In organic chemistry, a hemiaminal (also carbinolamine) is a functional group or type of chemical compound that has a hydroxyl group and an amine attached...
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refers to compounds of type R1R2C(OR)(NR'2) (R,R' ≠ H) also known as a hemiaminal ether or Aminal, a.k.a. aminoacetal. S,S-acetal refers to compounds of...
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amino group are connected with a β-N-glycosidic bond, forming a cyclic hemiaminal ether bond (α-aminoether). Examples include nucleosides such as adenosine...
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mechanism, such reactions proceed via the nucleophilic addition giving a hemiaminal -C(OH)(NHR)- intermediate, followed by an elimination of water to yield...
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and an alcohol group on the same carbon atom, the compound is also an hemiaminal. In aqueous solution, methanolamine exists in equilibrium with formaldehyde...
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aldehyde. Imidazolidines are one class of these cyclic aminals. Acetal Hemiaminal IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997)...
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Polyhexahydrotriazine (redirect from Hemiaminal dynamic covalent network)
synthesis, the poor mechanical properties observed were likely due to poly(hemiaminal) formation and not PHT formation. In 2014, Jeanette Garcia, Gavin Jones...
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aromatic amine and a carbonyl compound by nucleophilic addition forming a hemiaminal, followed by a dehydration to generate an imine. In a typical reaction...
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reaction using N,N-dimethyl-p-phenylene diamine (1.1) and stoichiometric paraformaldehyde. Hemiaminal 1.2 is an intermediate to hexahydrotriazine 1.3....
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Hexa(methoxymethyl)melamine (HMMM) is a hemiaminal ether commonly used as a crosslinking agent in the production of coatings and rubber items. It is produced...
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followed by transfer of a proton from nitrogen to oxygen to a stable hemiaminal or carbinolamine. With primary amines water is lost in an elimination...
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primary geminal dihalides to yield aldehydes. Meyers synthesis Oxazines Hemiaminal oxazine hydrolysis with water and oxalic acid to yield an aldehyde. Hofmann...
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weakly acidic. The amine first reacts with the carbonyl group to form a hemiaminal species which subsequently loses one molecule of water in a reversible...
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ammonia or methane. HNCHOH ⇌ HCONH2 RNCR'OH ⇌ R'CONHR Imidate Alkanolamine Hemiaminal IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997)...
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hydroxylation in 5-position of the pyrrolidine ring initially will yield a cyclic hemiaminal which subsequently will hydrolyze to a ring-open amino aldehyde. Afterwards...
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enzyme (CYP82X1) catalyzes the hydroxylation of C8, and the newly formed hemiaminal spontaneously cleaves, yielding a tertiary amine and aldehyde. A methyltransferase...
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step is an addition reaction of water followed by ring-opening of the hemiaminal to the aminoaldehyde followed by ring closure. A known drug example of...
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an analogous reaction, ammonia adds to hexafluoroacetone to give the hemiaminal (CF3)2C(OH)(NH2) which can be dehydrated with phosphoryl chloride to give...
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component of some cell membrane. 1-Aminoalcohols are better known as hemiaminals. Methanolamine is the simplest member. 2-Aminoalcohols are an important...
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suggests that the protonated carbonyl is attacked by the amine to form the hemiaminal. The amine attacks the other carbonyl to form a 2,5-dihydroxytetrahydropyrrole...
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after some time as aldimine tin chloride (5). Hydrolysis of 5 produces a hemiaminal (6) from which an aldehyde (7) is formed. Substitutes that increase the...
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exhibits pH dependent tautomerization between the keto form and the cyclic hemiaminal. Mazindol exists in the tricyclic (-ol) form in neutral media and undergoes...
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antihypotensive that was never marketed. The compound belongs to the class of hemiaminal ethers. Ciclafrine can be prepared by the reaction of norfenefrine with...
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discoverer as Schiff bases (azomethines), with the usual carbinolamine (hemiaminal) intermediate being formed and dehydrated en route to the Schiff base...
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followed by acid quenching gives the hemi-aminal 16. In the final step the hemiaminal is reduced to give Galanthamine 17 together with 6% of the epi isomer...
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nucleobase attached at a simple alkyl carbon rather than being part of a hemiaminal ether linkage. As a result, they have increased chemical stability. They...
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temporary protection of the carbonyl group the presence of ketones as hemiaminal ions is shown below. Here it is applied, that aldehydes are very much...
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base guanine, by a conjugate addition followed by cyclization into a hemiaminal. The acrolein-guanine adduct induces mutations during DNA copying and...
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addition of a N,N-disubstituted formamide (such as dimethylformamide) a hemiaminal is formed, which can easily be hydrolyzed into the desired aldehyde. Variants...
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(imine) is reduced with sodium borohydride and the resulting oxazine (a hemiaminal) hydrolyzed with water and oxalic acid to the aldehyde. Aldehydes from...
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