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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: pineapple on May 03, 2004, 12:16:11 PM

Title: X, Y & Z
Post by: pineapple on May 03, 2004, 12:16:11 PM

*delete me*  Compound X is optically inactive and has the formula C16H16Br2.  On treatment with a strong base, X gives hydrocarbon Y, C16H14.  Compund Y absorbs 2 equivalents of hydrogen when reduced over a pallidiium catalyst and reacts with ozone to gove two fragments.  One fragment, Z is an aldehyde with the formul C7H6O.  The other fragement is glyoxal, (CHO)2.  Write the reractions involved, and suggest structures of X,Y and Z.  What is the stereochemistry of X?

Title: Re:X, Y & Z
Post by: AWK on May 04, 2004, 02:23:17 AM

There are two possibilities for X
(C₆H₅CHBrCH₂)₂ or (C₆H₅CH₂CHBr)₂, both gave the same hydrocarbon (C₆H₅CH=CH)₂(Y) and C₆H₅CHO (Z). Compound X should have stereochemistry meso.