organic chemistry help

Started by olatide, April 05, 2013, 06:02:07 PM

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olatide

3,4-dimethylpent-1-ene is an alkene of the formula CH2=CH-CH(CH3)-CH(CH3)2. When pure (R)-
3,4-dimethylpent-1-ene is treated with hydrogen gas in the presence of platinum metal, the product is (S)-2,3-dimethylpentane.

(1) Write out the chemical equation for this reaction, showing the full skeletal structures of the reactant and product, including sterochemistry.

(2)Is the configuration of the chiral center retained, or inverted during this reaction?
Explain your reasoning.

(3) (R)-3,4-dimethylpent-1-ene rotates plane-polarized light clockwise. Is it possible to use
this information to predict the direction that (S)-2,3-dimethylpentane will rotate plane-polarized
light? Explain your reasoning.

uma



see the attached file
b) the configuration of the stereocentre is changed from R to S however the stereocentre has not participated in the reaction The stereo-chemistry is retained but configuration is inverted.
c)  (S)-2,3-dimethylpentane  will also rotate the plane polarized light to right only as the stereochemistry of the compound is retained.

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