1-hexyne + CH3CH2MgBr -->?? and..

[predent7]

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Hello guys, it would be very appreciated it you help me with these questions..🙂

1. Which of the following orbitals is NOT found in the carbon-carbon bonds of propene? (why is answer C..?)
A. sp2 B. sp3 C. pure s D. pure p

2. Why is a cyclohexane more stable than a cyclopentane (or is it?)

3. 1-hexyne + CH3CH2MgBr -->??

 

[RUpremed]

alright i'm going to try to answer your questions...any other input would be appreciated..

hm..i don't have a solid answer for the first one

but for #2, cyclohexane is more stable because it has less ring strain (it is more stable)

and for #3, i'm not sure if this is right...but since there is an acidic H with the alkyne (H-C:::CH-CH2-CH2-CH2-CH3) you would simply get rid of the terminal H and replace it with MgBr so you'll get... MgBr-C:::CH-CH2-CH2-CH2-CH3+(CH3)2..can anyone validate this?

 

[UndergradGuy7]

1. propene CH3-CH2=CH2

The C in CH3 is sp3
CH2's are sp2
the double bond uses p orbitals to make a double bond.

sp3 and sp2 are hybrid orbitals and even though there is an "s" it is not a pure "s."

2. agree with above.

3. yes the H on the sp carbon in hexyne is acidic. The CH3CH2MgBr attacks it. You can think of CH3CH2MgBr as CH3CH2-. So you get CH3CH3 and CH3(CH2)4C:::MgBr 🙂:: is a triple bond).

 

[Jia7]

for #2 i remember chad saying in his videos that ring with 6 carbons is the most stable because it has the angle closest to the one for sp3. any ring with more or less than 6 carbons will be less stable than cyclohexane.

 

[predent7]

Wow, all are amazing, thanks !

 

[RUpremed]

doh i misread the first question. but yea anyway, no problem!