Skip to main content
Ch.1 - Structure and Bonding
Wade - Organic Chemistry 9th Edition
Wade9th EditionOrganic ChemistryISBN: 9780135213728당신이 사용하는 게 아니라요?교과서 변경
1장, 문제 26b,c

b. Draw the resonance forms for ozone (bonded O–O–O)
c. Sulfur dioxide has one more resonance form than ozone. Explain why this structure is not possible for ozone.

검증된 단계별 안내
1
To draw the resonance forms for ozone (O₃), start by considering the Lewis structure. Ozone consists of three oxygen atoms in a bent shape. The central oxygen atom is bonded to the other two oxygen atoms.
In the first resonance form, draw a double bond between the central oxygen and one of the terminal oxygens, and a single bond between the central oxygen and the other terminal oxygen. Assign formal charges: the oxygen with the double bond has a formal charge of 0, the central oxygen has a formal charge of +1, and the oxygen with the single bond has a formal charge of -1.
In the second resonance form, move the double bond to the other terminal oxygen. This means the double bond is now between the central oxygen and the other terminal oxygen. Reassign the formal charges: the oxygen with the double bond has a formal charge of 0, the central oxygen has a formal charge of +1, and the other terminal oxygen has a formal charge of -1.
For sulfur dioxide (SO₂), it has one more resonance form than ozone because sulfur can expand its octet, allowing for additional resonance structures. In SO₂, sulfur can form a double bond with each oxygen atom, resulting in three resonance forms: one with a double bond to one oxygen, one with a double bond to the other oxygen, and one with double bonds to both oxygens.
Ozone cannot have a resonance form with double bonds to both terminal oxygens because oxygen cannot expand its octet like sulfur can. Oxygen is limited to an octet configuration, which restricts the number of resonance forms compared to sulfur dioxide.

비슷한 문제에 대한 검증된 영상 답변:

이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
6m
도움이 되었나요?

주요 개념

질문에 올바르게 답하기 위해 반드시 이해해야 하는 핵심 개념들은 다음과 같습니다.

Resonance Structures

Resonance structures are different Lewis structures for a molecule that depict the same arrangement of atoms but differ in the placement of electrons. They help illustrate the delocalization of electrons within a molecule, which can stabilize the molecule. Understanding resonance is crucial for predicting molecular behavior and properties.
추천 영상:
03:04
Drawing Resonance Structures

Ozone Molecular Structure

Ozone (O3) consists of three oxygen atoms bonded in a linear arrangement. The molecule exhibits resonance, with electrons delocalized across the O-O-O bonds. This delocalization results in partial charges and bond lengths that differ from those predicted by a single Lewis structure, making resonance forms essential for accurate representation.
추천 영상:
08:41
Review of Molecular Orbitals

Sulfur Dioxide Resonance

Sulfur dioxide (SO2) has a bent molecular geometry and exhibits resonance with more possible structures than ozone due to the presence of sulfur, which can expand its octet. This allows for additional resonance forms, contributing to the molecule's stability. The difference in resonance forms between SO2 and O3 is due to sulfur's ability to accommodate more electrons than oxygen.
추천 영상:
03:04
Drawing Resonance Structures
관련 실천
교과서 질문

Give the relationship between the following pairs of structures. The possible relationships are:

same compound

constitutional isomers (structural isomers)

cis-trans isomers

not isomers (different molecular formula)


(g) CH3–CH2–CH2–CH3 and CH3–CH=CH–CH3

(h) CH2=CH–CH2CH2CH3 and CH3–CH=CH–CH2CH3

(i) CH2=CHCH2CH2CH3 and CH3CH2CH2CH=CH2

1462
views
교과서 질문

a. Draw the resonance forms for SO2 (bonded O–S–O).

1437
views
교과서 질문

There is a small portion of the periodic table that you must know to do organic chemistry. Construct this part from ­memory, using the following steps.

a. From memory, make a list of the elements in the first two rows of the periodic table, together with their numbers of valence electrons

b. Use this list to construct the first two rows of the periodic table.

c. Organic compounds often contain sulfur, phosphorus, chlorine, bromine, and iodine. Add these elements to your ­periodic table.

2063
views
교과서 질문

Name the element that corresponds to each electronic configuration.

a. 1s2 2s2 2p2

b. 1s2 2s2 2p4

c. 1s2 2s2 2p6 3s2 3p3

d. 1s2 2s2 2p6 3s2 3p5

1410
views
교과서 질문

For each compound, state whether its bonding is covalent, ionic, or a mixture of covalent and ionic.

a. NaCl

b. NaOH

c. CH3Li

d. CH2Cl2

e. NaOCH3

f. HCO2Na

g. CF4

2268
views
1
rank
교과서 질문

Give the relationship between the following pairs of structures. The possible relationships are:

same compound

constitutional isomers (structural isomers)

cis-trans isomers

not isomers (different molecular formula)


(j)

(k)

1164
views