Benzoxazines are a group of

isomer In chemistry, isomers are molecules or polyatomic ions with identical molecular formula – that is, the same number of atoms of each element (chemistry), element – but distinct arrangements of atoms in space. ''Isomerism'' refers to the exi ...

ic bicyclic

heterocyclic A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s). Heterocyclic organic chemistry is the branch of organic chemistry dealing with the synthesis, proper ...

chemical compounds that consist of a

benzene Benzene is an Organic compound, organic chemical compound with the Chemical formula#Molecular formula, molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal Ring (chemistry), ring with one hyd ...

ring fused to an

oxazine Oxazines are heterocyclic compound, heterocyclic organic compounds containing one oxygen and one nitrogen atom in a cyclohexa-1,4-diene ring (a doubly unsaturated six-membered ring). Isomers exist depending on the relative position of the heteroa ...

ring. The different isomers depend on the relative positions of the oxygen and nitrogen atoms in the oxazine ring, on the location of ring fusion, and on the position of the double bond in the oxazine ring. They have the molecular formula C₈H₇NO.

Preparation

1,3-Benzoxazines can be synthesized by the

Mannich reaction In organic chemistry, the Mannich reaction is a three-component organic reaction that involves the amino alkylation of an acidic proton next to a carbonyl () functional group by formaldehyde () and a primary or secondary amine () or ammonia () ...

using a phenol, an amine, and formaldehyde.

Uses

Pharmaceutical drugs

Benzoxazine rings form the central chemical structure of a number of pharmaceutical drugs including, for example, apararenone, elbasvir, and etifoxine.

Polymers

Polybenzoxazine Polybenzoxazines, also called benzoxazine resins, are cured polymerization products derived from benzoxazine monomers. Monomers Benzoxazines are bicyclic heterocyclic compounds containing one oxygen and one nitrogen atom in a doubly unsaturated ...

s, also called benzoxazine resins, are a class of polymers that are produced from the ring-opening polymerization of 3-phenyl-2,4-dihydro-1,3-benzoxazine monomers and its chemical derivatives. The main applications of polybenzoxazines are as adhesives and in fiber-reinforced plastics.

References

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