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Biochem.tri-c.edu

Organic.chap11.17

QuestionAnswer
Organic chemistry Study of carbon compounds (not just living cells)
Characteristics of organic compounds a.) Nonpolar-attractions between molecules are weak 2. Low boiling & melting points 3. High flammability 4.Most or not soluble in water unless a polar group is present
Hydrocarbons Organic compounds that contain ONLY hydrogen and carbon
In organic compounds, every carbon atom ALWAYS has four bonds - true or false? TRUE
Tetrahedral structure of carbon Can be drawn as ball-and-stick model, etc.
Alkanes Class or family of organic compounds that a.) contain only carbon and hydrogen atoms and b.) ONLY form single bonds
Alkanes (examples) Many are fuels - methane, ethane, propane and butane
Alkanes (structure) Contain two, three, four, etc. carbon atoms connected in a CONTINUOUS CHAIN
Pent 5
Hex 6
Hept 7
Oct 8
non 9
dec 10
Condensed structural formula write each carbon atom & its attached hydrogen atom as a group
Alkyl group A carbon branch - an alkane that is missing on hydrogen atom
Can Alkyl groups exist on their own? No, they must be attached to a carbon chain
A halogen atom attached to a carbon chain a HALO group - Remember the halogen group?
Halogen group molecules: Fluoro (F), Chloro (CL), Bromo (Br), and Iodo (I)
Substituent 1.) alkane with four or more carbon atoms, 2. atoms can be arranged so that a side or BRANCH or SUBSTITUENT
Isomer Two compounds - SAME molecular formula but different ARRANGEMENTS of atoms
Haloalkane Halogen atoms (flourine, bromine, chlorine, iodine) instead of hydrogen (alkyl group) these are halo-alkanes
alkanes gasoline, diesel fuels, heating oil, mineral oil, petrolatum
Alkanes - solubility and density nonpolar (insoluble in water) BUT they are soluble with other nonpolar solutes (other alkanes) - Less dense than water (they float)
First 4 alkanes methane, ethane, propane and butane-are gases at room temperature - used as heating fuels
Alkanes have 5-8 carbon atoms Pentane, hexane, heptane & octane - are liquids at room temperature, volatile
Alkanes with 9-17 carbon atoms Kerosene, diesel, & jet fuels -higher boiling points - higher molecular weights
Alaknes with 18 or more carbon atoms Waxy solids at room temperature-paraffins - coat fruit - petrolatum or Vasline, is a mixture of liquid hydrocarbons
Alkanes - melting and boiling Lowest melting & boiling of all organic compounds
Carbon-carbon bonds - combustion Carbon-carbon single bonds are difficult to break-alkanes are the LEAST reactive family BUT they burn readily in oxygen
Combustion Alkane + O2 ------ CO2 + H2) + energy
In alkanes, how are carbon atoms classified? Primary-1 degree - carbon is bonded to another carbon - Secondary - 2 degree--carbon has two carbon atoms attached to it - Tertiary - 3rd degree carbon-bonded to three other carbons
halogenation of Alkanes (substitution) Atoms of a halogen (fluorine, bromine, chlorine, iodine) replace hydrogen atoms - when exposed to light or heated
Chlorination When the process of HALOGENATION (replacing a hydrogen atom with a halogen-group atom) uses chlorine
Bromination When halogenation uses bromine
Halogenation - compare to hydrogen bonding Halogens have 7 valence electrons; therefore they form one bond
Functional groups compounds react in predictable ways
Alkenes Functional group - contains a double bond between two adjacent carbon atoms
Alkynes Contain a triple bond between two adjacent carbon atoms
Aromatic compounds Contain Benzene - a molecule with a ring of six carbon atoms with one hydrogen atom attached to each carbon atom
Aromatic compounds Benzene ring
Alcohol Have a hydroxyl group (-----OH) Oxygen plus carbon equals alcohol!
