/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Problem 96 Indicate the chiral carbon atoms... [FREE SOLUTION] | 91Ó°ÊÓ

91Ó°ÊÓ

Indicate the chiral carbon atoms found in the monosaccharides D-ribose and D-mannose.

Short Answer

Expert verified
The chiral carbon atoms in D-ribose are at positions 2, 3, and 4, while in D-mannose they are at positions 2, 3, 4, and 5.

Step by step solution

01

Molecular structure of D-ribose and D-mannose

D-ribose is an aldopentose having the following structure: \( CH_2OH(1) - CHOH(2) - CHOH(3) - CHOH(4) - CHO(5) \) D-mannose is an aldohexose with the following structure: \( CH_2OH(1) - CHOH(2) - CHOH(3) - CHOH(4) - CHOH(5) - CHO(6) \)
02

Identifying Chiral Carbon Atoms in D-ribose

To identify the chiral carbon atoms, we need to find carbon atoms that have four distinct groups attached to them: 1. Carbon 1: \( CH_2OH \) - not chiral, as it has two hydrogen atoms attached to the carbon. 2. Carbon 2: \( CHOH(CH_2OH) \) - chiral, as it has four different groups attached: H, OH, \( CH_2OH \), and \( CHOH(3) \). 3. Carbon 3: \( CHOH \) - chiral, as it has four different groups attached: H, OH, \( CHOH(2) \), and \( CHOH(4) \). 4. Carbon 4: \( CHOH \) - chiral, as it has four different groups attached: H, OH, \( CHOH(3) \), and CHO. 5. Carbon 5: \( CHO \) - not chiral, as it has two bonds to the same oxygen atom. So, in D-ribose, the chiral carbon atoms are located at positions 2, 3, and 4.
03

Identifying Chiral Carbon Atoms in D-mannose

To identify the chiral carbon atoms in D-mannose, we follow the same process: 1. Carbon 1: \( CH_2OH \) - not chiral, as it has two hydrogen atoms attached to the carbon. 2. Carbon 2: \( CHOH(CH_2OH) \) - chiral, as it has four different groups attached: H, OH, \( CH_2OH \), and \( CHOH(3) \). 3. Carbon 3: \( CHOH \) - chiral, as it has four different groups attached: H, OH, \( CHOH(2) \), and \( CHOH(4) \). 4. Carbon 4: \( CHOH \) - chiral, as it has four different groups attached: H, OH, \( CHOH(3) \), and \( CHOH(5) \). 5. Carbon 5: \( CHOH \) - chiral, as it has four different groups attached: H, OH, \( CHOH(4) \), and CHO. 6. Carbon 6: \( CHO \) - not chiral, as it has two bonds to the same oxygen atom. So, in D-mannose, the chiral carbon atoms are located at positions 2, 3, 4, and 5. In summary, the chiral carbon atoms in D-ribose are found at positions 2, 3, and 4, while in D-mannose, they are found at positions 2, 3, 4, and 5.

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