6. Tartaric acid is a naturally occurring organic acid found in many fruits. It has the following structure: HOOC—_CH—_CH—_COOH a) b) OH OH Identify the chirality centres in tartaric acid. Draw all distinct stereoisomers, labeling the absolute configurations at each chirality centre. Hint: There are only three non-identical stereoisomers.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter5: Stereochemistry At Tetrahedral Centers
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6.
7.
Tartaric acid is a naturally occurring organic acid found in many fruits. It has the following
structure:
HOOC—_CH—_CH—_COOH
OH
OH
a)
Identify the chirality centres in tartaric acid.
b) Draw all distinct stereoisomers, labeling the absolute configurations at each chirality centre.
Hint: There are only three non-identical stereoisomers.
The compound cyclopentanone has the molecular formula C,H,O. The ¹³C-NMR spectrum has
three distinct peaks, at 220.16, 38.31, and 23.31 ppm. The IR spectrum is available on the
National Institute of Standards and Technology (NIST) site. Explain how the spectroscopic data is
consistent with the structure of cyclopentanone.
Transcribed Image Text:6. 7. Tartaric acid is a naturally occurring organic acid found in many fruits. It has the following structure: HOOC—_CH—_CH—_COOH OH OH a) Identify the chirality centres in tartaric acid. b) Draw all distinct stereoisomers, labeling the absolute configurations at each chirality centre. Hint: There are only three non-identical stereoisomers. The compound cyclopentanone has the molecular formula C,H,O. The ¹³C-NMR spectrum has three distinct peaks, at 220.16, 38.31, and 23.31 ppm. The IR spectrum is available on the National Institute of Standards and Technology (NIST) site. Explain how the spectroscopic data is consistent with the structure of cyclopentanone.
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