a secondary...