Review 1. 2. 3. 3-ethyl,6-methyl nonane 2, 7, 8-Trimethyldecane 2, 3 Dimethylhexane cpomunsod compounds nadidtoi necariotn Addition Reaction NSUBOITUTI TBONICTAER Subtitution Reaction BENZENE QUARTER 1- WEEK 7 Definition of Terms Addition reaction- two or more molecules combine to form a larger one. Aromaticity- cyclic conjugated organic compounds such as benzene, that exhibit special stability due to resonance delocalization of πelectrons. Aromatic compounds- Any substances whose molecules have benzene rings and whose rings give substitution reactions instead of addition reactions. Conjugation- series of overlapping p-orbitals. Derivative- is a compound that is derived from a similar compound by a chemical reaction. Substitution reaction- is a chemical reaction during which one functional group in a chemical compound is replaced by another functional group. BENZENE Benzene or benzol, which was first identified by Michael Faraday in 1825, is an organic chemical compound with a molecular formula C6H6. BENZENE It is the typical example of an aromatic compound. It is a colorless, carcinogenic, flammable liquid with a characteristic odor. BENZENE A benzene ring is relatively stable because of π-electron delocalization. Benzene and many other aromatic hydrocarbons are obtained from petroleum and coal tar. REACTIONS OF BENZENE Most of the reactions that benzene undergoes are substitution reactions in which the hydrogen atoms on the ring are replaced by other atoms or groups. For example, the usual reaction of benzene with bromine is a substitution reaction (not an addition reaction). NOMENCLATURE OF BENZENE 1. - Monosubttituted When one of the positions on the ring has been substituted with another atom or group of atoms, the substituent is indicated by a prefix to the word benzene. Give the Common Name of the Following Example Xylene Toluene Phenol Give the Molecular Formula of the Following Example C6H5CH2CH3 C6H5CH3 C6H5OH NOMENCLATURE OF BENZENE Disubtituted - When two or more groups are attached to the benzene ring, both what they are and where they are must be specified. 2. Ortho, Meta, and Para are terms for 1,2, 1,3-, and 1,4 relationships that are used in naming disubstituted benzenes. Try This! m – dinitrobenzene Or 1, 3- dinitrobenzene o- dichlorobenzene Or 1, 2- dichlorobenzene Ortho-bromochlorobenzene Para-bromrnitrobenzene NOMENCLATURE OF BENZENE A disubstituted benzene is usually named as a derivative not of benzene but of a monosubstituted benzene when the latter has a common name, like toluene or aniline. Then the o-, m-, or p- designations are used to specify relative positions of the two groups. For example. Another Example m-Nitrotoluone m-Chlorophenol NOMENCLATURE OF BENZENE 4. Trisubtituted -We cannot use the ortho, meta, or para designations with sufficient precision to make an ambiguous name. We must now use numbers assigned to ring positions in such a way as to use the lowest numbers possible. Examples 3-Iodo-5-nitrophenol NOMENCLATURE OF BENZENE 4. Phenyl Group -When the benzene ring is a substituent of a parent chain. The benzene ring is regarded as a substituent when the parent chain has greater than six carbons. Another Example 1-Phenyloctane 1-methylbutylbenzene Let’s Review! 1. What are the 3 prefixes we used when naming disubtituted benzene? Answer: ortho, meta, and para 2. Distinguish if the given example is monosubtituted, disubtituted and trisubtituted benzene. monosubtituted Disubtituted Application Do you know that Benzene is used in various industrial processes such as in the manufacture of; Lubricants Plastics and Rubbers Medicines Evaluation What is the name of the given compound? a) Nitrogenbenzene b) Nitrobenzene c) Nitrooxygenbenzene d) Nitricbenzene B. What prefixes are used in naming a 1, 3 disubstituted benzene? a) Ortho b) Meta c) Para d) Tri B It is the typical example of an aromatic compound. It is a colorless, carcinogenic, flammable liquid with a characteristic odor. a) Benzene b) Benzine c) Phenyl d) Phenol A What is the molecular formula of Iodobenzene? a) C6H5I b) C6H6I c) C6H5Io d) C6H6Io A When the benzene ring is a substituent of a parent chain, it is referred to what group? a) Benzene group b) Ethyl group c) Phenyl group d) Phenol group C How will you name a bromine attached to 1, 4 benzene group? a) 1, 4 p - bromobenzene b) 1, 4 m- bromobenzene c) 1, 4 o- bromobenzene d) 1, 4 b- bromobenzene A Which of the following is NOT considered as one of the use of benzene? a) It is used in degreasing of metal. b) It is used for manufacturing of nylon fibers. c) It is used in the preparation of benzyl. d) It is used in the manufacture of other chemicals C Which of the following example is NOT a property of benzene? a) It is immiscible in water but soluble in organic solvents. b) It is a colourless liquid and has an aromatic odor. c) It has a density of 0.87g cm-3. It is lighter than water. d) It is not highly inflammable and burns with a sooty flame. C What is the name of the given example? a)1, 4 dichlorobenzene b)1, 4 p- dichlorobenzene c)1, 4 m- dichlorobenzene d)1, 4 o- dichlorobenzene C What is the general formula of benzene? a) CnH2n-6 b) CnH2n c) CnH2n-2 d) CnH2n+2 A Preservation Assignment For your assignment, give at least 5 examples of chemicals used in preserving foods.