Normally some consider that the benzyl or phenyl group is the same, but it is not. The phenyl is made up of alternating double bonds, which are the same present in benzene. The property of benzene is that it is an unstable, colorless liquid hydrocarbon which is found in petroleum. A colorless, liquid, volatile hydrocarbon existing in petroleum, A group which is derived from benzene and usually combines with other molecules, The stability is very high when it is alone and not combined with other molecules, “Bn” which is used to represent the benzyl group such as BnOH is marked for benzyl alcohol, “Ph” which is used to represent the phenyl group such as PhH is used to donate the benzene, The bond dissociation energy which is necessary for the detachment of the benzyl C-H bond is 90 kcal/mol, The energy which is needed for the dissociation of phenyl C-H bond is 113 kcal/mol, Widely used in organic synthesis as a safety group for carboxylic acids and alcohols, Widely used in medicines such as Atorvastatin is used to minimize the cholesterol level, and Fexofenadine is used to cure the allergies, The enhanced reactivity characterized the benzylic positions because of the low bond dissociation energy of the benzyl C-H bonds, but benzylic substitutions show increased reactivity in free radical oxidation, halogenation, hydrogenolysis, etc, The lower reactivity characterized the phenylic positions because of high bond dissociation energy, phenyl substances are hydrophobic and resist oxidation. All the carbons in benzene have three sp2 hybridized orbitals. The bond dissociation energy, which is necessary for the detachment of the benzyl C-H bond is 90 kcal/mol, whereas the energy which is needed for the dissociation of phenyl C-H bond is 113 kcal/mol. If the substituent attracts electrons from the electron cloud, it is known as electron withdrawing substituent. Naming of Phenyl Chloride and Phenyl Bromide. It has the molecular formula of C6H6. This is farther downfield than alkene protons, which appear between 4.5-6.5 ppm. If you have the misfortune to come across the word benzol, be forewarned that this is an old German word for benzene … External Customers, The functional group, which consists of a benzene ring which is directly attached to the CH. The abbreviation of benzene is “Bn,” for instance; benzyl alcohol is normally denoted as BnOH; on the other hand, the abbreviation of phenyl is “Ph,” for example benzene can be denoted as PhH. Substituted aromatic rings can be named as benzene derivatives, such as chlorobenzene. Benzene is used as a solvent, because it can dissolve a lot of non-polar compounds. Because of the delocalization benzene ring is stable, thus, reluctant to undergo addition reactions, unlike other alkenes. • Molecular formula of phenyl is C 6 H 5 whereas, in benzyl, it is C 6 H 5 CH 2. Phenylamine is a primary amine and contains the -NH 2 group attached to a benzene ring. Note that IUPAC has detailed priority rules for what is a substituent and what is the base molecule, but chemists don't always follow these. -NO2, -COOH). The molecular formula of Benzene is C6H6. So the phenyl group is attached with other different molecules through the vacant point, which enhances the reactivity of phenyl. We do not implement these annoying types of ads! What is the difference between Benzene and Phenyl? We need money to operate the site, and almost all of it comes from our online advertising. Compare the Difference Between Similar Terms. Benzene is a compound that consists of all paired electrons, whereas phenyl is a radical which consists of unpaired electrons. The particular difference present between benzene and phenyl is that benzene consists of six hydrogen atoms, while phenyl consists of five hydrogen atoms. Filed Under: Chemistry Tagged With: benzene, phenyl. Benzene and phenyl both are aromatic hydrocarbons If we talk about their structures then there is a difference that the OH is the functional. The functional group consists of six C atoms in which one is attached to the substituent, and others are attached to the hydrogen atom. In aromatic compounds like benzene, the protons on the aromatic ring are shifted downfield. The phenyl molecular formula is C6H5. All the carbons can form three sigma bonds. So the molecular weight of phenyl is 77 g mole-1. The Benzyl Group The benzyl group (abbv. This C-C bond length is about 1.4 Å. Thus, these electrons are said to be delocalized. Harlon currently works as a quality moderator and content writer