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Chapter 7: Q11P-b (page 197)

Question: Which member in each of the following sets ranks higher?

-Clor-CH2Cl

Short Answer

Expert verified

-ClRanks higher.

Step by step solution

01

E and Z designation

The cis-trans naming system works only for disubstituted alkenes having two substituents other than hydrogen on the double bond. But when trisubstituted and tetra substitution of the double bond is present then the E and Z system is used for describing alkene stereochemistry.

02

 Step 2: Rule for ranking substituents

  • Consider each of the double-bond carbons separately and ranks the two substituents according to the atomic number of the first atom in each. An atom with a higher atomic number will rank higher.
  • If the first atom same then, look at the second, third, or fourth atoms away from the double-bond until the first difference is found.
  • Multiple-bonded atoms are equivalent to the same number of single bonded atoms.
03

Ranking of given groups

As ranking is atomic number dependent, more the atomic number higher will be ranking.

So, -Clranks higher as it has more atomic numbers than C.

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Most popular questions from this chapter

Change the following old names to new, post-names, and draw the structure of each compound: 2,3-Dimethyl-1,3-cyclohexadiene

tert-Butyl [RCO2C(CH3)3] esters are converted into carboxylic acids [RC02H] by reaction with trifluoroacetic acid, a reaction useful in protein synthesis (Section 26-7). Assign E, Z designation to the double bonds of both reactant and product in the following scheme, and explain why there is an apparent change in double-bond stereochemistry:

Reaction of 2,3-dimethyl-1-butene with HBr leads to an alkyl bromide,. On treatment of this alkyl bromide with KOH in methanol, elimination of HBr occurs and a hydrocarbon that is isomeric with the starting alkene is formed. What is the structure of this hydrocarbon, and how do you think it is formed from the alkyl bromide?

Predict the major product from addition of HBr to each of the following alkenes:

How many hydrogens does each of the following compounds have?

(a) C8H?O2, has two rings and one double bond

(b)C7H?N , has two double bonds

(c)C9H?NO , has one ring and three double bonds
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