Question: Compound A, C7H12, was found to be optically active. On catalytic reduction over a palladium catalyst, 2 equivalents of hydrogen were absorbed, yielding compound B,

Compound A, C7H12, was found to be optically active. On catalytic reduction over a palladium catalyst, 2 equivalents of hydrogen were absorbed, yielding compound B, C7H16. On ozonolysis of A, two fragments were obtained. One fragment was identified as acetic acid. The other fragment, compound C, was an optically active carboxylic acid, C5H10O2. Write the reactions, and draw structures for A, B, and C.

Step by Step Solution

★★★★★

3.36 Rating (168 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock

CH3 CH3CCCHCHCH3 ... View full answer

Question Has Been Solved by an Expert!

Get step-by-step solutions from verified subject matter experts

Step: 2 Unlock

Step: 3 Unlock

Document Format (1 attachment)

22-C-O-S (183).docx

120 KBs Word File

Students Have Also Explored These Related Organic Chemistry Questions!

Compound A, C6H12O2, was found to be optically active, and it was slowly oxidized to an optically active carboxylic acid B, C6H12O3, by +Ag(NH3)2. Oxidation of A by anhydrous CrO3 gave an optically...

The edge of a cube was found to be 30 cm with a possible error in measurement of 0.1 cm. Use differentials to estimate the maximum possible error, relative error, and percentage error in computing...

Question 2 i) draw the structure of (3E,5Z)-2-methyl-3-bromo-1,3,5-heptatriene ii) draw the most stable chair conformation of tans-1-ethyl-3-methylcyclohexane iii) Compound A (C7H12) was found to be...

Until the discoveries of Werner, it was thought that the presence of carbon in a compound was required for it to be optically active. Werner prepared the following compound containing OH- ions as...

An acyclic organic compound with the formula C 6 H 12 O is found to be optically active, does not decolorize Br 2 (in CCl 4 ), and does not undergo reaction when treated with a mixture of Na 2 Cr 2 O...

A sample of lactic acid (CH 3 CH(OH)COOH) was extracted from a natural source and found to be optically active. It was then subjected to two reactions, as shown below. Sample 1 was optically active...

Compound A is a d-aldopentose. When treated with sodium borohydride, compound A is converted into an alditol that exhibits three signals in its 13C NMR spectrum. Compound A undergoes a...

Compounds A through H are isomeric bromoalkanes with the molecular formula C5H11br. With your team, draw all eight constitutional isomers. Indicate any stereo-center) (s), but do not label it (them)...

Below is compound A that Prof. Nitz has been investigating for its involvement in bacterial phagocytosis. The carbon labelled 1 in compound A is best described as: A) optically active. B) a chirality...

A: Compute the output y[n] of an LTI system when the input x[n] and the impulse response h[n] are as below. Use discrete convolution. B: Based on given h[n], is this LTI system stable? Explain. C: Is...

39. A student titrated a 10.0 mL sample of nitric acid with a 1.50 mol/L sodium hydroxide solution in the presence of an indicator. Calculate the concentration in mol/L of the nitric acid using the...

If an employee generates a much higher percentage of uncollected sales than his coworkers, what type of scheme might he be committing? Question 1 8 options: Commission scheme Sales skimming Multiple...

A planned factory expansion project has an estimated initial cost of $800,000. Based on a discount rate of 20 percent, the present value of the future cost savings from the expansion is $843,000....

The speed of a runner increased steadily during the first three seconds of a race. Her speed at half-second intervals is given in the table. Find lower and upper estimates for the distance that she...

Wilson, Inc., has a project with an expected cash inflow of $1 million at the end of Year 5. Wilson has a second project with an expected cash inflow of $200,000, to be received at the end of each...

The income statement for Lillys Company for the year ended June 30, 2010, showed sales of $50,000. During the year, the balance in accounts receivable increased by $7,500. What adjustment to net...

Schaefer Organic Farms purchased a new tractor at a cost of $80,000. Annual operating cash inflows are expected to be $30,000 each year for four years. At the end of the tractors useful life, the...

Predict the products and write a balanced molecular equation for each reaction. If no reaction occurs, write NO REACTION. a. HSO4(aq) + HNO3(aq) b. Cr(NO3)3(aq) + LiOH(aq) - c. aqueous strontium...

Outline a synthesis for each of the following compounds from the indicated starting material and any other reagents: (a) (b) (c) SC2Hs from pyridine C-O CH CH,CH, from furfural (furan-2-carbaldehyde)...

Compound A, C8H11NO, smells as if it might have been isolated from an extract of dirty socks. This compound can be resolved into enantiomers and it dissolves in 5% aqueous HCl. Oxidation of A with...

The following compounds are listed in increasing order of acidity. In each case, the most acidic proton is shown in red. (a) Show the structure of the conjugate base of each acid, including any...

Amides such as acetamide are much weaker bases than amines, such as ethylamine (CH3CH2NH2). (a) Use resonance forms to show why the nonbonding electrons on the nitrogen atom of the amide are very...

Methyllithium (CH3Li) is often used as a base in organic reactions. (a) Predict the products of the following acid-base reaction. CH3CH2 - OH + CH3 - Li (b) What is the conjugate acid of CH3Li?...

https://www.limes.one/Content/DataFiles/Tornadoes.txt Upload Tornado data and make a correlation table consisting of ALL 12 months. Use only the Tornados per month columns. Answer the questions: I)...