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Chapter 4: Q4.28P (page 179)

Many important compounds in the chemical industry are derivatives of ethylene (C2H4) . Two of them are acrylonitrile and methyl methacrylate.

Complete the Lewis structures for these molecules, showing all lone pairs. Give approximate values for bond angles a through f, and give the hybridization of all carbon atoms. In acrylonitrile and methyl methacrylate indicate which atoms in each molecule must lie in the same plane. How many s bonds and how many p bonds are there in acrylonitrile and methyl methacrylate?

Short Answer

Expert verified

Acrylonitrile鈥揃ond angle,, . The hybridization of the carbon atoms are given below.

C-1 = sp2

C-2 = sp2

C-3 = sp

There are 6蟽 bond and 3蟺bonds.

Methyl methacrylate 鈥� the values of the bond angle are given below鈥�

e鈮�120鈭�,d鈮�120鈭�,f鈮�109.5鈭�

C-1 = sp3

C-2= sp2

C-3= sp2

C-4 = sp2

C-5 = sp3

There are14蟽 bond and 2蟺bonds.

Step by step solution

01

Step 1

Acrylonitrile 鈥揟hebond angles are a鈮�120鈭�,b鈮�120鈭�,c=180鈭�.

Carbon 1 and carbon 2 aresp2hybridized while the carbon 3 is hybridized. All the atoms are in the same plane. There are 6蟽 bond and 3蟺bonds. The Lewis structure is given below.

The Lewis structure

02

Step 2

Methyl methacrylate-Thebond angles are e鈮�120鈭�,d鈮�120鈭�,f鈮�109.5鈭�

Carbon 1 and carbon 5 aresp2hybridized while carbon 2, carbon 3, carbon 4 aresp2 hybridized. There are 14蟽 bond and2蟺 bonds. Carbons 2 , 3 ,4and 5 lie in the same plane. The Lewis structure is given below.

The Lewis structure

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