
a)
Interpretation:
The product formed when 2-hexyne reacts with 2 equivalents of bromine.
Concept introduction:
In addition reactions,
To give:
The product formed when 2-hexyne reacts with two molar equivalents of bromine.
b)
Interpretation:
The product formed when 2-hexyne reacts with 1 equivalent of HBr is to be predicted.
Concept introduction:
In addition reactions, alkynes when treated with two molar equivalents of a reagent yield the derivatives of the corresponding alkane as the product. With one molar equivalent of a reagent they yield a derivative of the corresponding alkene as the product. The addition to unsymmetrical alkenes follows Markovnikov regiochemistry. The negative part of the reagent adds on to the more highly substituted carbon in triple bond.
To predict:
The product formed when 2-hexyne reacts with 1 equivalent of HBr.
c)
Interpretation:
The product formed when 2-hexyne reacts with 1 equivalent of HBr is to be predicted.
Concept introduction:
In addition reactions, alkynes when treated with excess amount of a reagent yield the derivatives of the corresponding alkane as the product. The addition to unsymmetrical alkenes follows Markovnikov regiochemistry. The negative part of the reagent adds on to the more highly substituted carbon in triple bond.
To predict:
The product formed when 2-hexyne reacts with excess of HBr.
d)
Interpretation:
The product formed when 2-hexyne reacts with Li in ammonia.
Concept introduction:
Alkynes can be reduced by treatment with hydrogen in the presence of a catalyst. The hydrogenation occurs with anti stereochemistry to give a trans- alkene as product if Li in ammonia is used.
To predict:
The product formed when 2-hexyne reacts with Li in ammonia.
e)
Interpretation:
The product formed when 2-hexyne reacts with H2O, H2SO4 in the presence of HgSO4 is to be given.
Concept introduction:
When treated with H2O, H2SO4 in the presence of HgSO4 alkynes get hydrated to produce enols. The addition of water to unsymmetrical alkynes follows Markonikov regiochemistry while it cannot be applied in the case of symmetrical alkynes. The enols produced then undergo tautomerization to give a
To predict:
The product formed when 2-hexyne reacts with H2O, H2SO4 in the presence of HgSO4.

Trending nowThis is a popular solution!

Chapter 9 Solutions
Study Guide with Student Solutions Manual for McMurry's Organic Chemistry, 9th
- ASP please....arrow_forwardNonearrow_forwardConsider the structure of 1-bromo-2-fluoroethane. Part 1 of 2 Draw the Newman projection for the anti conformation of 1-bromo-2-fluoroethane, viewed down the C1-C2 bond. ✡ ぬ Part 2 of 2 H H F Br H H ☑ Draw the Newman projection for the gauche conformation of 1-bromo-2-fluoroethane, viewed down the C1-C2 bond. H F Br H Harrow_forward
- Please help me answer this question. I don't understand how or where the different reagents will attach and it's mostly due to the wedge bond because I haven't seen a problem like this before. Please provide a detailed explanation and a drawing showing how it can happen and what the final product will look like.arrow_forwardWhich of the following compounds is the most acidic in the gas phase? Group of answer choices H2O SiH4 HBr H2Sarrow_forwardWhich of the following is the most acidic transition metal cation? Group of answer choices Fe3+ Sc3+ Mn4+ Zn2+arrow_forward
- Based on the thermodynamics of acetic acid dissociation discussed in Lecture 2-5, what can you conclude about the standard enthalpy change (ΔHo) of acid dissociation for HCl? Group of answer choices You cannot arrive at any of the other three conclusions It is a positive value It is more negative than −0.4 kJ/mol It equals −0.4 kJ/molarrow_forwardPLEASE HELP URGENT!arrow_forwardDraw the skeletal structure corresponding to the following IUPAC name: 7-isopropyl-3-methyldecanearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

