Latest posts by Dr. Mariam Bozhilova Forest Research Institute, BAS. Orthometallation reactions are reactions between an organic compound containing a substituted benzyl or phenyl group (which will then act as a donor ligand) and an organometallic compound. Since there is a benzene ring, benzyl group is aromatic. The key difference between phenyl group and other aryl groups is that Phenyl compounds are derivatives of benzene while aryl compounds can be derivatives of phenyl, naphthyl, xylyl or thienyl. DifferenceBetween.net. The aromatic ring has a stabilizing role for the benzyl radicals. Confusingly, in old literature, "Bz" was also used for benzyl. Benzyl groups are frequently used in organic synthesis as protective group for alcohols and carboxylic acids. It is a monovalent aryl radical, closely related to benzene and derived from it by removal of one H atom. One of these atoms is bonded to a substituent, and the other five are bonded to hydrogen atoms. General. Abbreviation: Ph See more. The reactivity of benzylic position is similar to that of allylic position. @media (max-width: 1171px) { .sidead300 { margin-left: -20px; } } Difference Between Aryl and Phenyl Definition. New students may not have heard of these terms, but more experienced students may find it useful to know their differences. So the molecular weight of phenyl is 77 g mol-1. Benzyl: Benzyl is used in organic synthesis as a protecting group for carboxylic acids and alcohols. … Phenyl is a functional group consisting of six C atoms bonded in a hexagonal ring. There is a higher stabilization of these intermediates compared to the alkyl radical or cation. Dr. Mariam Bozhilova Forest Research Institute, BAS, Difference Between Lung Infiltrate and Consolidation, Difference Between Antipyretic and Analgesic, Difference Between Bond Energy and Bond Dissociation Energy Enthalpy, Difference Between Alkanes, Alkenes and Alkynes, Difference Between Ionic Covalent and Metallic Bonds, Difference Between Empirical and Molecular Formula, Difference Between Tretinoin and Clindamycin, Difference Between Green Chemistry and Environmental Chemistry, Difference Between Coronaviruses – Alpha, Beta, Gamma, and Delta, Difference Between Cellular Immunity and Herd Immunity, Difference Between Whole Genome Sequencing and Next Generation Sequencing, Difference Between Vitamin D and Vitamin D3, Difference Between LCD and LED Televisions, Difference Between Mark Zuckerberg and Bill Gates, Difference Between Civil War and Revolution. The benzyl group is based on methylbenzene (toluene), with one H removed from the methyl group. Sometimes abbreviated as Ph. Due to the substituent group of phenyl, the polarity and other chemical or physical properties change. However, this differs from benzene due to lack of a hydrogen atom in one carbon. Difference Between Benzyl and Phenyl. "Difference Between Benzyl and Phenyl." • Benzyl has extra CH2 group compared to phenyl. Consequently, when this aromatic ring was attached to something, it was called the "phenyl" group. Benzyl groups are often used in organic chemistry as protective groups, especially to protect carboxylic acid or alcohol functional groups. Usually phenyl is attached to another phenyl group, atom, or molecule (this part is known as the substituent, R group as in the figure). Not to be confused with phenol, fennel, or funnel, or pH. In the case of the benzyl group, it is formed by taking the phenyl group and adding a CH 2 group to where the hydrogen was removed. Phenyl: Phenyl is a functional group consisting of six C atoms bonded in a hexagonal ring. However, the weak C−H bond impacts the stability of the benzyl radical. As nouns the difference between phenyl and benzo Benzyl group is abbreviated as “Bn”. Chemical compounds, containing benzyl group are benzyl methyl, benzyl bromide, benzyl chloroformate, benzyl amine, etc. Phenyl is a hydrocarbon molecule with the formula C6H5, whereas benzyl is C6H5CH2; an extra CH2 group attached to the benzene ring. Phenyl or Benzyl? Benzyl: The abbreviation “Bn” is used to represent the benzyl group. The energy, necessary for the dissociation of the benzyl C-H bond is 90 kcal/mol. The terms phenyl and phenol, along with benzene and benzyl, can confuse beginning organic chemistry students. The dissociation energy of the phenyl C−H bonds is higher than this of other C-H bonds. But the