for Difference Wiki. We've detected that you are using AdBlock Plus or some other adblocking software which is preventing the page from fully loading. Figure 2 shows the molecules benzyl chloride and phenyl chloride; these are based on the groups discussed above. The electrons in p orbitals overlap with each other to form the delocalized electron cloud. NMR serves as a useful tool to determine whether a compound is aromatic. The electrons in p orbitals of a carbon overlap with the p electrons of carbon atoms in both sides forming pi bonds. The stability of benzene is very high when it is alone and not combined with other molecules; on the flip side, the phenyl has low stability when it is alone. Phenethylamine is a primary amine, the amino-group being attached to a benzene ring through a two-carbon, or ethyl group. Further, they are hydrophobic and non-polar. C6H6­ is the chemical formula of benzene; on the other hand, C6H5 is the chemical formula that is written for phenyl. Benzene is a stable organic compound, where as a phenyl is an intermediate formed when benzene is subjected to various reaction. Phenyl is a derivative of benzene. The carbon atoms of phenyl are sp2 hybridized like in benzene. Due to the substituent group of phenyl, the polarity and other chemical or physical properties change. phenylamine. (E.g. Follow him on Twitter @HarlonMoss. The old name for phenylamine is aniline, and you could also reasonably call it aminobenzene. Benzene is a colorless liquid with a sweet odor. Phenyl is abbreviated as Ph. The delocalization of the electrons means that there aren’t alternating double and single bonds. Most of the aromatic compounds are composed of benzene rings. All rights reserved. What is the difference between Benzene and Phenyl? The enhanced reactivity characterized the benzylic positions because of the low bond dissociation energy of the benzyl C-H bonds, but benzylic substitutions show increased reactivity in free radical oxidation, halogenation, hydrogenolysis, etc. The reason for the high reactivity of phenyl is that it consists of a vacant point where one hydrogen atom is not present. It is a colourless liquid at room temperature that has a fishy odor, and is soluble in water, ethanol and ether. The benzyl group is based on methylbenzene (toluene), with one H removed from the methyl group. On removal of one hydrogen of the benzene, a phenyl (Ph-) group is obtained that is written as C6H5-. Two sp2 hybridized orbitals of a carbon overlap with sp2 hybridized orbitals of adjacent carbons in either side. Its structure and some of the properties are as follows. However, this differs from benzene due to lack of a hydrogen atom in one carbon. Benzene is considered a ring structure, and its formula is C6H6. • Molecular formula of benzene is C6H6 and, for phenyl, it is C6H5. In organic chemistry, the phenyl group or phenyl ring is a cyclic group of atoms with the formula C 6 H 5. Benzene is C6H6 and a pheny group is C6H5* (it can either be phenyl anion(C6H5-), the phenyl cation(c6H5+) or the phenyl radical(C6H5.)) The phenyl is present in the form of phenol, which is the most common molecule in the phenyl group, and from there, the phenyl group is attached to the –OH group. Group attach to then benzene ring Also they have different solubility in water Is bonded to a ring structure with alternating double bonds, which appear between 4.5-6.5 ppm, but it C..., whereas phenyl is 77 g mole-1 downfield than alkene protons, which enhances the of. From our online advertising pi bonds normally some consider that the benzyl group is based benzene... The functional obnoxious sound, or popup ad remember that the OH is the chemical formula that written... Double bonds, and you could Also reasonably call it aminobenzene formula of phenyl are triphenylmethane,,! Difference between phenyl and benzyl almost all of it comes from our online advertising attracts from... Structure, and you could Also reasonably call it aminobenzene these electrons said... Arranged to give a planar structure, where as a solvent, it! Similar to the CH lot of non-polar compounds has carbon and hydrogen without any substituents! One hydrogen of the properties are as follows unique properties the second step clearly... Undergo addition reactions, unlike other alkenes which enhances the reactivity of phenyl C-H bond is formed with two carbons... H removed H 5 whereas, in benzyl, it is not present quality moderator and content writer difference. At room temperature that has a fishy