welcome

this is my blog. all about chemistry. read and don't forget to comment :)

Kamis, 04 Oktober 2012

aromatic hydrocarbons

Aromatic hydrocarbons are hydrocarbons with a single bond or a double bond, and between carbon atoms. Configuration 6 carbon atoms in an aromatic compound called benzene rings. Aromatic hydrocarbons can be monocyclic or polycyclic. Some aromatic compounds that are not called heteroarena benzene derivatives, these compounds follow Hückel Rule.In organic chemistry, Hückel rule determines a planar ring molecules have aromatic properties. This rule was proposed by the German chemist Erich Hückel in 1931.

A planar ring molecules meet Hückel rule, if it has as many as π electron-4N +2, where n is an integer.

From the data aromatics hydrogenation of alkenes are more stable than expected, the stability of the "extra" is caused by a cloud of delocalized electrons, called resonance energy. Criteria for simple aromatic compounds:

    1. Meet Hückel rule, have much 4N π electron cloud +2 in the delocalized p-orbital.
    2. Shaped planar and cyclic.
    3. Each atom in the ring must be able to participate in the delocalization of electrons by having a p-orbital or lone pair.

In these aromatic compounds, at least one carbon atom is replaced by another atom, such as oxygen, nitrogen, or sulfur. One example is the compound furan, a heterocyclic ring compound having 5 members, one oxygen atom. Another example is pyridine, a heterocyclic ring compound with 6 members, one nitrogen atom

aromatic substitution 
In aromatic substitution, 1 substituents on the ring arena (usually hydrogen) will be replaced with other substituents. 2 main types are electrophilic aromatic substitution (active electrophile reagent) and nucleophilic aromatic substitution (reagennya nucleophile). In the radical-nucleophilic aromatic substitution, a radical form of active reagents. One example is the nitration of salicylic acid

couplings
At couplings, metal will catalyze the coupling between the two radical fragments formal. The results are usually obtained from the coupling reaction is the formation of new carbon-carbon bonds, for example alkilarena, vinyl arena, biraril, the carbon-nitrogen (aniline) or a carbon-oxygen bond new. An example is the arylation of perfluorobenzena

Polycyclic aromatic hydrocarbons
Polycyclic aromatic hydrocarbons are carcinogenic particular one, meaning that there are cancerous. These compounds can produce tumors in mice within a very short time even though only a few are applied to the skin. This is not only carcinogenic hydrocarbons present in coal tar, but also the soot and tobacco smoke and can form in the meat baker. Biological effects have been known for a long time, ie since 1775, when the soot is defined as a cause of cancer of the penis chimney cleaning. Incidence of lip cancer and heart disease are also found in the smoker.

How these carcinogens cause cancer now began to unfold. To eliminate hydrocarbons, mengoksidasinya body to be more soluble in water, making it easier excreted. Metabolic oxidation product appears to be the major cause of cancer. For example, one of the most potent carcinogens of this type is benzo [a] pirena. Enzymatic oxidation converts it into diol-epoxide as shown in the figure below.

Diol-epoxide is then reacted with the cell's DNA, causing mutations that ultimately prevents cells reproduce normally.

Benzene is highly toxic (toxic) to humans and can cause severe liver damage, but toluene, though not dangerous, is much less toxic. How might these two similar compounds behave differently? To eliminate benzene from the body, must be in cinci aromatic oxidation, and this oxidation intermediates of a destructive nature. However, the side chain methyl of toluene can be oxidized to produce benzoic acid, which can be excreted. Intermediates in this process can not cause health problems.

While some chemicals can cause cancer, other substances can change or heal. Many substances that can prevent cancer growth, and assessment of cancer chemotherapy has been widely sumbangnya human health.

8 komentar:

  1. the article written about aromatic substitution with one of his type of substitution is electrophilic aromatic substitution. what is electrophilic aromatic substitution reaction and what it stands for?

