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.

Expert Solution

Molecular formula of starting (A) is C3H8O which fits for saturated alcohol and ether. Ether possibility ruled out as it’s oxidation less possible. The compound with C3H8O m.f. most probably an alcohol.

There are 2 possibilities i.e. 1-Propanol and 2-Propanol will give Propanal and Propan-2-one on oxidation respectively.

If oxidizing agent like Chromic acid used then 1-Propanol will be directly converted into Propanoic acid.

Given that the product of oxidation of (A) is (B) and (B) don not shows Tollen’s test which is characteristic test for aldehyde. Hence (B) is not aldehyde certainly. Carboxylic acid and ketones do not give Tollen’s test.

Now 2 possibilities are there

A is 1-Propanol and oxidized to Propanoic acid (B) using strong oxidizing agent. OR
A is 2-Propanol oxidized to 2-Propanone using mild oxidant like PCC.

Depending on this two structures for A and B proposed.

If A is 1-Propanol then B is Propanoic acid and
If A is Propan-2-ol then B is Propan-2-one

queen_honey_blossom answered 2 years ago

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...

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=

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.

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?

Broadband-decoupled CNMR spectra for three compounds with the molecular formula C3H8O are shown in Figure 23.15...

Broadband-decoupled CNMR spectra for three compounds with the molecular formula C3H8O are shown in Figure 23.15 (Mohrig 4th ed). Deduce the structure of each compound, estimate the chemical shift of each of its carbon atoms using the additive parameters in Table 23.3 and 23.4, and assin the NMR signals to their respective carbon atoms. The measured chemical shifts of the carbon atoms follow. (a) 10.2, 25.8,64.4 ppm, (b) 25.3, 64.2 ppm, (c) 15.0, 58.2, and 67.9 ppm

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)

The molecular formula of allicin, the compound responsible for the characteristic smell of garlic, is C6H10OS2. Part...

The molecular formula of allicin, the compound responsible for the characteristic smell of garlic, is C6H10OS2. Part A What is the molar mass of allicin? Express your answer using four significant figures. M = g/mol Part B How many moles of allicin are present in 5.50 mg of this substance? Express your answer using three significant figures. n = mol Part C How many molecules of allicin are in 5.50 mg of this substance? Express your answer using three significant figures. N = molecules Part D How...

What is the molecular formula of a compound that contains 39% C, 45% N, and 16%...

What is the molecular formula of a compound that contains 39% C, 45% N, and 16% H if 0.157 g of the compound occupies 125 mL with a pressure of 99.5 kPa at 22°C?

Write the molecular formula for a compound with the possible elements C, H, N and O...

Write the molecular formula for a compound with the possible elements C, H, N and O that exhibits a molecular ion at M+ =128.063. Exact Masses of the Most Abundant Isotope of Selected Elements Isotope Natural abundance (%) Exact mass 1H 99.985 1.008 12C 98.90 12.000 14N 99.63 14.003 16O 99.76 15.995 Molecular formula (In the order CHNO, with no subscripts)

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...

Question