Structures 1 and 2 are isomeric compounds with the molecular formula C10H16 and both afford 1-isopropyl-4-methylcyclohexane upon catalytic hydrogenation. However, upon ozonolysis followed by oxidative workup, each structure yields different products. Provide structures for 1 and 2 and explain your reasoning succinctly. 1 or 2 1 2 1.03 2. H₂02 H₂ Pd/C HO 1-isopropyl-4-methylcyclohexane 1.03 2. H₂O2 H3C OH + H3C 요요. OH + H3C. CH3 CH3 CH3 X OH

Sharpless epoxidation of allylic alcohol X forms compound Y. Treatment of Y with NaOH and C6H5SH in an alcohol–water mixture forms Z. Identify the structure of Y and draw a mechanism for the conversion of Y to Z. Account for the stereochemistry of the stereogenic centers in Z. Z has been used as an intermediate in the synthesis of chiral carbohydrates.

1,3,5,7-Cyclooctatetraene, CgHg, is an unusual hydrocarbon in that it reacts with exactly 2 equivalents of potassium to give A, CgHgK₂, which can be isolated as a white solid. A exhibits a single proton NMR signal. Draw the structure of A. 1,3,5,7-cycloctatetraene 2 K/THF C8H8K2 + H₂ A • Draw cations and anions in separate sketchers. Separate structures with + signs from the drop-down menu. ? n ChemDoodle®

f) Alkene X can be decomposed with hydrogen peroxide catalyzed by sodium tungstate to substance Q. This can be further degraded by iodoform reaction to substance R. Give the structures of substances Q and R. Xx S Na₂WO4 H₂O2 Q (C9H1603) 1: NaOH, 1₂ 2: H+ P₂O5 teplo - CHI3 R (C8H1404) P₂O5 teplo T g) The preparation of substance Q from substance X using hydrogen peroxide is a redox reaction. Identify the reductant and oxidant in this reaction, write the formal oxidation number to the atoms where it changes during the reaction and calculate the reaction. h) Substances Q and R undergo a reaction with phosphorous oxide under heating to form various products T and S. Determine the structure of substances T and S if you know their H NMR : 1H NMR (S): 2.2 (t, 2H); 1.8 (t, 2H); 1.3 (s, 6H). 1H NMR (T): 4.6 (d, 1H); 4.3 (d, 1H); 2.2 (t, 2H); 1.5 (t, 2H); 1.3 (s, 6H).

Alpha-phellandrene, C₁0H₁6, is a pleasant-smelling chiral compound that may be obtained from the leaves of eucalyptus trees. It has the molecular formula C₁0H16 and a UV absorption maximum at 263 nm. On hydrogenation with a palladium catalyst, an achiral hydrocarbon with the formula C₁0H20 is obtained. Ozonolysis of alpha-phellandrene, followed by treatment with zinc and acetic acid, produces the following two compounds: 0 || CH3C-CH 0 || ● Propose a structure for alpha-phellandrene. (+ || HCCH₂CHCH I CH(CH3)2 • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. n [ ]# ?

The following series of reactions will yield 2) CI-CH2-CH2-C6H5 1) CH3CH2SH + N2OH O 2-chloro-4-ethyl-benzenesulfonic acid O CH;CH2-S-CH2CH2C6H5 O ortho-chloro-ethyl-benzene O 1-phenyl-3-chloro-propane O CH3CH2-O-CH2CH2C6H5

Isoerythrogenic acid, C18H26O2, is an acetylic fatty acid that turns a vivid blue on exposure to UV light. On Catalytic hydrogenation over a palladium catalyst, five molar equivalents of hydrogen are absorbed, and stearic acid, CH3(CH2)16CO2H, is produced. Ozonolysis of isoerythrogenic acid yields the following products: formaldehyde, CH2O, malonic acid, HO2CCH2CO2H, adipic acid, HO2C(CH2)4CO2H, and the aldehyde carboxylic acid, OHC(CH2)6CO2H. Provide a structure for isoerythrogenic acid.

Please provide detailed solution... and gives explanation..

An optically active alkyne A (C10H14) can be catalytically hydrogenated to butylcyclohexane. Treatment of A with EtMgBr liberates no gas. Catalytic hydrogenation of A over Pd/C in the presence of quinoline poison and treatment of the product with O3 and then H2O2 gives an optically active tricarboxylic acid C8H12O6 (A tricarboxylic acids is a compound with three - CO2H groups.). Give the structure of A, and account for all observations.

Suggest a strategy for converting 1-methylcyclohexene into 1-cyclohexylmethanol. Provide the structures for the major organic products frormed in each step.