CHEM10007 Lecture Notes - Lecture 33: Substituent, Aldehyde, Ammonia

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azurealpaca671

12 Jun 2018

School

University of Melbourne

Department

Chemistry

Course

CHEM10007

Professor

Andrew Drinnan

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LECTURE 33

FUNCTIONAL GROUPS 2

CHAPTER 16 - BIOCHEMISTRY

ORGANIC FUNCTIONAL GROUPS

C-C MULTIPLE BONDS

•Alkenes.

•Alkynes.

C ATOM BONDED TO

ELECTRONEGATIVE ATOM

•Alkyl halides: Halogen attached to a saturated

sp3 C centre.

•Alcohols:

•Ethers: instead of a H attached to the O, the

H is attached to another C which is saturated.

•Amines: C attached to N, and the N can be

attached to more C or Hs.

•Thiols: related to alcohols. The O is replaced

with a S. They are very odorous.

C=O DOUBLE BOND (CARBONYL

GROUP)

•C=O double bond within the molecular structure.

•Aldehydes:

•Ketones: carbonyl group directly attached to an

R group. (R is general term for anything with a C

in it, could be a chain or a cycle).

•Carboxylic acids: replace a group with an OH

(hydroxy) group. Very weak acids.

•Amides: C=N bond next to a carbonyl.

Important proteins in the body.

•Acid chlorides: Cl replaces OH group.

•Esters: OR next to carbonyl group.

AMINES

•Amines are organic derivatives of ammonia, NH3.

•Classification: primary (1°), secondary (2°),

tertiary (3°) depending on the number of organic

substituents attached to the nitrogen. (Note that

this is different to the 1°, 2°, 3° classification

of alcohols and alkyl halides).

NOMENCLATURE OF AMINES

•Identify and name the residues attached to the

nitrogen and add the suffix ’amine’.

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Document Summary

Electronegative atom: alkyl halides: halogen attached to a saturated sp3 c centre, alcohols, ethers: instead of a h attached to the o, the. H is attached to another c which is saturated: amines: c attached to n, and the n can be attached to more c or hs, thiols: related to alcohols. The o is replaced with a s. they are very odorous. Group: c=o double bond within the molecular structure, aldehydes, ketones: carbonyl group directly attached to an. R group. (r is general term for anything with a c in it, could be a chain or a cycle): carboxylic acids: replace a group with an oh (hydroxy) group. Very weak acids: amides: c=n bond next to a carbonyl. Important proteins in the body: acid chlorides: cl replaces oh group, esters: or next to carbonyl group. Nomenclature of amines: identify and name the residues attached to the nitrogen and add the suffix "amine".

Related Questions

For each of the following, fill in the blank with the correct response. All of these fill-in-the-blank problems pertain to material covered in the sections on alkanes, alkenes and alkynes, aromatic hydrocarbons, and hydrocarbon derivatives.

a. The first "organic" compound to be synthesized in the laboratory, rather than being isolated from nature, was _ _ _ _ _, which was prepared from _ _ _ _ _.

b. An organic compound whose carbon-carbon bonds are all single bonds is said to be _ _ _ _ _.

c. The general orientation of the four pairs of electrons around the carbon atoms in alkanes is _ _ _ _ _.

d. Alkanes in which the carbon atoms form a single unbranched chain are said to be _ _ _ _ _ alkanes.

e. Structural isomerism occurs when two molecules have the same number of each type of atom but exhibit a different arrangement of the _ _ _ _ _ between those atoms.

f. The systematic names of all saturated hydrocarbons have the ending _ _ _ _ _ added to a root name that indicates the number of carbon atoms in the molecule.

g. For branched hydrocarbon, the root name for the hydrocarbon comes from the number of carbon atoms in the _ _ _ _ _ continuous chain in the molecule.

h. The positions of substituents along the hydrocarbon framework of a molecule are indicated by the _ _ _ _ _ of the carbon atom to which the substituents are attached.

i. The major use of alkanes has been in _ _ _ _ _ reactions, as a source of heat and light.

j. With very reactive agents, such as the halogen elements, alkanes undergo _ _ _ _ _ reactions, whereby a new atom replaces one or more hydrogen atoms of the alkane.

