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- Cembrene, C20H32, is a diterpenoid hydrocarbon isolated from pine resin. Cembrene has a UV absorption at 245 nm, but dihydrocembrene (C20H34), the product of hydrogenation with 1 equivalent of H2, has no UV absorption. On exhaustive hydrogenation, 4 equivalents of H2 react, and octahydrocembrene, C20H40, is produced. On ozonolysis of cembrene, followed by treatment of the ozonide with zinc, four carbonylcontaining products are obtained: Propose a structure for cembrene that is consistent with its formation from geranylgeranyl diphosphate.(a) What mass spectral fragments are formed by a cleavage of butan-2-ol, CH3CH(OH)CH2CH3?(b) What fragments are formed by dehydration of butan-2-ol?Account for the presence of peaks at mlz 135 and 107 in the mass spectrum of 4-me- thoxybenzoic acid (p-anisic acid). H,CO- -COH 4-Methoxybenzoic acid
- (a) What mass spectral fragments are formed by α cleavage of butan-2-ol, CH3CH(OH)CH2CH3? (b) What fragments are formed by dehydration of butan-2-ol?asssign mass spectra Peaks of o - and pMethoxyacetophenone.(b) The 1H-NMR spectrum of compound B, C5 H10 O2, consists of the following signals: 8 1.2 (d, 6H), 2.0 (s, 3H), and 5 (septet, 1H); contains an ester. Draw the structural formula of compound B. • You do not have to consider stereochemistry. • Explicitly draw all H atoms. ୫) C n ? ChemDoodle ® Show Hint
- Give the structures of the cycloadducts formed -SO₂Ph + PhH t. amb. ➤ A + Ph CO₂Me + с CO₂Me Ph BKetones undergo a reduction when treated with sodium borohydride, NaBH4. What is the structure of the compound produced by reaction of 2-butanone with NaBH4 if it has an IR absorption at 3400 cm-1 and M+=74 in the mass spectrum?TMS is usually used in NMR as a standard because it is soluble in a variety of solvents. It is, however, insoluble in D20. What is used as a standard in D₂0?@GMU 2020 O CDC13 O Acetone-d6 {CD3(C=O)CD3} O DSS {(CH3)3Si(CH2)3SO3¯Na*} O DMSO-d6 {CD3(S=O)CD3)
- Provide a structure for the given compound. molecular mass 101; -1. IR: 3397, 3200, 1655, 1622 cm¯¹; 13C NMR: 8 27.5, 838.0 (weak), 8 180.5 (weak). Draw the compound. Select / ||1||| Draw C H N Templates O More3. Isolation of a natural product gave a ketone of molecular formula C8H160. It was decided that this compound must have one of the structures (2 or 3) shown but previous work (pre-mass spectrometry) did not provide a clear distinction between them. The mass spectrum was determined and the base peak was at m/z 72. Deduce with reasoning the structure of the ketone (drawing out the key fragmentation processes to support your deduction). 3Reaction of BrCH2CH2CH2CH2NH2 with NaH forms compound W, which gives the IR and mass spectra shown below. Propose a structure for W.
