MCAT Organic Chemistry PYQ Pattern Practice

PYQ Pattern Practice Easy

PASSAGE 1 — ASPIRIN SYNTHESIS AND HYDROLYSIS A student prepares aspirin (acetylsalicylic acid) by reacting salicylic acid with excess acetic anhydrid…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

PASSAGE 1 — ASPIRIN SYNTHESIS AND HYDROLYSIS A student prepares aspirin (acetylsalicylic acid) by reacting salicylic acid with excess acetic anhydrid…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

PASSAGE 1 — ASPIRIN SYNTHESIS AND HYDROLYSIS A student prepares aspirin (acetylsalicylic acid) by reacting salicylic acid with excess acetic anhydrid…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Easy

PASSAGE 2 — SUBSTITUTION AT A CHIRAL CENTER A researcher studies the reaction of optically pure (R)-2-bromobutane with sodium ethoxide in ethanol. At…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

PASSAGE 2 — SUBSTITUTION AT A CHIRAL CENTER A researcher studies the reaction of optically pure (R)-2-bromobutane with sodium ethoxide in ethanol. At…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

PASSAGE 2 — SUBSTITUTION AT A CHIRAL CENTER A researcher studies the reaction of optically pure (R)-2-bromobutane with sodium ethoxide in ethanol. At…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Easy

PASSAGE 3 — IDENTIFYING AN UNKNOWN CARBONYL COMPOUND An unknown liquid has molecular formula C4H8O. Its IR spectrum contains a strong absorption near…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

PASSAGE 3 — IDENTIFYING AN UNKNOWN CARBONYL COMPOUND An unknown liquid has molecular formula C4H8O. Its IR spectrum contains a strong absorption near…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

PASSAGE 3 — IDENTIFYING AN UNKNOWN CARBONYL COMPOUND An unknown liquid has molecular formula C4H8O. Its IR spectrum contains a strong absorption near…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Easy

PASSAGE 4 — ALDOL REACTION AND PURIFICATION Two molecules of ethanal react under dilute basic conditions. An enolate forms reversibly and attacks the…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

PASSAGE 4 — ALDOL REACTION AND PURIFICATION Two molecules of ethanal react under dilute basic conditions. An enolate forms reversibly and attacks the…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

PASSAGE 4 — ALDOL REACTION AND PURIFICATION Two molecules of ethanal react under dilute basic conditions. An enolate forms reversibly and attacks the…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Easy

QUESTION 13: Which functional group contains a nitrogen directly bonded to a carbonyl carbon?

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

QUESTION 14: Why is phenol more acidic than cyclohexanol?

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

QUESTION 15: Which compound satisfies Hückel's rule and is aromatic?

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Hard

QUESTION 16: A primary alcohol is oxidized with PCC under anhydrous conditions. What is the usual major product?

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Hard

QUESTION 17: What product forms when methylmagnesium bromide reacts with formaldehyde followed by acidic workup?

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Hard

QUESTION 18: A compound has one stereogenic center and is isolated as a 75:25 mixture of enantiomers. What is its enantiomeric excess?

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Hard

QUESTION 19: In peptide bond formation between two amino acids, which atoms are directly joined in the new bond?

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Hard

QUESTION 20: A mixture contains benzoic acid and neutral naphthalene dissolved in ether. Which procedure best separates the benzoic acid?

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Easy

PASSAGE 1 — ENZYMATIC ESTER HYDROLYSIS A medicinal prodrug contains an ester that makes the molecule sufficiently nonpolar to cross a cell membrane. …

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Medium

PASSAGE 1 — ENZYMATIC ESTER HYDROLYSIS A medicinal prodrug contains an ester that makes the molecule sufficiently nonpolar to cross a cell membrane. …

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Hard

PASSAGE 1 — ENZYMATIC ESTER HYDROLYSIS A medicinal prodrug contains an ester that makes the molecule sufficiently nonpolar to cross a cell membrane. …

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question

PYQ Pattern Practice Easy

PASSAGE 2 — OXIDATION OF AN ALCOHOL METABOLITE Researchers follow the two-step oxidation of ethanol in liver cells. In the first reaction, ethanol is…

Chemical and Physical Foundations / Organic Chemistry

N/A N/A

Open question