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- Provide the product and mechanism for the reaction: ОН Cro, H,SO, H,0Aromatic substitution reactions occur by addition of an electrophile such as Br+ to an aromatic ring to yield an allylic carbocation intermediate, followed by loss of H+. Show the structure of the intermediate formed by reaction of benzene with Br+.Ethylene oxide is the starting material for the synthesis of 1,4-dioxane. Propose a mechanism for each step in this synthesis.
- Melamine, used as a fire retardant and a component of the writing surface of white boards, can be prepared from s-trichlorotriazine through a series of SNAr reactions with ammonia. The first substitution takes place rapidly at room temperature. The second substitution takes place near 100 °C, and the third substitution requires even higher temperature and pressure. Provide an explanation fatr this reactivity.Propose a synthesis for (Z)-9-tricosene (muscalure), the sex pheromone for the common housefly (Musca domestica), starting with acetylene and haloalkanes as sources of carbon atoms.Nonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.
- A step in a synthesis of PGE1 (prostaglandin E1, alprostadil) is the reaction of a trisubstituted cyclohexene with bromine to form a bromolactone. Propose a mechanism for formation of this bromolactone and account for the observed stereochemistry of each substituent on the cyclohexane ring. Alprostadil is used as a temporary therapy for infants born with congenital heart defects that restrict pulmonary blood flow. It brings about dilation of the ductus arteriosus, which in turn increases blood flow in the lungs and blood oxygenation.The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold Helminthosporium sativum, involves the following base treatment of a keto tosylate. What kind of reaction is occurring? How would you complete the synthesis?Propose structures for aromatic hydrocarbons that meet the following descriptions: (a) C9H12; gives only one C9H11Br product on substitution of a hydrogen on the aromatic ring with bromine (b) C10H14; gives only one C10H13Cl product on substitution of a hydrogen on the aromatic ring with chlorine (c) C8H10; gives three C8H9Br products on substitution of a hydrogen on the aromatic ring with bromine (d) C10H14; gives two C10H13Cl products on substitution of a hydrogen on the aromatic ring with chlorine
- What reagents are needed to synthesize the following bromides? Br Br Provide the major organic products obtained from the following reactions. a) SN1 CH;OH methanol b) DMF TsO Et CH;COONA SN2 Br, lightIdentify the reagents needed to carry out each reaction. HBr Br KOC(CH,b HO TSCI pyridine COTS TSOH Br NaH NBS H,0 Cl, HO Br Он CI HO..2. Synthesize the following from the indicated starting materials: a) MeO HO from OH b) NH₂ from diethyl malonate from ㅎ HO Ph NH₂ CN from OEt 요요 MeO from benzene OMe