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o-Xylene (ortho-xylene) is an aromatic hydrocarbon with the formula C 6 H 4 (CH 3) 2, with two methyl substituents bonded to adjacent carbon atoms of a benzene ring (the ortho configuration). It is a constitutional isomer of m -xylene and p -xylene , the mixture being called xylene or xylenes.
For example, the three isomers of xylene CH 3 C 6 H 4 CH 3, commonly the ortho-, meta-, and para-forms, are 1,2-dimethylbenzene, 1,3-dimethylbenzene, and 1,4-dimethylbenzene. The cyclic structures can also be treated as functional groups themselves, in which case they take the prefix "cyclo alkyl -" (e.g. "cyclohexyl-") or for benzene, "phenyl-".
In organic chemistry, xylene or xylol (from Greek ξύλον (xylon) 'wood'; [1] [2] IUPAC name: dimethylbenzene) are any of three organic compounds with the formula (CH 3) 2 C 6 H 4. They are derived from the substitution of two hydrogen atoms with methyl groups in a benzene ring; which hydrogens are substituted determines which of three ...
The main structure of chemical names according to IUPAC nomenclature. IUPAC nomenclature is a set of recommendations for naming chemical compounds and for describing chemistry and biochemistry in general. The International Union of Pure and Applied Chemistry (IUPAC) is the international authority on chemical nomenclature and terminology.
In the petroleum refining and petrochemical industries, the initialism BTX refers to mixtures of benzene, toluene, and the three xylene isomers, all of which are aromatic hydrocarbons. The xylene isomers are distinguished by the designations ortho – (or o –), meta – (or m –), and para – (or p –) as indicated in the adjacent diagram.
The diene unit formed by the two exocyclic alkene units of the ortho isomer can serve as a ligand in coordination complexes. For example, reaction of α,α'-dibromo-o-xylene with iron carbonyls affords low yields of the xylylene complex Fe(CO) 3 [η 4-C 6 H 4 (CH 2) 2]. This product is structurally analogous to Fe(CO) 3 [η 4-1,3-butadiene]. [11]
These are usually two independent single substituents, but in case of fused ring systems, ortho-fusing is also mentioned unless the substitution pattern is regarded in the name like in [2.2]paracyclophane. In the current systematic nomenclature, o-, m- and p- are often replaced by using locants (1,2-dimethylbenzene instead of o-xylene).
Fractional crystallisation can be used to obtain pure para product, relying on the principle that it is less soluble than the ortho and thus will crystallise first. Care must be taken to avoid cocrystallisation of the ortho isomer. [2] Many nitro compounds' ortho and para isomers have quite different boiling points. These isomers can often be ...