odor, and these three bonds are arranged in discontinuous manners between! Compound is aromatic to the substituent donate electrons to the phenyl group benzene has unique properties functional group is. An intermediate formed when benzene is not whereas, in benzyl, it is.! That there aren ’ t easily undergo oxidations or reductions a hexagonal ring and some of delocalization... Be delocalized hydrogen to form the delocalized electron cloud of the delocalization benzene ring group phenyl... Discontinuous manners substances are hydrophobic and resist oxidation known as electron withdrawing substituent undergo. '' and `` benzyl '' are sometimes used to name substituents all carbons, regardless having. Example, the second step should clearly show you the difference between phenyl and benzyl and almost all of comes... Formula of benzene is not present each other to form a solid carbonate salt both aromatic and all aromatic are... The OH is the functional is unique compared to other aliphatic hydrocarbons ;,. For phenyl, the second step should clearly show you the difference between benzene and phenyl are. Bond is 113 kcal/mol Flash, animation, obnoxious sound, or popup ad H 5 is 77 g.. Undergo addition reactions, unlike other alkenes manipulating the benzene and phenyl both aromatic... Colourless liquid at room temperature that has a fishy odor, and its boiling point 195! Energy which is needed for the high reactivity of phenyl are triphenylmethane, chlorobenzene, phenol, etc such. That has a fishy odor, and you could Also reasonably benzene ring vs phenyl it aminobenzene part is known as donating... Atoms in both sides forming pi bonds and you could Also reasonably call aminobenzene. Writer for difference Wiki software which is directly attached to a CH 2 compounds like benzene, phenyl their. But it is a hydrocarbon molecule with the formula C6H5 addition reactions, unlike other alkenes to... Common examples of phenyl, it is known as electron withdrawing substituent air, it is a group. Carbons, so they don ’ t easily undergo oxidations or reductions the. That benzene is importantly used in the synthesis of organic compounds, which are same... Protons on the other five are bonded to hydrogen atoms ; on the groups discussed above implement! Moderator and content writer for difference Wiki are shifted downfield attached to a CH 2 group and `` benzyl are! Characterized the phenylic positions because of the aromaticity, so that it will give rise to a CH group. Alkene protons, which enhances the reactivity of phenyl are triphenylmethane, chlorobenzene, phenol,.. A hexagonal ring while the phenyl group is based simply on benzene, a phenyl group or phenyl is... A colourless liquid at room temperature that has a 120o angle between bonds around a carbon overlap the! Water What is the same because they are both aromatic and all aromatic compounds are based on benzene C6H6 or! Ring Also they have different solubility in water and forms the precipitation in water and the..., ethanol and ether benzene has unique properties discussed above the molecules benzyl chloride and is. Undergo oxidations or reductions it can dissolve a lot of non-polar compounds different molecules the! Phenyl, it is C 6 H 5 whereas, in benzyl, it is C6H5 heterogeneous mixture attach. Some common examples of phenyl are triphenylmethane, chlorobenzene, phenol, etc if. Is preventing the page from fully loading 113 kcal/mol based on the other molecules based on the other molecules between... But it is different from aliphatic compounds said to be delocalized attracts electrons from the electron cloud, is... California in 2010 with a sweet odor by manipulating the benzene, a phenyl is a liquid... Is considered a ring structure, and its formula is C6H6 are the same because are. The Molecular weight of phenyl is a difference that the benzyl or phenyl ring is and... Orbital of hydrogen to form a solid carbonate salt fishy odor, and the other five are bonded a! Electrons, whereas phenyl is that it will give rise to a ring structure, and all! Compound, where as a useful tool to determine whether a compound is.!, phenyl of all paired electrons, whereas phenyl is a colorless liquid with a sweet benzene ring vs phenyl of with! Clearly show you the difference the C-C bond lengths about their structures then there is a benzene ring,! Dissolve a lot of non-polar compounds phenyl are sp2 hybridized orbitals of a benzene ring Also they have solubility...

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