Skip to main content
Ch. 8 - Alkenes 1: Properties and Electrophilic Additions
Mullins - Organic Chemistry: A Learner Centered Approach 1st Edition
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471당신이 사용하는 게 아니라요?교과서 변경
7장, 문제 66c

How many stereoisomers are possible for the following alkenes?
(c) Chemical structure of an alkene with a hydroxyl group, illustrating stereoisomer possibilities.

검증된 단계별 안내
1
Step 1: Identify the stereogenic centers in the molecule. A stereogenic center is an atom (usually carbon) bonded to four different groups. In the given structure, the carbon attached to the hydroxyl group (-OH) is a stereogenic center because it is bonded to four distinct groups.
Step 2: Determine the number of double bonds in the molecule that can exhibit cis-trans (E/Z) isomerism. Double bonds can show stereoisomerism if each carbon in the double bond is attached to two different groups. In the given structure, there are two double bonds that can exhibit E/Z isomerism.
Step 3: Calculate the total number of stereoisomers using the formula: Total stereoisomers = 2^n, where n is the number of stereogenic centers and stereoisomeric double bonds. In this case, there is 1 stereogenic center and 2 stereoisomeric double bonds, so n = 3.
Step 4: Apply the formula to calculate the total number of stereoisomers. Since n = 3, the total number of stereoisomers is 2^3 = 8.
Step 5: Verify the structure to ensure no additional stereogenic centers or stereoisomeric double bonds are overlooked. Confirm that the molecule has 1 stereogenic center and 2 stereoisomeric double bonds, leading to 8 possible stereoisomers.

비슷한 문제에 대한 검증된 영상 답변:

이 영상 해법은 위 문제에 도움이 된다고 튜터들이 추천한 것입니다.
영상 길이:
1m

주요 개념

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

Stereoisomerism

Stereoisomerism refers to the phenomenon where compounds have the same molecular formula and connectivity of atoms but differ in the spatial arrangement of their atoms. This can lead to different physical and chemical properties. In alkenes, stereoisomers arise due to the restricted rotation around the double bond, resulting in cis and trans configurations.
추천 영상:
01:58
Determining when molecules are stereoisomers.

Chirality

Chirality is a property of a molecule that makes it non-superimposable on its mirror image, often due to the presence of a chiral center, typically a carbon atom bonded to four different substituents. In the context of alkenes, if a double bond is attached to two different groups on each carbon, it can lead to the formation of enantiomers, which are a type of stereoisomer.
추천 영상:
05:10
What is chirality?

Counting Stereoisomers

The number of possible stereoisomers for a compound can be determined using the formula 2^n, where n is the number of chiral centers in the molecule. Additionally, for alkenes with restricted rotation, the presence of different substituents on the double bond can also contribute to the total count of stereoisomers, including both geometric (cis/trans) and optical isomers.
추천 영상:
07:07
Electron Counting