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Which optically active compound on reduc...

Which optically active compound on reduction with `LiAlH_(4)` will give optically inactive compound?

A

`{:(CH_(3)-CH-COOH),(" |"),(" "OCH_(3)):}`

B

`{:(CH_(3)-CH_(2)-CH-COOH),(" |"),(" "OH):}`

C

`{:(CH_(3)-CH_(2)-CH-COOH),(" |"),(" "CH_(2)OH):}`

D

`{:(CH_(3)-CH-CH_(2)-COOH),(" |"),(" "OH):}`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to identify which optically active compound, when reduced with lithium aluminum hydride (LiAlH4), will yield an optically inactive compound. ### Step-by-Step Solution: 1. **Understanding Optical Activity**: - An optically active compound has at least one chiral carbon atom, which is a carbon atom bonded to four different groups. - An optically inactive compound lacks chiral centers or has a plane of symmetry. 2. **Analyzing the Options**: - We have four options, and we need to analyze each one to see if it can yield an optically inactive compound upon reduction. 3. **Option 1**: - Compound: CH3CHOCH3 (acetaldehyde derivative) - Upon reduction with LiAlH4, it converts to CH3CH(OH)OCH3. - This compound has a chiral carbon (attached to CH3, OCH3, H, and OH), thus it is optically active. 4. **Option 2**: - Compound: CH3CH2CH(OH)COOH (a carboxylic acid) - Upon reduction, the COOH group converts to CH2OH, yielding CH3CH2CH(OH)CH2OH. - This compound also has a chiral carbon (attached to CH3, CH2OH, OH, and CH2), making it optically active. 5. **Option 3**: - Compound: CH3CH2CH(CH2OH)CH3 (a secondary alcohol) - Upon reduction, it will yield CH3CH2C(CH2OH)CH2OH. - Here, the carbon that was chiral now has two identical groups (the two CH2OH), which makes it optically inactive. 6. **Option 4**: - Compound: CH3CH(OH)CH2CH3 (another alcohol) - Upon reduction with LiAlH4, it will yield CH3CH2CH2CH2OH. - This compound also has a chiral carbon, making it optically active. 7. **Conclusion**: - The only compound that, upon reduction with LiAlH4, yields an optically inactive compound is **Option 3**. ### Final Answer: The optically active compound that on reduction with LiAlH4 gives an optically inactive compound is **Option 3**.

To solve the question, we need to identify which optically active compound, when reduced with lithium aluminum hydride (LiAlH4), will yield an optically inactive compound. ### Step-by-Step Solution: 1. **Understanding Optical Activity**: - An optically active compound has at least one chiral carbon atom, which is a carbon atom bonded to four different groups. - An optically inactive compound lacks chiral centers or has a plane of symmetry. ...
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RESONANCE ENGLISH-CARBONYL COMPOUNDS (ALDEHYDES & KETONES ) & CARBOXYLIC ACID -Part -III
  1. Product of following reactions is

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  2. 2-Methychlcyclohexanone is allowed to react with matachloroperbenzoic ...

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  3. Which optically active compound on reduction with LiAlH(4) will give o...

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  4. The reaction,RCOOR'+R''OH (excess) overset(H^(+)or OH^(-))to RCOOR''+R...

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  6. Match the product of column -II with the reaction given in column -I

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  7. How many compounds out of the following are more reactive than ethyl a...

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  8. The product of the following reactions is optically inactive and exist...

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  9. Ph-overset(O)overset(||)(C)-CH(3)+underset("(excess)")(CH(2)=O) overse...

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  10. Which of correct against property mentioned ?

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  11. The following conversion is/are possible by Ph-CH(2)-CH=O to overset...

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  12. Observe the esterification mechanisms for primary and teriary alcohols...

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  13. Observe the esterification mechanisms for primary and teriary alcohols...

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  14. Observe the esterification mechanisms for primary and teriary alcohols...

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  15. Observe the following sequence of reaction and answer the questions ba...

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  16. Observe the following sequence of reaction and answer the questions ba...

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  17. Observe the following sequence of reaction and answer the questions ba...

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  18. Ester having alpha-hydrogen on treatement with a strong base eg. C(2)H...

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  19. Ester having alpha-hydrogen on treatement with a strong base eg. C(2)H...

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  20. Ester having alpha-hydrogen on treatement with a strong base eg. C(2)H...

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