org chem funk groups Flashcards

1
Q

Describe the era of organic chemistry

A

-95% of all known compounds are made of carbon.
-Organic chemistry influences all aspects of our lives:
Clothing, materials (polymers), oil, medicine, our bodies!
-50% of all chemists are organic chemists
-Structures, mechanisms, synthesis

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2
Q

What is organic chemistry?

A

-Modern organic chemistry is the chemistry of carbon containing compounds (Verbindung)

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3
Q

What is the history of organic chemistry?

A
  • 1780: Organic compounds are very complex and can only be obtained from living sources (vitalism)
  • 1784: Lavoisier observed that organic compounds are made of carbon, hydrogen and oxygen.
  • 1828: Wohler obtained an organic compound (urea) from an inorganic compound (ammonium cyanate).
  • 1860: Avogadro proved the emprical and molecular formulas hypothesis.
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4
Q

What are isomers?

A

-Isomers: Different compounds having the same molecular formula
Ex: etyl alcohol and dimetyl ether

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5
Q

In which shape does methane occur?

A

-tetrahedral (109.5°)

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6
Q

Which bondings are used to fulfill the octet rule?

A
  • Ionic bonding: giving electrons; force of attraction btw oppositely charged ions.
  • Covalent bonding: sharing electrons
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7
Q

What are ions/ Electronegativity?

A
  • Ion: charged particles formed when electron(s) are gained or lost
  • Electronegativity: degree of ability of an atom to attract electrons.
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8
Q

What can you say about the ionic bonds?

A
  • Ionic compounds are solids with high melting points.
  • They are dissolved in polar solvents (Lösungsmittel) such as water.
  • Their solutions usually conduct electricity.
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9
Q

What can you say about the covalent bonds?

A
  • Bonds formed by atoms with same or similar electronegativities.
  • Atoms aim to achieve noble gas configuration.
  • Products formed are called molecules.
  • > Molecules do not have net electrical charges; Molecules are neutral.
  • Molecules are shown by their Lewis structures.
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10
Q

How to calculate formal charge?

A
  • FC=V-N-B/2
  • V is the number of valence electrons of the neutral atom in isolation
  • N is the number of non-bonding valence electrons on this atom in the molecule; and
  • B is the total number of electrons shared in bonds with other atoms in the molecule
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11
Q

What is the sum of formal charge equal to?+ calculate the formal charge of ammonium and nitrate ions

A

-to the total charge of a molecule or an ion
-ammonium= NH4+
N=5-0-4=1
H=1-0-1=0
-nitrate ions= NO3-
O=6-6-1=-1
N=5-0-4=1
O=6-4-2=0

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12
Q

What is the most important property of carbon? What do the functional groups determine and how are they determined?

A
  • ability to form covalent bonds with other carbon atoms (and also with H, O, S, N)
  • they determine physical and chemical properties
  • their presence is determined by using infrared spectroscopy
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13
Q

What are hydrocarbons? What are Alkane, Alkene, Alkyne, Aromat
Which of the named above is called saturated?

A
  • Compounds containing only carbon and hydrogen
  • Alkanes: single bonds btw carbon atoms
  • Alkenes: double bonds btw carbon atoms
  • Alkynes: triple bonds btw carbon atoms
  • Aromatic: special ring structure
  • akenes(containing max possible number of bonds)
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14
Q

General facts about alkanes

A
  • are saturated
  • main source: natural gas and petroleum
  • Small molecule alkanes (methane to butane) are gas at room temperature
  • Methanogens: organisms which produce CH4 from CO2 and H2
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15
Q

Give some facts about ethene and propene (Alkene)

A
  • are the simplest
  • ethene (or ethylene) =
  • natural plant hormone, promotes growth
  • ethanol, ethylene oxide and polyethylene are produced from ethene
  • propene=
  • very important industrial chemicals such as polypropylene and acetone are produced from propene
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16
Q

Where can ethyne (acetylene) be found and where is it used? (alkyne)

A
  • They are found in nature and can be synthesized in laboratory
  • They are used as fuel in lamps and in reducing flame
  • They are also found in the atmospheres of the satellites of our solar system
  • ethinyl estradiol is used in contraceptives (Verhütungsmittel) (similar to estrogen)
17
Q

Describe the aromatic hydrocarbon

A
  • best example is benzene
  • proposed by August Kekule (is wrong (resonance is right))
  • ring structure, unsaturated
18
Q

Most chemical reactions involve? Describe for alkene, alkyne, alkane

A
  • functional groups
  • they determine chemical and physical properties
  • alkene: carbon-carbon double bond
  • alkyne: carbon-carbon triple bond
  • alkane: no func. group!!! C-C and C-H bonds are very unreactive!
19
Q

How are alkyl groups obtained and what is the R symbol standing for?

