Why is coronene aromatic?

Last Update: April 20, 2022

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Asked by: Demarcus Veum
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Coronene is known in chemistry as an aromatic or even superaromatic molecule while it has 24 π-electrons which does not conform to the 4 n + 2 Huckel's rule. ... In addition to that there are six peripheral 2c-2e π-bonds, which makes coronene aliphatic/aromatic at the same time.

Is Coronene a aromatic compound?

Coronene (also known as superbenzene) is a polycyclic aromatic hydrocarbon (PAH) comprising seven peri-fused benzene rings. Its chemical formula is C24H12. ... Coronene is a high molecular weight polycyclic aromatic hydrocarbon with seven aromatic rings.

Why naphthalene is aromatic in nature?

Naphthalene is the simplest polycyclic aromatic hydrocarbon since it is only a bicyclic molecule made up of two aromatic benzenes. ... Naphthalene is also planar and has 4n + 2 pi electrons (10) giving it the stabilizing and resonating aromatic properties shared with benzene.

Why Cyclobutane is non aromatic?

However, it does not possess 4n + 2 but 4 π electrons. Therefore it is not aromatic. Compounds that meet the first and second criteria but do not meet Hückel's rule are called antiaromatic. ... Cyclobutadiene is an antiaromatic compound.

Is benzene is aromatic in nature?

Benzene is an aromatic hydrocarbon because it obeys Hückel's rule. ... It is now considered aromatic because it obeys Hückel's rule: 4n+2 = number of π electrons in the hydrocarbon, where n must be an integer. In the case of benzene, we have 3 π bonds (6 electrons), so 4n+2=6 .

What does coronene mean?

33 related questions found

Which compound is aromatic in nature?

Benzene (C6H6) is the best-known aromatic compound and the parent to which numerous other aromatic compounds are related. The six carbons of benzene are joined in a ring, having the planar geometry of a regular hexagon in which all of the C—C bond distances are equal.

What color is benzene?

Benzene is a chemical that is a colorless or light yellow liquid at room temperature. It has a sweet odor and is highly flammable.

Why cyclobutadiene is unstable?

Cyclobutadiene is very unstable. But, some sources claim that this instability can be attributed to other factors such as ring and angle strain rather than antiaromaticity. According to some, cyclobutadiene is simply non-aromatic (as opposed to antiaromatic) because it doesn't even have a fully conjugated pi system.

Is pyridine an antiaromatic?

Yes. Its π orbital system has p electrons that are delocalized all throughout the ring. Also, it has 4n+2 delocalized p electrons, where n=1 . ... (Had you counted those sp2 electrons as p electrons, you would have said pyridine followed the 4n rule where n=2 , which would have made it antiaromatic, but it is not.)

Is naphthalene poisonous to humans?

Acute (short- term) exposure of humans to naphthalene by inhalation, ingestion, and dermal contact is associated with hemolytic anemia, damage to the liver, and neurological damage. ... EPA has classified naphthalene as a Group C, possible human carcinogen.

Is camphor and naphthalene same?

As nouns the difference between camphor and naphthalene is that camphor is (organic compound) a white transparent waxy crystalline isoprenoid ketone, with a strong pungent odour, used in pharmacy while naphthalene is a white crystalline hydrocarbon manufactured from coal tar; used in mothballs.

Is naphthalene aromatic in nature?

Naphthalene, with two fused rings, is the simplest polycyclic aromatic molecule. Note that all the carbon atoms except those at the points of fusion have a bond to a hydrogen atom. Naphthalene, which has 10 π electrons, satisfies the Hückel rule for aromaticity.

Is anthracene a cyclic compound?

Anthracene is a solid polycyclic aromatic hydrocarbon (PAH) of formula C14H10, consisting of three fused benzene rings. ... Anthracene is used in the production of the red dye alizarin and other dyes.

What is Pentacene used for?

Pentacene is a popular choice for research on organic thin-film transistors and OFETs, being one of the most thoroughly investigated conjugated organic molecules with a high application potential due to a hole mobility in OFETs of up to 5.5 cm2/(V·s), which exceeds that of amorphous silicon.

Is furan an aromatic compound?

Furan is an aromatic compound with the participation of the oxygen lone pair in the π-electron system to satisfy Hückel's rule, 4n + 2 (n = 1) electrons. The compound is stable to heating up to about 550°C (depending also on heating time).

Which is more stable butadiene or cyclobutadiene?

Cyclobutadiene is less stable than 1,3-butadiene. A compound that is not aromatic is similar in stability to an acyclic compound having the same number of electrons.

Why aromatic is more stable than antiaromatic?

It is shown that the antiaromatic compound is more stable than the non aromatic compounds 2 and 3 because of a more conjugated system. Here's the exact statement: In the first structure, delocalization of the positive charge and the π bonds occurs over the entire ring.

Is cyclobutadiene low in energy?

Building Up The Molecular Orbital Diagram Of Cyclobutadiene: The Lowest-Energy Molecular Orbital Has Zero Nodal Planes. ... Cyclobutadiene has a pi system comprised of 4 individual atomic p orbitals and thus should have a total of 4 pi molecular orbitals.

How do you identify N in Huckel rule?

Note that "n" in Huckel's Rule just refers to any whole number, and 4n+2 should result in the number of pi electrons an aromatic compound should have. For example, 4(0)+2 gives a two-pi-electron aromatic compound.

What is Huckel rule for aromaticity?

In 1931, German chemist and physicist Erich Hückel proposed a theory to help determine if a planar ring molecule would have aromatic properties. His rule states that if a cyclic, planar molecule has 4n+2 π electrons, it is considered aromatic. This rule would come to be known as Hückel's Rule.

How do you know if aromatic Antiaromatic or Nonaromatic?

A molecule is aromatic if it is cyclic, planar, completely conjugated compound with 4n + 2 π electrons. It is antiaromatic if all of this is correct except it has 4n electrons, Any deviation from these criteria makes it non-aromatic.

What is the smell of benzene?

Benzene has a sweet, aromatic, gasoline-like odor. Most individuals can begin to smell benzene in air at 1.5 to 4.7 ppm. The odor threshold generally provides adequate warning for acutely hazardous exposure concentrations but is inadequate for more chronic exposures.

How long does benzene stay in your system?

Most of the metabolites of benzene leave the body in the urine within 48 hours after exposure.