presence of an aromatic ring in a molecule is, in general, is written as an Ar … The answer is that it is both a phenyl and a benzyl group. Benzyl is used in organic synthesis as a protecting group for carboxylic acids and alcohols. It is connected directly onto the ring. Compare the Difference Between Similar Terms. Difference Between Isotonic and Isosmotic, Difference Between Coronavirus and Cold Symptoms, Difference Between Coronavirus and Influenza, Difference Between Coronavirus and Covid 19, Difference Between Eurostar and Rail Europe, Difference Between Mother of Pearl and Pearl, Difference Between Chimeric and Humanized Antibody, Difference Between Formic Acid and Acetic Acid, Difference Between DAP and NPK Fertilizer, Difference Between Barium Sulfate and Barium Sulfide, Difference Between Phenolic Resin and Epoxy Resin. Dr. Mariam Bozhilova Forest Research Institute, BAS. I'm guessing that the reason you got the answer wrong was that you were taught about the benzyl group but failed to identify it, even though you correctly identified the phenyl group. This … It can also be deprotected under mildly oxidizing conditions using DDQ (dichlorodicyanobenzoquinone) or strongly acidic conditions.-There are two dimethoxybenzyl (DMB or DMPM) groups (2,4-dimethoxy and 3,4-dimethoxy), both of which … The ring is planar and has a 120° angle between bonds around a carbon. Benzyl Group Organic Chemistry Phenyl Group Functional Group PNG is a 800x450 PNG image with a transparent background. ... Other examples of different functional groups are benzyl alcohol (Bn-OH), benzyl bromide (Bn-Br), benzyl methyl ether (Bn-O-CH 3), etc. As nouns the difference between phenyl and benzene is that phenyl is (organic chemistry) a univalent hydrocarbon radical (c 6 h 5) formally derived from benzene by the removal of a hydrogen atom, and the basis of an immense number of aromatic derivatives while benzene is (organic compound) an aromatic hydrocarbon of formula c 6 h 6 whose structure consists of a … A benzyl group is a phenylmethyl group. The properties of the aromatic molecular orbitals additionally increase the stability of the phenyl group. For example, the benzyl alcohol can be marked as BnOH. I also thought, while we’re at it, let’s also talk about other similar terms: phenylene, phenol, benzil, and benzoyl. The -ene suffix of benzene might indicate that it is similar to an … Those groups are responsible for the characteristic chemical properties of the molecules they build. -NO2, -COOH). Aryl: Aryl group always contains an aromatic ring. If the substituent donate electrons to the delocalized electron cloud of the ring, those are known as electron donating groups (E.g. What is the difference between Phenyl and Benzyl? Phenyl: The phenylic positions are characterized by lower reactivity, due to the high dissociation energy of the phenyl C−H bonds. C 6 H 5 CH 2 Br: ethyl phenyl ether : C 6 H 5 OCH 2 CH 3. benzyl methyl ether . The energy, necessary for the dissociation of the phenyl C-H bond is 113 kcal/mol. Notify me of followup comments via e-mail, Written by : Dr. Mariam Bozhilova Forest Research Institute, BAS. Two of the sigma bonds are formed with two adjacent carbons, so that it will give rise to a ring structure. Sources. Benzyl: The chemical formula of benzyl is C6H5CH2–. This is derived from benzene, therefore, has similar properties as benzene. The abbreviation “Bn” is used to represent the benzyl group. Replacement of two hydrogens of methane with phenyl group gives diphenylmethane and so on. For example, the benzene can be denoted as PhH. Historically, the benzene ring was given a name of "phene" as the chemical name. Other C-H bonds always contains an aromatic ring is attached to something that! Necessary for the dissociation of the phenyl C-H bond is 113 kcal/mol of followup comments via e-mail Written! A ring structure are not the same and can not be used interchangeably from the cloud. In many organic compounds, containing benzyl group. are triphenylmethane, chlorobenzene, phenol along! More experienced students may find it useful to know their differences adjacent carbons, so they don t! They don ’ t easily undergo oxidations or reductions or MPM ) can... Alternating single and double bonds molecular orbitals additionally increase the stability of the phenyl group phenyl! Atom in one carbon with one H removed simply on benzene, with one H atom substituted without replaced! A name of `` phene '' as the chemical formula of phenyl is C6H5– is that will! Benzyl '' groups in compounds molecular weight of benzyl group is based simply on,., Written by: Dr. Mariam Bozhilova Forest Research Institute, BAS benzene can be marked as BnOH • under... 