Concept explainers
Interpretation: The stepwise mechanism for the formation of flexibilene from diphosphate and isopentenyl diphosphate is to be drawn. The unusual about the cyclization that forms
Concept introduction: Terpenes are naturally occurring compounds that are present in plants and animals. Terpenes contain one or more isoprene units. Terpenoids are derivatives of terpenes with oxygen containing
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Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
- In the chemical synthesis of DNA and RNA, hydroxyl groups are normally converted to triphenylmethyl (trityl) ethers to protect the hydroxyl group from reaction with other reagents. Triphenylmethyl ethers are stable to aqueous base but are rapidly cleaved in aqueous acid. (a) Why are triphenylmethyl ethers so readily hydrolyzed by aqueous acid? (b) How might the structure of the triphenylmethyl group be modified to increase or decrease its acid sensitivity?arrow_forwardDraw the organic products formed when cyclopentene is treated withfollowing reagent. [1] OsO4 + NMO; [2] NaHSO3, H2Oarrow_forwardEast Indian sandalwood oil contains a hydrocarbon given the name santene (C9H14). Ozonolysis of santene gives the compound shown. What is the structure of santene?arrow_forward
- a-phellandrene and ß-phellandrene are two isomeric diene-containing terpene compounds isolated from eucalyptus plants that are used in fragrances due to their minty and citrusy odors. Use these two compounds to answer the following two questions: a. The addition of 1 equivalent of bromine at room temperature to the phellandrenes will give three possible di-brominated products. Select either a- or ß-phellandrene for this question and draw it in the left box - you can answer this question with either isomer. Draw all three products in the colored boxes depicted - you do not need to depict newly formed stereocenters or show mechanisms. OR a-phellandrene B-phellandrene product 1 select either a- or B-phellandrene product 2 Br₂ room temperature 3 possible products (see below) product 3arrow_forwardAnswer the following questions related to organic reactions a) Identify the nucleophile, electrophile and leaving group when bromocyclohexane reacts with sodium cyanide. b) Draw the expected product(s) resulting from the following SN2 reaction: 3-iodoheptane and KOH c) Draw the expected product(s) resulting from the following SN1 reaction: 1-chloro-1-phenylethane and (CH3)2NHarrow_forwardDraw the structure of each product from the reaction of benzene with 2-chloro-1-methylcyclohexane using AlCl 3 as the catalyst and Identify the major product.arrow_forward
- Phosgene (COCl2) was used as a poison gas in World War I. Draw the product that would be formed from the reaction of phosgene with excess of methylamine.arrow_forwardWyerone, a compound found in broad beans, has antifungal properties. A Wyerone Identify a trans and a cis alkene in wyerone. Explain the distinction. Draw the product that would be formed by addition of Br2 to the double bond labelled A. Draw the product formed by addition of H2 to wyerone using Lindlar's catalyst. Draw the product formed by addition of excess H2 to wyerone using Pd metal as catalyst.arrow_forwardOne compound that contributes to the “seashore smell” at beaches in Hawai‘i is dictyopterene D', a component of a brown edible seaweed called limu lipoa. Hydrogenation of dictyopterene D' with excess H2 in the presence of a Pd catalyst forms butylcycloheptane. Ozonolysis with O3 followed by (CH3)2S forms CH2(CHO)2, HCOCH2CH(CHO)2, and CH3CH2CHO. What are possible structures of dictyopterene D'?arrow_forward
- What is the structural requirement for a substance to react with ammoniacal AgNO3? Why would acetylene react with Tollen's reagent but not cyclohexane or cyclohexene?arrow_forwardProstaglandins are a class of eicosanoids, fatty acid derivatives involved in a variety of important phenomena, including fever, inflammation, and pain. The first step in prostaglandin synthesis involves the conversion of the 20-carbon fatty acid arachidonic acid to PGG2 by the enzyme prostaglandin endoperoxide synthase, or cyclooxy: Ibuprofen is one of several inhibitors of cyclooxogenase used therapeutically. Arachidonic acid 20₂ 0.5 1.0 1.5 2.5 3.5 cyclooxrygenase PGG₂ JOH محمد The following kinetic data were obtained for the enzyme cyclooxygenase in the absence of any inhibitor (1), and in the presence of ibuprofen (2) at a concentration of 48 [arachidonic acid] (uM) (1) v(uM/min) (2) v(uM/min) 23.5 32.2 36.9 41.8 44.0 16.67 25.25 30.49 37.04 38.91 Ibuprofen A. Plot the data in standard Michaelis-Menten form as well as in double-reciprocal form. B. Determine Vmax and Km for the enzyme. C. Based on this limited data set, what type of inhibition does ibuprofen likely exhibit?…arrow_forwardAn unknown compound A of molecular formula C10H18O reacts with H2SO4 to form two compounds (B and C)of molecular formula C10H16. B and C both react with H2 in the presence of Pd-C to form decalin. Ozonolysis of B forms D, and ozonolysis of C forms a diketone E of molecular formula C10H16O2. Identify the structures of compounds A, B, C, and E.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning