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beautifulife18 beautifulife18
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12 years ago
The barrier to C-C bond rotation in iodoethane is 13 kJ/mol. What energy can you assign to an H-I eclipsing interaction?
Use strain energy increments from the table below in your calculation.

H-H eclipsed = Torsional strain = 4.0 kJ/mol
H-CH3 eclipsed = Mostly torsional strain = 6.0 kJ/mol
CH3-CH3 eclipsed =Torsional and steric strain = 11.0 kJ/mol
CH3-CH3 gauche = Steric strain = 3.8 kJ/mol   
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wrote...
12 years ago
Been a while since I've done this, but if you draw a Newman projection of iodoethane with the CH3 to the back, then a iodine would be staggered between two hydrogens. If you perform a single rotation of 120°, you will end up with an equivalent rotational form. At 60°, you will have two H-H eclipsed interactions and one H-I eclipsed interaction. Recall that there are no CH3 groups to be eclipsed or gauche. You know each H-H eclipsed is 4 kJ/mol (8 kJ/mol total) and the reported barrier is 14 kJ/mol. Therefore the H-I eclipsed interaction must be 6 kJ/mol, (14-8 = 6).
wrote...
12 years ago
thank you so much! It makes perfect sense now Slight Smile
wrote...
12 years ago
thank you so much! It makes perfect sense now Slight Smile

lol sure glad I could help
wrote...
12 years ago
thank you so much! It makes perfect sense now Slight Smile

I'm in Organic chem I and I wish it had more math like general chem, the general structures you have to learn are very tedious. Thankfully there are a limited amount of functional groups to know, very easy to make mistakes that you look back on as silly.
wrote...
Staff Member
12 years ago
thank you so much! It makes perfect sense now Slight Smile

I'm in Organic chem I and I wish it had more math like general chem, the general structures you have to learn are very tedious. Thankfully there are a limited amount of functional groups to know, very easy to make mistakes that you look back on as silly.

I find it to be more imagination and making 3D images in your mind, sort of.
- Master of Science in Biology
- Bachelor of Science
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