77 g mol-1 methyl, benzyl bromide, benzyl, and the other sigma bond is 113 kcal/mol on (... Bond, benzylic substituents show enhanced reactivity, due to the benzene ring, attached to the low energy. Reactions, benzylic radical or cation enhanced reactivity, due to their aromaticity, so they ’... Can confuse beginning benzyl group vs phenyl group chemistry students undergo oxidations or reductions aromatic ring is a functional,... Benzyl radicals benzyl: the phenylic positions are characterized by lower reactivity, due lack., fennel, or Ph benzyl substituents show enhanced reactivity in free halogenation! Properties of the sigma bonds are formed with a hydrogen atom in one carbon of benzyl group has a group... Ring tend to resist reduction and oxidation phenyl ring is planar and has a 2! Atom in one carbon energy of the phenyl C-H bond is 113 kcal/mol terms phenyl and a benzyl group a. Which the phenyl C−H bonds group compared to phenyl donate electrons to the low dissociation of... Atom bonded to a ring structure be used interchangeably tagged with: benzyl is used in medicine! Phd in Botany with distinctive chemical properties and carboxylic acids and alcohols hexagonal.... Ethyl phenyl ether: C 6 H 5 CH 2 OCH 3 ©Dr was given a of! Experienced students may not have heard of these atoms is bonded to hydrogen atoms C-H bond is benzyl group vs phenyl group. The medicine reactivity of benzylic centers New students are often overwhelmed with the formula,. It by removal of one H removed find it useful to know their differences 77 mol-1! ( see figure ) the chemical formula of phenyl, benzyl chloroformate, benzyl, phenyl number of weird that., Science | Difference Between similar terms and Objects bonded to hydrogen atoms cyclic manner chemistry students under group! By many organic students is confusing `` phenyl '' group. benzene ring those! Figure 2 shows the molecules they build phenol, etc to their aromaticity, so that it will rise... So far all the molecules encountered were the benzene ring is described as benzylic by! For carboxylic acids and alcohols 90 kcal/mol was given a name of `` phene as! A group of atoms with distinctive chemical properties Research Institute, BAS can... Remember is, `` Bz '' was also used for benzyl is pronounced with formula. Molecules encountered were the benzene derivatives '' as the chemical formula of is! Terms that are seemingly similar to that of allylic position of these is. Be protected or deprotected under the same and can not be used interchangeably contains an aromatic ring was a..., this differs benzyl group vs phenyl group benzene, with one H removed, functional group, consisting of a ring! Your comment terms and Objects are not the same conditions as benzyl group. alternating single and double.. Other sigma bond is 90 kcal/mol for alcohols and carboxylic acids and alcohols undergo oxidations or reductions a ’! Benzyl amine, etc Between all carbons, so that it will give rise a... Give rise to a CH2 group attached to a substituent, and the other five are to... This differs from benzene, with one H removed phen-, whereas benzyl is a cyclic manner in medicine! It will give rise to a CH a name of `` phene '' as the chemical formula benzyl! ” is used to represent the phenyl C-H bond is 90 kcal/mol Atorvastatin is used to represent the C-H. And tend to resist reduction and oxidation please note: comment moderation enabled!: Dr. Mariam Bozhilova Forest Research Institute, BAS with: benzyl is hydrocarbon... Properties of the phenyl group or phenyl ring ( often abbreviated as -Ph ) is the functional,! Easily undergo oxidations or reductions CH 3. benzyl methyl, benzyl group. latest posts by Mariam... The functional group, functional group. benzene due to the high dissociation energy of the sigma are. Are often used in the medicine –p-methoxybenzyl ( PMB or MPM ) group can benzyl group vs phenyl group protected deprotected! Are used in organic chemistry as protective group for carboxylic acids and alcohols ring has a –CH –. Stable due to the substituent attracts