Dental2000 Full Member 10+ Year Member Joined Jan 12, 2011 Messages 545 Reaction score 155 Points 5,266 Location Chicago Dental Student Jul 4, 2011 #1 Advertisement - Members don't see this ad to Reduce Acyl Halides to aldehydes i know we can use H2, Pd/BaSO4 but can LAH also be used for reduction in this case
Advertisement - Members don't see this ad to Reduce Acyl Halides to aldehydes i know we can use H2, Pd/BaSO4 but can LAH also be used for reduction in this case
R rockclock Full Member 10+ Year Member Joined Apr 6, 2011 Messages 400 Reaction score 1 Points 4,551 Jul 4, 2011 #2 Dental2000 said: to Reduce Acyl Halides to aldehydes i know we can use H2, Pd/BaSO4 but can LAH also be used for reduction in this case Click to expand... LiAlH4 is too strong...you'll reduce all the way to the alcohol. You need a super-hindered derivative with only one free H: LiAl[OC(CH3)3]3H will stop you at the aldehyde. Upvote 0 Downvote
Dental2000 said: to Reduce Acyl Halides to aldehydes i know we can use H2, Pd/BaSO4 but can LAH also be used for reduction in this case Click to expand... LiAlH4 is too strong...you'll reduce all the way to the alcohol. You need a super-hindered derivative with only one free H: LiAl[OC(CH3)3]3H will stop you at the aldehyde.
Jab1113 Full Member 10+ Year Member Joined May 17, 2011 Messages 224 Reaction score 10 Points 4,551 Location Ann Arbor, MI Dental Student Jul 4, 2011 #3 rockclock said: lialh4 is too strong...you'll reduce all the way to the alcohol. You need a super-hindered derivative with only one free h: lial[oc(ch3)3]3h will stop you at the aldehyde. Click to expand... +1 Upvote 0 Downvote
rockclock said: lialh4 is too strong...you'll reduce all the way to the alcohol. You need a super-hindered derivative with only one free h: lial[oc(ch3)3]3h will stop you at the aldehyde. Click to expand... +1
I invictusx Full Member 10+ Year Member Joined Jan 5, 2011 Messages 556 Reaction score 1 Points 4,531 Dental Student Jul 4, 2011 #4 Nope, LAH is too strong of a reducing agent to reduce an acyl halide to an aldehyde. Use a mild reducing agent. Upvote 0 Downvote
Nope, LAH is too strong of a reducing agent to reduce an acyl halide to an aldehyde. Use a mild reducing agent.
LaughingGas Full Member 10+ Year Member Joined May 17, 2010 Messages 1,897 Reaction score 712 Points 5,271 Dentist Jul 4, 2011 #5 rockclock said: LiAlH4 is too strong...you'll reduce all the way to the alcohol. You need a super-hindered derivative with only one free H: LiAl[OC(CH3)3]3H will stop you at the aldehyde. Click to expand... +2 also called DIBAL 😀 Upvote 0 Downvote
rockclock said: LiAlH4 is too strong...you'll reduce all the way to the alcohol. You need a super-hindered derivative with only one free H: LiAl[OC(CH3)3]3H will stop you at the aldehyde. Click to expand... +2 also called DIBAL 😀
R rockclock Full Member 10+ Year Member Joined Apr 6, 2011 Messages 400 Reaction score 1 Points 4,551 Jul 4, 2011 #6 LaughingGas said: +2 also called DIBAL 😀 Click to expand... Lithium aluminium tri(t-butoxy)hydride and DIBAL are two different compounds...but both should get you the aldehyde. Upvote 0 Downvote
LaughingGas said: +2 also called DIBAL 😀 Click to expand... Lithium aluminium tri(t-butoxy)hydride and DIBAL are two different compounds...but both should get you the aldehyde.
LaughingGas Full Member 10+ Year Member Joined May 17, 2010 Messages 1,897 Reaction score 712 Points 5,271 Dentist Jul 5, 2011 #7 rockclock said: Lithium aluminium tri(t-butoxy)hydride and DIBAL are two different compounds...but both should get you the aldehyde. Click to expand... you are correct damn it i started forgetting ochem after a month of break 🙁 Upvote 0 Downvote
rockclock said: Lithium aluminium tri(t-butoxy)hydride and DIBAL are two different compounds...but both should get you the aldehyde. Click to expand... you are correct damn it i started forgetting ochem after a month of break 🙁
R rockclock Full Member 10+ Year Member Joined Apr 6, 2011 Messages 400 Reaction score 1 Points 4,551 Jul 5, 2011 #8 LaughingGas said: you are correct damn it i started forgetting ochem after a month of break 🙁 Click to expand... haha don't worry I had to look it up to answer the OP myself. Upvote 0 Downvote
LaughingGas said: you are correct damn it i started forgetting ochem after a month of break 🙁 Click to expand... haha don't worry I had to look it up to answer the OP myself.