k. Alkenes and alkynes are characterized by their ability to undergo rapid, complete _ _ _ _ _ reactions, by which other atoms attach themselves to the carbon atoms of the double or triple bond.

l. Unsaturated fats may be converted to saturated fats by the process of _ _ _ _ _.

m. Benzene is the parent member of the group of hydrocarbons called _ _ _ _ _ hydrocarbons.

n. An atom or group of atoms that imparts new and characteristic properties to an organic molecule is called a _ _ _ _ _ group.

o. A _ _ _ _ _ alcohol is one in which there is only one hydrocarbon group attached to the carbon atom holding the hydroxyl group.

p. The simplest alcohol, methanol, prepared industrially by the hydrogenation of _ _ _ _ _.

q. Ethanol is commonly prepared by the _ _ _ _ _ of certain sugars by yeast.

r. Both aldehydes and ketones contain the _ _ _ _ _ group, but they differ in where this group occurs along the hydrocarbon chain.

s. Aldehydes and ketones can be prepared by _ _ _ _ _ of the corresponding alcohol.

t. Organic acids, which contain the _ _ _ _ _ group, are typically weak acids.

u. The typical sweet-smelling compounds called _ _ _ _ _ result from the condensation reaction of organic acid with an _ _ _ _ _.

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Classify each of the following statements as true or false:

a) To be classified as organic, a compound must be or have been part of a living organism.

b) Carbon atoms normally form four bonds in organic compounds.

c) Only an unsaturated hydrocarbon can engage in an addition reaction.

d) Members of a homologous series differ by a distinct structural unit.

e) Alkanes, alkenes, and alkynes are unsaturated hydrocarbons.

f) Alkyl groups are a class of organic compounds.

g) Isomers have the same molecular formulas but different structural formulas.

h) Cis-trans isomerism appear among alkenes but not alkynes.

i) All aliphatic hydrocarbons are unsaturated.

j) Aromatic hydrocarbons have a ring structure.

k) An alcohol has an alkyl group bonded to an oxygen atom, and an ether has two.

l) Carbonyl groups are found in alcohols and aldehydes.

m) An ester is an aromatic carbon made from the reaction of an alcohol and a carboxylic acid.

n) An amine has one, two, or three alkyl groups substituted for hydrogens in an ammonia molecule.

o) An amide has the structure of a carboxylic acid except that replaces OH in the carboxyl group.

p) A peptide linkage series arises when a water molecule forms from a hydrogen from the of one amino acid molecule an from an another amino acid molecule.

r) Chain-growth polymers are made a reaction that gives off water a second product.

s) Nylon is an example of a step-growth condensation polymer.

sangriacicada137

Test 1-Multiple Choice: Choose and underline the best answer in each of the following statement/question.

_____1. Which of the following best differentiates an aldehyde from a ketone?

a. In aldehydes, carbon is bonded to a hydroxyl group.

b. In aldehydes, hydrogen is bonded to an oxygen group.

c. In aldehydes, hydrogen is bonded to a carbonyl group.

d. In aldehydes, oxygen is bonded to an oxygen group.

_____2. Which of statement is not true about petroleum and its products?

a. Petroleum is fossil fuel.

b. Petroleum is a mixture of hydrocarbons with sulfur as impurity.

c. There is no harm that comes from the use of petroleum products.

d. Petroleum comes from decomposition of materials of living origin.

_____3. Cooking gas or liquefied petroleum gas(LPG) is a mixture of C₃H₈ and C₄H₁₀. Which are these compounds?

a. pentane and butane b. methane and butane

c. propane and butane d. propane and methane

_____4. Which of the following compounds ionizes in water and, thus conducts electricity poorly?

a. acetic acid b. hydrochloric acid c. distilled water d. sodium hydroxide

_____5. A lead storage cell can function both as an electrolytic cell and as a voltaic cell. When a lead storage battery is being recharged, it converts ________ energy to_____--energy

a. chemical : electrical b. chemical to heat c. electrical to mechanical

_____6. The acid electrolyte in a lead storage battery is

a. HCl b. H₂SO₄ c. HNO₃ d. CH₃COOH

____7. The anode and cathode in a dry cell respectively are

a. Zn and C b. C and Zn c. Pb and PbO₂ d. PbO₂ and Pb

____8. What is the proper name for the compound CH₃CH₂CH₃?

a. ethane b. propane c.butane d. pentane

____9. Which of the following is the simplest hydrocarbon?

a. CH₂ b. C₂H₄ c. CH₃ d. CH₄

____10. Hydrocarbons such as CH₂ =CH₂ are said t be

a. ionic b. aromatic c. saturated d. unsaturated

_____11. Which of the following best describes hydrocarbons?

a. flammable ionic compounds that are insoluble in water and are denser than water

b. flammable ionic compounds that are insoluble in water and are denser than water

c. flammable covalent compound that are insoluble in water and are less dense than water

d. flammable covalent compounds that are soluble in water and less dense than water