    BalasHapus
    Balasan
    1. I will try to answer the question rizky fitria. Electrophilic aromatic substitution is an organic reaction in which an atom, usually hydrogen, which is attached to an aromatic system is replaced by an electrophile. The most important reactions in this class are aromatic nitration, aromatic halogenation, aromatic sulfonation and acylation and alkylating Friedel-Crafts reaction. but , Iam sorry ki, the last question I cant answer

      Hapus
    2. Electrophilic aromatic substitution is an organic reaction in which an atom, usually hydrogen, which is attached to an aromatic system is replaced by an electrophile. The most important reactions in this class are aromatic nitration, aromatic halogenation, aromatic sulfonation and acylation and alkylating Friedel-Crafts reaction.
      Electrophilic substitution reactions occur in aromatic compounds, not only on the monocyclic compounds such as benzene, but also for polycyclic aromatic compounds such as naphthalene and compounds heteroaromatis as furan, pyrrole, and thiophene.
      Here elektrofit displace oxygen

      Hapus
  2. i will try to help tiara to answer the role of electrophilic :

    Aromatic compounds react by electrophilic aromatic substitution reactions, in which the aromaticity of the ring system is preserved. For example, benzene reacts with bromine to form bromobenzene.

    All electrophilic aromatic substitution reactions share a common mechanism. This mechanism consists of a series of steps.

    An electrophile — an electron-seeking reagent — is generated. For the bromination of benzene reaction, the electrophile is the Br+ ion generated by the reaction of the bromine molecule with ferric bromide, a Lewis acid.

    The electrophile attacks the π electron system of the benzene ring to form a nonaromatic carbocation.

    The positive charge on the carbocation that is formed is delocalized throughout the molecule.

    The aromaticity is restored by the loss of a proton from the atom to which the bromine atom (the electrophile) has bonded.

    Finally, the proton reacts with the FeBr4− to regenerate the FeBr3 catalyst and form the product HBr.

    i think thats all forgive if i made the mistake

    BalasHapus
  3. Electrophilic aromatic substitution is an organic reaction in which an atom that is attached to an aromatic system (usually hydrogen) is replaced by an electrophile. Some of the most important electrophilic aromatic substitutions are aromatic nitration, aromatic halogenation, aromatic sulfonation, and acylation and alkylating Friedel-Crafts reactions.
    The most widely practiced example of this reaction is the ethylation of benzene.
    Approximately 24,700,000 tons were produced in 1999.[1] In this process, solid acids are used as catalyst to generate the incipient carbocation. All other electrophilic reactions of benzene are conducted on much smaller scale, they are valuable routes to key intermediates. The nitration of benzene is achieved via the action of the nitronium ion as the electrophile.

    BalasHapus
  4. An electophile substitution reaction, is a reaction in which an electrophile (electron/negative charge loving species) replaces a substituent on an another compound; the electrophile attacks the compund because its attracted to the compounds negative charge/partial positive charge/lone pair/pi bonds/etc.....


    Electrophiles: compounds with a positive charge/partial positive/...
    Nucleophiles; usually compounds with lone pair electrons/ negative charge/...

    BalasHapus
    Balasan
    1. hello riski :D I'll try to answer your question
      Electrophilic aromatic substitution is an organic reaction in which an atom, usually hydrogen, which is attached to an aromatic system is replaced by an electrophile. The most important reactions in this class are aromatic nitration, aromatic halogenation, aromatic sulfonation and acylation and alkylating Friedel-Crafts reaction.

      elementary reactions

      1. Nitration of aromatic nitro compound forms occur with nitronium ion formation of nitric acid and sulfuric acid.

      2. Sulphonated aromatic benzene with sulfuric acid vapors that produce acid benzenasulfonik.

      3. Halogenated aromatic benzene with bromine, chlorine or iodine to form aryl halogen compounds catalyzed iron trihalides were worth it

      Hapus
  5. Electrophilic aromatic substitution is an organic reaction in which an atom, usually hydrogen, which is attached to an aromatic system is replaced by an electrophile. The most important reactions in this class are aromatic nitration, aromatic halogenation, aromatic sulfonation and acylation and alkylating Friedel-Crafts reaction.
    Nitration of aromatic nitro compound forms occur with nitronium ion formation of nitric acid and sulfuric acid.
    Sulphonated aromatic benzene with sulfuric acid vapors that produce acid benzenasulfonik.
    Halogenated aromatic benzene with bromine, chlorine or iodine to form aryl halogen compounds catalyzed iron trihalides were worth it.
    Friedel-Crafts reaction consisting of acylation and alkylation with a reactant acyl halides or alkyl halides.

    Friedel-Crafts Acylation with acyl chloride

    BalasHapus