Timeline for Malic acid 3-step synthesis
Current License: CC BY-SA 4.0
7 events
| when toggle format | what | by | license | comment | |
|---|---|---|---|---|---|
| Jul 9, 2018 at 17:10 | comment | added | Zhe | There are two reasons why this is a bad question, which is obviously not your fault. (1) Chloroacetaldehyde exists as the hydrate, and likely, bromoacetaldehyde does the same. This is an important fact that the problem solver should know about. (2) Malic acid is a commodity chemical made from oxidation of maleic anhydride, which is produced from oxidation of n-butane. The suggestion that we should take this route is, therefore, a terrible idea but nevertheless useful as an exercise. | |
| Jul 9, 2018 at 12:45 | history | tweeted | twitter.com/StackChemistry/status/1016302263810318337 | ||
| Jul 9, 2018 at 4:21 | vote | accept | Tan Yong Boon | ||
| Jul 9, 2018 at 4:21 | answer | added | Tan Yong Boon | timeline score: 4 | |
| Jul 1, 2018 at 8:52 | comment | added | Tan Yong Boon | @orthocresol But isn't the attacking nucleophile cyanide? The protonation can occur as long as there is a proton source available. In this case, water can provide that so we don't really need to add HCN specifically right? | |
| Jul 1, 2018 at 7:43 | comment | added | orthocresol | Cyanohydrin formation is a net addition of HCN. KCN + EtOH doesn’t generate any HCN, crucially it doesn’t provide any protons so the anionic RR’(CN)(O-) will just collapse back to the aldehyde. | |
| Jul 1, 2018 at 5:19 | history | asked | Tan Yong Boon | CC BY-SA 4.0 |