Question


Using the nmr spec provided can you find the structures of the compounds?

Also the reagents. Molecule F 9H 1H 6H 24 24 Molecule 9H ЗН 2H 2H 2H الل ال whe Ź PPM Molecule ) 9H 3H 6H 1ң ін 2H 2H الل ياليVERSION IT WEDNESDAY SECTION PART I GUIDEDish Syntheas 1. L/NH3 -785 1.lmore Hel - Bic 2. IMO HI 2. MEPBA INMRYIR Jes) -r cutMolecule k SH ЗН 2H diastereotopic 1НMoleculeL 2 x 1H exchangeable 1H 1H Molecule M 5H 2H,2H 1H 4 PPM

 

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Answer #1

The reagent A is (CH3)2CHCH2Br/NaH

The structure of B is (CH3)3C-CC-CH2-CH(CH3)2

The reagent E is hydrogenation (Birch reduction), followed by hydrobromination, i.e. i) Li/NH3, ii) HBr

The structure of molecule F can be drawn as follows.

(CH3)3C-CH(Br)-CH2-CH(CH3)2

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