The major product formed by 1 , 4 -addition of HCl to cyclopentadiene has to be predicted. Concept Introduction: Addition reaction of dienes: The diene with a four carbon system is 1,3-butadiene . When it is allowed to react with two moles of HBr , it undergoes two type of addition reactions such as 1,2-addition and 1,4-addition as shown here: 1,3-butadiene reacts with H-Br and formed a resonance stabilized carbocation. The addition of a bromine atom to each of the two resonance forms has formed the corresponding product. So, two products are obtained. In one product the bromine atom has been attached to the 2 nd carbon atom indicating that it has been formed from 1,2-addition whereas in the other product, the bromine atom has been attached to the 1 st carbon atom indicating that it has been formed from 1,4-addition.

Question

Predicting edict the major products of this organic reaction. If there aren't any products, because nothing will happen, check the box under the drawing area instead. + No reaction. Explanation Check HO Na O H xs H₂O 2 Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center I

Answer 1

Question

Chapter 20, Problem 20.20P

Interpretation Introduction

Interpretation: The major product formed by 1,4-addition of HCl to cyclopentadiene has to be predicted.

Concept Introduction:

Addition reaction of dienes:

The diene with a four carbon system is 1,3-butadiene. When it is allowed to react with two moles of HBr, it undergoes two type of addition reactions such as 1,2-addition and 1,4-addition as shown here:

1,3-butadiene reacts with H-Br and formed a resonance stabilized carbocation. The addition of a bromine atom to each of the two resonance forms has formed the corresponding product. So, two products are obtained. In one product the bromine atom has been attached to the 2^nd carbon atom indicating that it has been formed from 1,2-addition whereas in the other product, the bromine atom has been attached to the 1^st carbon atom indicating that it has been formed from 1,4-addition.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

Predicting edict the major products of this organic reaction. If there aren't any products, because nothing will happen, check the box under the drawing area instead. + No reaction. Explanation Check HO Na O H xs H₂O 2 Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center I

Choosing reagents and conditions for acetal formation or hydrolysis 0/5 A student proposes the transformation below in one step of an organic synthesis. There may be one or more products missing from the right-hand side, but there are no reagents missing from the left-hand side. There may also be catalysts, small inorganic reagents, and other important reaction conditions missing from the arrow. • Is the student's transformation possible? If not, check the box under the drawing area. If the student's transformation is possible, then complete the reaction by adding any missing products to the right-hand side, and adding required catalysts, inorganic reagents, or other important reaction conditions above and below the arrow. • You do not need to balance the reaction, but be sure every important organic reactant or product is shown. + This transformation can't be done in one step. 5 I H Autumn alo 值 Ar B

A block of copper of mass 2.00kg(cp = 0.3851 .K) and g temperature 0°C is introduced into an insulated container in which there is 1.00molH, O(g) at 100°C and 1.00 2 atm. Note that C P = 4.184. K for liquid water, and g that A H = 2260 for water. vap g Assuming all the steam is condensed to water, and that the pressure remains constant: (a) What will be the final temperature of the system? (b) What is the heat transferred from the water to the copper? (c) What is the entropy change of the water, the copper, and the total system?