Oh_Gee Full Member 10+ Year Member Joined Nov 15, 2013 Messages 1,738 Reaction score 1,189 Points 5,326 Location rock hurtling through space Medical Student Aug 28, 2014 #1 Members do not see this ad. can someone explain this to me? I've never seen a grignard reagent reacting with an alkyl halide before Attachments gs.JPG 107.3 KB · Views: 115
Members do not see this ad. can someone explain this to me? I've never seen a grignard reagent reacting with an alkyl halide before
justadream Full Member 10+ Year Member Joined Apr 29, 2011 Messages 2,171 Reaction score 863 Points 5,246 Aug 28, 2014 #2 @Oh_Gee Grignard just makes a strong nucleophile. In the first reaction, the Grignard attacks (adding methyl group while getting rid of a Cl). In the second reaction, Oh- attacks (adding OH while getting rid of the second Cl). The carbon at the center is now bonded to 1) H 2) OH 3) CH3 4) CH3 There are 2 CH3 groups and 1 OH group so that is a secondary alcohol. Upvote 0 Downvote
@Oh_Gee Grignard just makes a strong nucleophile. In the first reaction, the Grignard attacks (adding methyl group while getting rid of a Cl). In the second reaction, Oh- attacks (adding OH while getting rid of the second Cl). The carbon at the center is now bonded to 1) H 2) OH 3) CH3 4) CH3 There are 2 CH3 groups and 1 OH group so that is a secondary alcohol.
Oh_Gee Full Member 10+ Year Member Joined Nov 15, 2013 Messages 1,738 Reaction score 1,189 Points 5,326 Location rock hurtling through space Medical Student Aug 28, 2014 #3 justadream said: @Oh_Gee Grignard just makes a strong nucleophile. In the first reaction, the Grignard attacks (adding methyl group while getting rid of a Cl). In the second reaction, Oh- attacks (adding OH while getting rid of the second Cl). The carbon at the center is now bonded to 1) H 2) OH 3) CH3 4) CH3 There are 2 CH3 groups and 1 OH group so that is a secondary alcohol. Click to expand... is there a chance the grignard could react twice ? Upvote 0 Downvote
justadream said: @Oh_Gee Grignard just makes a strong nucleophile. In the first reaction, the Grignard attacks (adding methyl group while getting rid of a Cl). In the second reaction, Oh- attacks (adding OH while getting rid of the second Cl). The carbon at the center is now bonded to 1) H 2) OH 3) CH3 4) CH3 There are 2 CH3 groups and 1 OH group so that is a secondary alcohol. Click to expand... is there a chance the grignard could react twice ?
justadream Full Member 10+ Year Member Joined Apr 29, 2011 Messages 2,171 Reaction score 863 Points 5,246 Aug 28, 2014 #4 @Oh_Gee Well you only have 1 molecule here (I think) so no. In real life, probably. Upvote 0 Downvote
T The Brown Knight Full Member 7+ Year Member Joined Jun 3, 2014 Messages 272 Reaction score 43 Points 4,601 Pre-Medical Aug 28, 2014 #5 Just think of Grignards as carbanions for ALL organic reactions. Upvote 0 Downvote
L labqi Full Member 10+ Year Member Joined May 8, 2013 Messages 125 Reaction score 11 Points 4,651 Pre-Medical Aug 29, 2014 #6 Something I wanted to remind ppl, a Grignard reagent acts like a base first then a nucleophile. Sent from my iPhone using Tapatalk Upvote 0 Downvote
Something I wanted to remind ppl, a Grignard reagent acts like a base first then a nucleophile. Sent from my iPhone using Tapatalk
Oh_Gee Full Member 10+ Year Member Joined Nov 15, 2013 Messages 1,738 Reaction score 1,189 Points 5,326 Location rock hurtling through space Medical Student Aug 29, 2014 #7 labqi said: Something I wanted to remind ppl, a Grignard reagent acts like a base first then a nucleophile. Sent from my iPhone using Tapatalk Click to expand... what implications could that have? i've only seen it act as a nucleophile Upvote 0 Downvote
labqi said: Something I wanted to remind ppl, a Grignard reagent acts like a base first then a nucleophile. Sent from my iPhone using Tapatalk Click to expand... what implications could that have? i've only seen it act as a nucleophile