A
  • They are obtained by the removal of a terminal hydrogen atom from an alkane
  • «R» is used as a general symbol to show any alkyl group
20
Q

What are phenyl groups and benzyl groups composed of?

A
  • When the benzene ring is attached to other atoms in a molecule (-R-), it is called a «phenyl group»
  • «Benzyl group» is composed of a phenyl group and –CH2-
21
Q

How are alkyl halides/ halo alkanes formed?

A

-They are formed when a hydrogen atom of an alkane is replaced by a halogen atom (such as fluorine, chlorine, bromine or iodine)
ex: CH3Cl and CH3CH2Br
-They are classified as primary, secondary or tertiary alkyl halides.
(-This classification is done according to the carbon atom which the halogen is bonded to)

22
Q

What are alcohols?

A
  • The simplest member of alcohols is methyl alcohol or methanol (CH3OH)
  • Their functional group is the hydroxyl (OH) group
    ex: ethyl alcohol or ethanol (CH3CH2OH)
  • hydroxy derivatives of alkanes
  • alkyl derivatives of water
23
Q

How is the classification of alcohols

A
  • They are classified in 3 groups: primary, secondary and tertiary alcohols
  • This classification is done according to the substitution level of the carbon atom to which the hydroxyl atom is bonded
24
Q

Give the general formula of ethers, dimethyl ether, and ethylene oxide

A
  • general formula: R-O-R’
  • R’ is an alkyl or a phenyl group different or same as R
  • Ethers can be thought of derivatives of water (where 2 hydrogen atoms are replaced by alkyl groups)
  • dimethyl ether= HC3-O-CH3
  • Ethylene oxide= H2C-O-CH2 (da is auch eine Verbindung zwischen den beiden C’s)
25
Q

What are amines?

A
  • amines can be thought of organic derivates of ammonia
  • ammonia = NH3
  • amine =RNH2
  • amphetamine (Weckaminen/ Speed) = benzolring-C-C-(NH2)- CH3 ((1-Phenylpropan-2-Amine)
26
Q

Describe the classification of amines

A
  • Amines are classified as primary, secondary and tertiary amines
  • This classification is done according to the number of alkyl groups bonded to the nitrogen
  • primary= H3C-N-H2
  • secondary= (H3C)2-N-H
  • tertiary = (H3C)3-N-H
  • quaternary= ((H3C)4-N-H)+
27
Q

Describe Aldehydes and Ketones

A
  • Aldehydes and ketones contain the carbonyl group
  • In a carbonyl group, a carbon atom is bonded to an oxygen atom through a double bond
  • In aldehydes= carbonyl group is bonded to at least one hydrogen atom
  • in ketones= is bonded to two carbon atoms.
28
Q

Describe carboxylic acids

A
  • Carboxyl (carbonyl+hydroxyl) group:

- COOH

29
Q

Give some examples for aldehydes and ketones

A
  • formaldehyde
  • acetaldehyde (h-COCH3)
  • benzaldehyde
  • acetone (H3C-COCH3)
30
Q

Give some examples for

carboxylic acids

A
  • formic acid (HCOOH)
  • acetic acid (H3CCOOH)
  • benzoic acid
31
Q

Describe Amides

A
  • They have the general formula RCONH2, RCONHR’ or RCONR’R’’
  • acetamide (RCONH2)
  • N-methylacetamide (RCONHR’)
  • N.n-dimethylacetamide (RCONR’R’’)
32
Q

Describe esters

A
  • They have the general formula RCO2R’

- Esters are obtained by the removal of one molecule of water from an acid and an alcohol

33
Q

Describe Nitriles

A
  • They have the general formula R-CN (triple bond between C and N)
  • In the IUPAC nomenclature, nitriles without a ring are named by adding the suffix “–nitrile” to the name of the corresponding hydrocarbone
  • Nitriles with a ring are named by adding the suffix “–carbonitrile” to the name of the ring bonded to -CN