The correct statement(s) about the compound, H_3 C(HO) HC- CH=CH -CH (OH) CH_3(X) is (are)

JEE Advanced 2009Paper 1

Exam: JEE Advanced
Year: 2009
Paper: Paper 1
Subject: Chemistry
Chapter: General Organic Chemistry

JEE Advanced 2009 · Paper 1 · Chemistry · General Organic Chemistry

The correct statement(s) about the compound, H_3 C(HO) HC- CH=CH...

The correct statement(s) about the compound,

\mathrm{H}_3 \mathrm{C}(\mathrm{HO}) \mathrm{HC}-

\mathrm{CH}=\mathrm{CH}

-\mathrm{CH}

(OH)

\mathrm{CH}_3(\mathrm{X})

is (are)

Options

Athe total number of stereoisomers possible for $X$ is 6
Bthe total number of diastereomers possible for $X$ is 3
Cif the stereochemistry about the double bond in $X$ is trans, the number of enantiomers possible for $X$ is 4
Dif the stereochemistry about the double bond in $X$ is cis, the number of enantiomers possible for $X$ is 2

Correct answer

A. the total number of stereoisomers possible for $X$ is 6

Step-by-step solution

\text{ The various isomers of }

\text{ are, }<img src="/api/proxy-image?url=https%3A%2F%2Ffirebasestorage.googleapis.com%2Fv0%2Fb%2Fquantrexacademy-app.firebasestorage.app%2Fo%2Fquestions%252Ffigs%252Fpyq%252Fjee_advanced%252FSNkfWfyCGMqQlnVBINqHWOlQBtIbh726hqp51-wy0oU.original.fullsize.png%3Falt%3Dmedia&clean=1&v=wm2" data-qx-orig-src="https://firebasestorage.googleapis.com/v0/b/quantrexacademy-app.firebasestorage.app/o/questions%2Ffigs%2Fpyq%2Fjee_advanced%2FSNkfWfyCGMqQlnVBINqHWOlQBtIbh726hqp51-wy0oU.original.fullsize.png?alt=media" data-qx-storage-src="https://firebasestorage.googleapis.com/v0/b/quantrexacademy-app.firebasestorage.app/o/questions%2Ffigs%2Fpyq%2Fjee_advanced%2FSNkfWfyCGMqQlnVBINqHWOlQBtIbh726hqp51-wy0oU.original.fullsize.png?alt=media">

\\ Xhas six stereoisomers (I-VI). The total number of diasteromers of

X

are more than three e.g, I + II, I + III, I + IV, I + V, I + VI etc. When stereochemistry at double bond is trans it has only two enantiomers (V and VI). When stereochemistry at doubld bond is cis, it has two enantiomers II and III. Hence, only

A

and

D

are correct answers.

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