Question

In: Chemistry

Compound A has the molecular formula C11H12O. It gives a positive reaction with 2,4‐dinitrophenylhydrazine, but a...

Compound A has the molecular formula C11H12O. It gives a positive reaction with 2,4‐dinitrophenylhydrazine, but a negative result with a Tollens’ test. Treating compound A with LiAlH4 followed by dilute acid produces compound B, C11H14O, which can be resolved into enantiomers. When optically active compound B is oxidized by K2Cr2O7/H2SO4 solution, an optically inactive sample of compound A is produced. Heating compound A in basic hydrazine solution gives compound C, C11H14. Compound C does not decolorize a solution of bromine in CCl4, but heating compound C in basic KMnO4 solution produces compound D: Give possible structures for compounds A, B, and C. Explain how you deduced those structures.

Solutions

Expert Solution


Related Solutions

Compound A with the molecular formula (C3H8O) on oxidation gives compound B, which does not undergo...
Compound A with the molecular formula (C3H8O) on oxidation gives compound B, which does not undergo Tollen’s test. Give the condensed structural formula for compound A. Give the IUPAC name for compound A. Spell out the full name of the compound. Give the condensed structural formula for compound B.
A compound gives no reaction on the silver nitrate test( it was hexane), a positive on...
A compound gives no reaction on the silver nitrate test( it was hexane), a positive on 2,4-dnp test(Acetone and butanal), a negative test on the tollens test(acetone), and a negative on brominating test(hexane). what is the compound type?
Determine the empirical formula for each compound from the molecular formula. molecular formula=C3H6 empirical formula= molecular...
Determine the empirical formula for each compound from the molecular formula. molecular formula=C3H6 empirical formula= molecular formula=C6H12O6 empirical formula=
2,4-Dichlorophenoxyacetic acid ("2,4-D") is a widely used herbicide with the molecular formula C8H6Cl2O3. The pKa of...
2,4-Dichlorophenoxyacetic acid ("2,4-D") is a widely used herbicide with the molecular formula C8H6Cl2O3. The pKa of 2,4-D is 2.73. A certain water-based herbicide product contains 110 gL−1 of 2,4-D. What is the pH of the 2,4-D solution?
How is the formula for an ionic compound similar to the empirical formula for a molecular...
How is the formula for an ionic compound similar to the empirical formula for a molecular compound?
A compound of molecular formula C7H13Br is a tertiary bromide, is optically inactive, and has one...
A compound of molecular formula C7H13Br is a tertiary bromide, is optically inactive, and has one primary carbon atom. C7H13Br is inert to catalytic hydrogenation. C7H13Br is reacted with another unknown compound. Thin-layer chromatography of the product mixture shows that two products are formed. GC analysis shows that the two products are formed in unequal amounts. Upon isolation from each other via distillation, both isolated products are optically inactive. Both products de-colorize molecular bromine. Answer questions a-c below. a. Based...
A compound has a molecular formula of C4H6O2 and exhibits the following 13C NMR spectrum. δ...
A compound has a molecular formula of C4H6O2 and exhibits the following 13C NMR spectrum. δ 51.32, 44.17 Which of the compounds listed below would be consistent with this structure? A compound has a molecular formula of C5H8O2 and exhibits the following 13C NMR spectrum. δ 199.83, 197.54, 29.22, 23.70, 6.95 Which of the compounds listed below would be consistent with this structure? A compound has a molecular formula of C4H6O2 and exhibits the following 13C NMR spectrum. δ 51.32,...
a compound with molecular formula c8h6o2 has an intense signal at 1696 cm-1 in its ir...
a compound with molecular formula c8h6o2 has an intense signal at 1696 cm-1 in its ir spectrum and only two signals in its 1H NMR spectrum (singlets at 10.14ppm and 8.05ppm). Draw the structure of the compound.
Compound A and compound B both have molecular formula C6H12. Both compound produce epoxides when treated...
Compound A and compound B both have molecular formula C6H12. Both compound produce epoxides when treated with MCPBA. The epoxide resulting from compound A was treated with aqueous acid (H3O+) and the resulting diol has no chirality centers. Propose two possible structures for compound A. The epoxide resulting from compound B was treated with (H3O+) and the resulting diol was a meso compound. Draw the structure of compound B.
Determine the Molecular formula of a compound that is 42.1% C, 6.49% H, and 51.4% O....
Determine the Molecular formula of a compound that is 42.1% C, 6.49% H, and 51.4% O. The molecular weight is 342.5 g/mol. (Hint, do not round in the pseudoformula)
ADVERTISEMENT
ADVERTISEMENT
ADVERTISEMENT