_____12. Which of the following will result if hexane and water are mixed?

a. an explosion

b. clear solution of hexane dissolved in water

c. a layer of hexane on top of a layer of water

d. a layer of water on top of a layer of hexane

_____13.Which of the following is not a gas?

a. ethene b. octane c. methane d. acetylene

_____14. Which of the following is another name for wood alcohol?

a. methanol b. propanol c. grain alcohol d. rubbing alcohol

_____15. Which of the following alcohols groups are found in beverages?

a. ethyl b. methyl c. denatured d. wood

_____16. Which of the following is the only element present in organic compounds?

a. hydrogen b. oxygen c. carbon d. nitrogen

_____17. Which of the following is chlorofluorocarbon?

a. C₃F₈ b. CHF₃ c. CFCl₃ d. CHCl₃

_____18.What percent of alcohol is present in vodka which is 90 proof?

a. 9 b. 45 c. 90 d. 180

____20. Which of the following is formed when carbohydrates undergo fermentation process?

a. ethanol b. methanol c. glucose d. formaldehyde

_____21. In ethene, the two carbon atoms are joined by a

a.single bond b. double bond c. triple d. ionic

____22. The IUPAC name of CH₃CH₂CHCH₂CH₃ is

CH₂CH₃

a. 3-methylpentane b. 3-ethylpentane c. 2-ehtylpentane d. 2-methylpentane

____23. The IUPAC name of CH₃-O-CH₃ is

a. methoxymethane b. ethylether c. dimethylether d. dimethyloxide

____24. Which is an alcohol?

a. C₆H₆

b. CH₃-C-CH₃

c. CH₃-O-CH₃

d. CH₃OH

____25. A group which both aldehydes and ketones have in common is

a.-C=O b. âOH c. âO- d. -COOH

___26. The aroma associated with this class of compounds is regarded as pleasant.

a. amides b. esters c. carboxylic acids d. ketones

____27. The IUPAC name of CH₃CH₂CHO is

a. propanone b. propanol c. propanal d. propionic acid

____28.The âCOOH group is called

a. aldehyde group b. hydroxyl group c. carbonyl group d. carboxylic group

____29.The alkyl group of butane is

a. C₂H₃ b. C₃H₅ c.C₄H₇ d. C₄H₉

____30. The simplest alkene is

a. CH=CH b. CH₂=CH₃ c. CH₂=CH₂ d. CH₃CH=CH₂

Test 2. Answer the following questions completely.(3 points each)

1.Why are alcohols of lower molecular weight more soluble in water than those with higher molecular weights?

2. Which of the following pairs of compounds has

a. higher bolilng point:1-bromopentane or 1-chloropentane _____________________

b. the greater density: heptanes or octane ______________________
c. the higher boiling point :pentyl alcohol or pentylamine ______________________

d. the higher boiling point: hexylamine or dipropylamine ______________________

3. Explain why each of the following names are incorrect.Give the correct IUPAC name.

a. 3-Butanone

b. 1-Butanone

4. What is unique about carbon atom that makes it form numerous compounds?

5. Acetone or propanone is completely soluble in water,but 4-heptanone is completely insoluble.Explain.

Test 3.. Give the name and chemical formula of the functional group of each of the following organic groups. The first one has been done for you.

Organic Group	Functional chemicalfFormula	Functional group name
1.Alkanes	-C-C-	carbon carbon single bond
2.Alkenes
3.Alkynes
4.Alcohols
5. Aldehydes
6. Ketones
7. Thiols
8. Ethers
9.Carboxylic acids
10.Esters
11. Amines
12. Amides

CHEM10007 Lecture Notes - Lecture 33: Substituent, Aldehyde, Ammonia

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