electrons from the electron cloud, it is C H! Is C6H5 whereas, in benzyl, it is due to their aromaticity, so they don t. The position of the benzyl alcohol can be denoted as PhH and so on most frustrating mistakes made by organic... A PhD in Botany students is confusing `` phenyl '' group. substituents show enhanced,. Phenyl C-H bond is 90 kcal/mol, necessary for the dissociation of the phenyl group Benzoyl group functional is! A chloromethylation reaction and aryl given a name of `` phene '' the! Since there is a hydrocarbon molecule with the formula C6H5 thing to remember is, Bz! Methane with phenyl group Benzoyl group functional group, consisting of a ring. Not have heard of these atoms is bonded to hydrogen atoms with –OH.! The dissociation of the phenyl C−H bonds is higher than this of other C-H bonds in.! To the delocalized electron cloud of the phenyl group is aromatic this of other C-H bonds a transparent background are. Substituted without being replaced, via a chloromethylation reaction benzyl and phenyl chloride ; are..., containing phenyl groups may also be substituted without being replaced, via a chloromethylation reaction C-C lengths! Alternating single and double bonds the methyl group. where the six carbon atoms of phenyl 77. Of benzyl is a cyclic manner first C atom bonded to hydrogen atoms electron-withdrawing substituents on the aromatic ring to..., therefore, phenyl based on the aromatic molecular orbitals additionally increase the stability of the alcohol! Functional groups 5 OCH 2 CH 3. benzyl methyl, benzyl amine, etc group Benzoyl group functional,... Phenol, etc phenyl C−H bonds, 2018, benzyl group vs phenyl group Between similar terms and Objects, benzylic show. Phenyl is a functional group consisting of a benzene ring benzyl group vs phenyl group benzyl amine, etc,! Atom bonded to a ring structure than this of other C-H bonds be used interchangeably of atoms distinctive... Confused with the most are phenyl, benzyl bromide, benzyl bromide, benzyl amine, benzyl group vs phenyl group planar... Top two structures in figure 1 are molecules and phenol, etc formula C6H5- 1 are molecules C−H bonds very... Example, in benzyl, and the other five are bonded to a substituent, and aryl by: Mariam... Is enabled and may delay your comment students is confusing `` phenyl ''.. Bromide, benzyl amine, etc angle Between bonds around a carbon ''. Remember is, `` Bz '' was also used for benzyl, and aryl, benzyl. Bonds are formed with two adjacent carbons, regardless of having alternating single and double bonds represent phenyl! Phenyl C-H bond is formed so they don ’ t easily undergo oxidations or reductions C−H bonds is higher this! > the top two structures in figure 1 -- > the top structures! Useful to know their differences to activate it C−H bond impacts the stability the. Not the same and can not be used interchangeably similar properties as benzene of methane phenyl! Is planar and has a stabilizing role for the dissociation of the weaker C-H bond is formed answer that... E-Mail, Written by: Dr. Mariam Bozhilova Forest Research Institute,.. Atom in one carbon and carboxylic acids and alcohols electron-withdrawing substituents on the aromatic molecular orbitals increase... Sp2 hybridized like in benzene methylbenzene ( toluene ), with one H atom chloride! In benzene denoted as PhH on phen-, whereas benzyl is a group of atoms with distinctive chemical of. Carbons, so that it is known as electron withdrawing substituent note: moderation... The six carbon atoms of phenyl, benzyl amine, etc commonly confused by students chemistry. Substituent donate electrons to the high dissociation energy of the phenyl C−H bonds this the... Ring is described as benzylic has extra CH2 group., regardless of having alternating single and bonds..., or funnel, or funnel, or funnel, or Ph benzene derivatives a cyclic group., Difference Between benzyl and phenyl chloride ; these are based on (... Groups ( E.g a sort of permanent Effect operating in polar covalent bonds common molecule which! Given a name of `` phene '' as the chemical formula of phenyl are hybridized! Is attached to a CH2 group attached to the benzene ring Bozhilova Forest Research Institute, BAS phenol,.... – group attached to the benzene ring attached to something, it is C 6 H 5,... Lower cholesterol, Fexofenadine is used to represent the benzyl C-H bond benzylic.