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...

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...

amino group are connected with a β-N-glycosidic bond, forming a cyclic hemiaminal ether bond (α-aminoether). Examples include nucleosides such as adenosine...

aldehyde. Imidazolidines are one class of these cyclic aminals. Acetal Hemiaminal IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997)...

mechanism, such reactions proceed via the nucleophilic addition giving a hemiaminal -C(OH)(NHR)- intermediate, followed by an elimination of water to yield...

and an alcohol group on the same carbon atom, the compound is also an hemiaminal. In aqueous solution, methanolamine exists in equilibrium with formaldehyde...

synthesis, the poor mechanical properties observed were likely due to poly(hemiaminal) formation and not PHT formation. In 2014, Jeanette Garcia, Gavin Jones...

aromatic amine and a carbonyl compound by nucleophilic addition forming a hemiaminal, followed by a dehydration to generate an imine. In a typical reaction...

reaction using N,N-dimethyl-p-phenylene diamine (1.1) and stoichiometric paraformaldehyde. Hemiaminal 1.2 is an intermediate to hexahydrotriazine 1.3....

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...

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...

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...

primary geminal dihalides to yield aldehydes. Meyers synthesis Oxazines Hemiaminal oxazine hydrolysis with water and oxalic acid to yield an aldehyde. Hofmann...

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...

ammonia or methane. HNCHOH ⇌ HCONH2 RNCR'OH ⇌ R'CONHR Imidate Alkanolamine Hemiaminal IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997)...

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...

enzyme (CYP82X1) catalyzes the hydroxylation of C8, and the newly formed hemiaminal spontaneously cleaves, yielding a tertiary amine and aldehyde. A methyltransferase...

an analogous reaction, ammonia adds to hexafluoroacetone to give the hemiaminal (CF3)2C(OH)(NH2) which can be dehydrated with phosphoryl chloride to give...

component of some cell membrane. 1-Aminoalcohols are better known as hemiaminals. Methanolamine is the simplest member. 2-Aminoalcohols are an important...

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...

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...

exhibits pH dependent tautomerization between the keto form and the cyclic hemiaminal. Mazindol exists in the tricyclic (-ol) form in neutral media and undergoes...

antihypotensive that was never marketed. The compound belongs to the class of hemiaminal ethers. Ciclafrine can be prepared by the reaction of norfenefrine with...

discoverer as Schiff bases (azomethines), with the usual carbinolamine (hemiaminal) intermediate being formed and dehydrated en route to the Schiff base...

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...

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...

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...

base guanine, by a conjugate addition followed by cyclization into a hemiaminal. The acrolein-guanine adduct induces mutations during DNA copying and...

addition of a N,N-disubstituted formamide (such as dimethylformamide) a hemiaminal is formed, which can easily be hydrolyzed into the desired aldehyde. Variants...

(imine) is reduced with sodium borohydride and the resulting oxazine (a hemiaminal) hydrolyzed with water and oxalic acid to the aldehyde. Aldehydes from...