Chem 12: Concept of the Week

Organic Chemistry Supplement Answers

1.    CO2, HCl

2.    CO2

3. The molar mass is 150.2 amu

4.    248 hydrogen atoms; 122 hydrogen atoms

6.    There should be five isomers, each with a unique name.

7. 

8. 

9.    I came up with 22 isomers.

10.   (a) 4      (b) 3      (c) 8      (d) 5      (e) 6

11.   (a) different      (b) isomers      (c) same      (d) isomers      (e) same

12.   (a) 4-methylheptane      (b) 2-methyloctane      (c) 3-methylheptane

13.   (a) Y    (b) Y    (c) N    (d) Y    (e) N    (f) Y    (g) N (M cannot exist)

15. 

16.     CnH2n; the same

17.    (a) 

         (b) 

         (c) 

18.    alkane: C6H14, saturated; alkene: C6H12, unsaturated; alkyne: C6H10, unsaturated;

        aromatic: C6H6, aromatic.

19.    alkenes= CnH2n; alkynes= CnH2n-2. It doesn't necessarily follow that a compound with a forrmula of CnH2n is an alkene, since cyclic saturated hydrocarbons (e.g. cyclohexane)                have the same formula as alkenes.
 
20.     Alkynes can never exist as cis/trans isomers because they are linear around the triple bond       and only one other atom is bonded to the carbon atoms involved in the triple bond.1-butene cannot exist as cis/trans isomers because the number 1 carbon has the same two groups attached to it (hydrogen atoms). This makes cis/trans isomerism impossible.

21.    (a) C5H12 + 8O2 ----> 5CO2 + 6H2O

         (b) C3H6 + 9/2 O2 ----> 3CO2 + 3H2O

         (c) C4H8 + 6O2 ----> 4CO2 + 4H2O

         (d) C4H6 + 11/2 O2 ----> 4CO2 + 3H2O

22.    (a) C8H18     (b) C6H12     (c) C5H8     (d) C6H12

23.    (a) 

        (b) 

25.     cis-5-decene; trans-5-decene

26. 
 

28.    Conversion of the triple bond to a double bond would result in four possible isomers:

         cis- and trans-2-chloro-2-pentene, and cis- and trans-3-chloro-2-pentene.
 

29.      three isomers

31.   (only the condensed formulas and names are given; you should be able to figure out the structures)

        (a) CH3CH2CH2OH; n-propyl alcohol, n-propanol, propanol, or 1-propanol

        (b) (CH3)2CHOH; 2-propanol, 2-propyl alcohol, isopropanol, or isopropyl alcohol

        (c) CH3CH2CHO; propanal

        (d) CH3COCH3; 2-propanone, propan-2-one, or acetone

        (e) CH3CH2COOH; propanoic acid

        (f) CH3CH2OCH3; ethyl methyl ether

        (g) CH3CH2CONH2; propanamide

        (h) CH3CH2CH2NH2; propylamine

32.   (a) ketone (b) carboxylic acid (c) alcohol (d) ester (e) amide

        (f) amine

33.   (a) amine and acid (b) alkene, alcohol (c) amide (d) ketone

        (e) aldehyde (f) alkyne, alcohol

34.   (a) aromatic hydrocarbon (b) amide (c) alkene (d) ester

        (e) ketone (f) alkyne (g) alkane (h) amine

35.   (a) alcohol (b) ether (c) alkyl halide (d) alkyl halide

        (e) acid (f) aldehyde (g) alcohol (h) alcohol

36.   (a) An amide contains the carbonyl group (C=O), but an amine doesn't.

        (b) an aldehyde always has the carbonyl group at the end of a chain and the carbon of the carbonyl group is bonded to a hydrogen; in a ketone, the carbonyl group is in the middle of the chain or ring, and the carbonyl carbon is bonded only to carbons.

        (c) A carboxylic acid has an -OH group bonded to the carbonyl carbon, while an ester has an -OR group (R represents an organic substituent).

       (d) An ether has a single oxygen atom connecting two organic groups, while a ketone has a        carbonyl group connecting the two organic groups.

40, 43, 45, 46: See me if you need answers to these problems. 



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Last modified September 2, 1997