Skip to main content
Ch. 6 - Stereoisomerism: Arrangement of Atoms in Space
Mullins - Organic Chemistry: A Learner Centered Approach 1st Edition
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471당신이 사용하는 게 아니라요?교과서 변경
5장, 문제 12c

Identify the following molecules as chiral or achiral. If chiral, draw the nonsuperimposable mirror image and verify its nonsuperimposability.
(c) Chemical structure of a hexagonal ring with an attached hydroxyl group, illustrating a molecule for chirality analysis.

검증된 단계별 안내
1
Step 1: Understand the concept of chirality. A molecule is chiral if it has a non-superimposable mirror image, which typically occurs when a carbon atom is bonded to four different groups (a stereocenter). If the molecule lacks such a stereocenter or has a plane of symmetry, it is achiral.
Step 2: Analyze the given molecule (c) to determine if it contains any stereocenters. Look for carbon atoms bonded to four distinct groups. If no such carbon exists, the molecule is achiral.
Step 3: If a stereocenter is present, draw the molecule's mirror image. To do this, reflect the molecule across a plane to create the mirror image, ensuring that all groups attached to the stereocenter are reversed in their spatial arrangement.
Step 4: Attempt to superimpose the original molecule and its mirror image. If the two structures cannot be superimposed (i.e., they are distinct in 3D space), the molecule is chiral. If they can be superimposed, the molecule is achiral.
Step 5: Verify your conclusion by checking for symmetry elements. If the molecule has a plane of symmetry or a center of symmetry, it is achiral. If no such symmetry exists and the mirror image is non-superimposable, the molecule is confirmed to be chiral.

비슷한 문제에 대한 검증된 영상 답변:

이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
4m

주요 개념

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

Chirality

Chirality refers to the geometric property of a molecule that makes it non-superimposable on its mirror image. A chiral molecule typically has a carbon atom bonded to four different substituents, creating two distinct forms known as enantiomers. These enantiomers can exhibit different optical activities, meaning they rotate plane-polarized light in opposite directions.
추천 영상:
05:10
What is chirality?

Achirality

Achirality describes molecules that are superimposable on their mirror images, meaning they do not have a chiral center or possess symmetry that allows for such superimposition. Common examples include molecules with a plane of symmetry or those that are symmetrical in their structure. Understanding achirality is essential for distinguishing between chiral and achiral compounds.
추천 영상:
04:48
Cis-1,2-Disubstituted Cyclohexane:A controversial exception.

Nonsuperimposable Mirror Images

Nonsuperimposable mirror images are pairs of structures that cannot be aligned perfectly with one another, even when rotated or flipped. This concept is crucial in identifying chiral molecules, as it helps to visualize the distinct spatial arrangements of atoms in enantiomers. Drawing these images and verifying their nonsuperimposability is a key step in understanding molecular chirality.
추천 영상:
03:24
Drawing Mirror Images and Determining Chirality