What compound will actually result from the addition of HCL to CH3-CH=CH2?
2006-12-02 08:18:10 · 3 answers · asked by Anonymous in Science & Mathematics ➔ Chemistry
CH3-CH-CH3
. . . . . .|
. . . . .Cl
The periods don't mean anything, I just needed them to make the Cl line up properly.
The reason you don't get CH3-CH2-CH2Br is because this reaction happens in two steps. First, the HCl dissociates into H+ and Cl- and the hydrogen attaches itself to one of the double-bonded carbons. The two electrons from the double bond are used to bond with the hydrogen, leaving a positive charge on the other carbon. Second, the Cl- attaches itself to the carbon with the positive charge. The more carbons are bound to the positively charged one, the more stable it is, so the first step goes much faster if the positive charge winds up on the middle carbon than if it winds up on the end one. Therefore, when the Cl comes in, it will attach itself to the middle carbon.
2006-12-02 08:21:10 · answer #1 · answered by Amy F 5 · 0⤊ 0⤋
Hydrogen halides (such as HCl) add across double bonds in a Markovnikov fashion, meaning that the halide (in this case, Cl) will add to the carbon with the fewest hydrogens. So the product will be 2-chloropropane (i.e. a three carbon alkane with a chlorine atom on the second carbon).
2006-12-02 16:48:51 · answer #2 · answered by EmilyRose 7 · 1⤊ 3⤋
CH3CHClCH3
2006-12-02 16:25:37 · answer #3 · answered by chera 2 · 0⤊ 1⤋