Is NaBH4 more reactive than NaBH3CN?
The presence of the electron-withdrawing cyano (CN) group makes it less reactive than sodium borohydride (NaBH4). This reduced reactivity allows NaBH3CN to be employed at neutral or slightly acidic conditions for the selective reduction of iminium ions in the presence of ketones and aldehydes.
Is NaBH3CN a strong reducing agent?
The advantage of using NaBH3CN is that it isn’t a strong enough reducing agent to reduce aldehydes or ketones, but it is a strong enough nucleophile to reduce iminium ions. Therefore more of the starting aldehyde/ketone will be converted into the amine.
What is the molar mass of sodium borohydride?
37.83 g/molSodium borohydride / Molar mass
Is sodium Triacetoxyborohydride a weaker reducing agent than NaBH4?
Comparison with related reagents Sodium triacetoxyborohydride is a milder reducing agent than sodium borohydride or even sodium cyanoborohydride. It reduces aldehydes but not most ketones.
Which is more reactive NaBH4 or LiAlH4?
NaBH4 is less reactive than LiAlH4 but is otherwise similar. It is only powerful enough to reduce aldehydes, ketones and acid chlorides to alcohols: esters, amides, acids and nitriles are largely untouched. It can also behave as a nucleophile toward halides and epoxides.
Why is LiAlH4 stronger than NaBH4?
The key difference between LiAlH4 and NaBH4 is that LiAlH4 can reduce esters, amides and carboxylic acids whereas NaBH4 cannot reduce them. Both LiAlH4 and NaBH4 are reducing agents. But LiAlH4 is a very strong reducing agent than NaBH4 because the Al-H bond in the LiAlH4 is weaker than the B-H bond in NaBH4.
What can NaBH4 reduce?
Sodium borohydride NaBH4 is less reactive than LiAlH4 but is otherwise similar. It is only powerful enough to reduce aldehydes, ketones and acid chlorides to alcohols: esters, amides, acids and nitriles are largely untouched. It can also behave as a nucleophile toward halides and epoxides.
Does NaBH4 reduce imines?
Yes, NaBH4 can be used as a reducing agent. Therefore, it can be effective in reducing imine.
Is NaBH4 a strong reducing agent?
Sodium borohydride (NaBH4) is a mild reducing agent. It is only capable of reducing aldehydes and ketones.
Which is a stronger reducing agent LiAlH4 or NaBH4?
NaBH4 is less reactive than LiAlH4 but is otherwise similar. It is only powerful enough to reduce aldehydes, ketones and acid chlorides to alcohols: esters, amides, acids and nitriles are largely untouched.
Which is stronger reducing agent NaBH4 or LiAlH4?
Both LiAlH4 and NaBH4 are reducing agents. But LiAlH4 is a very strong reducing agent than NaBH4 because the Al-H bond in the LiAlH4 is weaker than the B-H bond in NaBH4. This makes the Al-H bond less stable. The reason for this is the low electronegativity of Aluminum compared to Boron.