Monoamine
Hazard to Others
Posts: 168
Registered: 25-5-2021
Location: Sweden(ish)
Member Is Offline
Mood: +7
|
|
Hydrolysis of alkyl halides
Would NaBH4 or LiAlH4 reduce aliphatic halogens to H?
For instance would
CH3-(CH2)-(CH2)-(H2C-Cl) become (CH3)-(CH2)-(CH2)-(CH3) when treated with NaBH4
|
|
clearly_not_atara
International Hazard
Posts: 2787
Registered: 3-11-2013
Member Is Offline
Mood: Big
|
|
This is not hydrolysis, it's called hydrogenolysis. But see:
https://pubs.acs.org/doi/10.1021/ja00959a028
|
|
CharlieA
National Hazard
Posts: 646
Registered: 11-8-2015
Location: Missouri, USA
Member Is Offline
Mood: No Mood
|
|
You can learn about this reaction just about anywhere. For example, in five minutes or so, I found references in Wikipedia, and several YouTube
videos. Also, I can't imagine there is not a relatively current organic chemistry textbook that doesn't mention this reaction. Hydrolysis of alkyl
halides generally refers to their reaction with wit water to produce alcohols (alkanols).
|
|
DraconicAcid
International Hazard
Posts: 4332
Registered: 1-2-2013
Location: The tiniest college campus ever....
Member Is Offline
Mood: Semi-victorious.
|
|
If you want to turn an alkyl halide into an alkane, react it with magnesium to form a grignard and add water.
Please remember: "Filtrate" is not a verb.
Write up your lab reports the way your instructor wants them, not the way your ex-instructor wants them.
|
|
Dr.Bob
International Hazard
Posts: 2732
Registered: 26-1-2011
Location: USA - NC
Member Is Offline
Mood: No Mood
|
|
That's certainly one of the simplest ways (Grignard), will work best for bromides, some chlorides work, but more challenging. But very cheap,
simple, and straightforward, just need some dry ether or THF in order to initiate it, once started you can add wet ether to swap the MgX for the H.
|
|
Texium
|
Thread Moved 3-12-2022 at 08:29 |