Ethers Functional group - one oxygen atom bonded to two carbon atoms
Aldehydes & ketones Contain carbonyl group C===O (Carbon double-bonded to oxygen
Aldehyde Caron atom of the carbonyl group is bonded to one carbon & one hydrogen atom
Ketone Carbonyl group is bonded to two other carbon atoms
Amines Central atom is nitrogen atom
Amines Derivatives of ammonia NH3 - carbon atoms replace one, two or three of the hydrogen atoms
AmiDDDDe Instead of hydroxyl group as in carboxylic acid -- there is a nitrogen group
shape of carbon atoms tetrahedral
combustion - alkanes Alkane + O2 ---CO2 + H2O + energy
Alcohols A class of organic compounds that contains the hydroxyl (--OH) group bonded to a carbon atom
Aldehydes A class of organic compounds that contains a carbonyl group (C==O) bonded to a least one hydrogen atom
Alkanes Hydrocarbons containing only single bonds between carbon atoms
Alkenes Hydrocabons that contain carbon-carbon double bonds (C==C) Hint: Alkenes contains two "e" and they contain two "C" bonds
What is the degree of angle for the carbon tetrahedron? 109.5
Cycloalkanes Carbon atoms form a ring or cyclic structure
How do you write name of cycloalkane? prefix "cyclo" before the alkane name with the same number of carbon atoms
What does the IUPAC name indicate in organic molecules? It indicates the NUMBER of carbon atoms
A continuous alkane Carbon atoms are connected on a chain and bonded to hydrogen atomes
Sustituents can replace __________ on an alkane Sustituents replace hydrogen atoms
A Haloalkane contains one or more F, CL, Br or I atoms
condensed structural formula Show arrangement of carbon atom in a molecule but group each carbon with its bonded hydrogen atom
halogenation reaction A substitution reaction - can occur naturally in light or with heat - halogen atoms replace hydrogen atoms in an alkane
line-bond formula A type of structural formula that shows only the bonds from carbon to carbon
Are organic compounds typically solid at room temperature? No, that is more characteristic of inorganic compounds, which also have high melting & boiling points, are soluble & have strong covalent bonds
polymers of alkanes - what are they? How do they occur naturally? Long-chain molecules that consist of many repeating units of smaller carbon molecules (monomers) Cellulose & starch are polymers of glucose
Name two polymers of glucose Cellulose & starch
Name two polymers of amino acids Proteins are polymers of amino acids
Synthetic polymers - Ex. nonstick Teflon -poly tetra flouro ethylene
Aromatic compounds-what is the base? Benzene "rings" smells
Benzene A ring of 6 carbon atoms with one hydrogen atom attached to each carbon
Naming aromatic compounds ortho (1,2 arrangement) - meta (m) 1,3 arrangement and para (p) is 1,4 arrangement
Ortho - di chloro benzene 1,2 chloro on benzene ring
Ortho "o-o's" don't go very far from each other 1-2 are not far from each other
Meta (m) Meta (m) 1,3 arrangment - "a-e" are three steps apart
Para (p) 1,4 (ara) first are separate by a number from the back of the alphabet
sulfanation "Sulfa saved our nation" sulfa drugs produced by adding sulfur to benzene rings
Nitration Benzene is heated with nitric acid
Halogenation (blank)
Markovnikov's rule (blank)
halogenation adds _____ or ______ to form _______ Halogenation adds Cl2 or Br2 to form haloalkane
Hydorhalogenation adds ______ and _______ to form ________ Hydrohalogenation adds HCl, HBr to form haloalkanes
Hydrogenation adds ______ to form _____ Hydrogenation adds H2 to form Lakanes
Hydration adds ______ to form ______ Hydration adds H2O to form alcohols
Aromatic compounds undergo _________ reactions, because they are stable Aromatic compounds undergo SUBSTITUTION reactions such as halogenation, nitration and sulfonation
Unsaturated hydrocarbons A compound of carbon & hydrogen which contains at least one double or triple bond
Cis isomer A geometric isomer which simlar gropus are connected on the same side of the double bond
Trans isomer A geometric isomer in which similar gropus are connected to opposite sides of the double bond in an alkene
Alcohol A hydroxyl group (--OH) replaces a hydrogen atom in an alkane
What makes alcohol in Ohio? An --OH group bonded to a carbon atom OR A CARBON CHAIN
Chain-chain-chain of fools... When naming alcohols, count longest chain CONTAINING the --OH group
Phenol benzene ring with --OH group
ethanol ethyl alcohol - intoxicating product - ethene plus water used to make commercial alcohols such as varnishes
Phenal is part of essential oil of plants such as eugenol (in cloves0
Why is glycerin good in soaps? it is a trhydroxy alcohol - the presence of polar --OH groups makes it strongly attracted to water, so that it is useful as a skin softener
Thiols SMell bad - if you had to smell someone thigh - all over -- you'd stink - oysters, cheddar chees
What is on the thiols? an --SH group
Ethers Have OXYGEN atom attached by SINGLE BONDS - to two carbon groups
ether (structure) "Either or" the oxygen is in the middler, the carbon is either on one side or the other,
ether (examples) ethers are anesthetics - inhibit pain signals to the brain
Cyclic ethers (example) Dioxin-formed during forest fires - is highly toxic
Cyclic ethers have an oxygen atom within a carbon ring Di-oxin
Alcohol --OH group replaces a hydrogen atom
Phenol Hydroxyl --OH group is attached to aromatic rings
Thiols family of organic compounds containing sulfhydryl --SH group (similar to alcohol but --SH group takes the place of an --OH group
Who wants to smell my thigh--all? YECCH--skunks, onions, and garlic have THIOL
Primary alcohol One alkyl group (CH3) attched to carbon atom
Secondary alcohol 2 degrees - has two Alkyl (CH3) group attached
Tertiary 3 degree Has three alkyl (CH3) groupps attached to it
Phenols Benzene ring bonded to hydroxyl --OH group
Phenol - Beano-drunko benzene (beano) with hydroxyl group
T (blank)
ester H in carboxyl group is replaced with an alkyl group
Esterification Carboxylic acid and alcohol react (in presence of acid catalyst) to produce an ester
Ester (examples) Aspirin, oil of wintergreen
esters - fruits & flowers give them their fragrance
lipids biomolecules that contain fatty acids or steroid nucleus
what type of lipid does NOT contain fatty acids? steroids
Fatty acid formulas Long line-bond formulas (remember video of guy holding long model)
Do fatty acids contain carboxylic acids? Yes --they are composed of
Fatty acid formulas (condensed) Indicate # of carbon atoms, # of double bonds & the position of the double bonds
Saturated fatty acids (naturally occuring) SINGLE C-C bonds; fit closely together, strong attraction between fatty acid chains MEATS
UNsaturated fatty acids Kinky, loose--liquid-low melting point
Prostaglandins - weird name, weird shape trans double bond on carbon 13 - look like long "U's"
Fatty ACID** a long carbon chain with CARBOXYLIC ACID group at one en
Prostaglandins- what number is so associated with them that they are sometimes called ____ 20 - they have 20 carbons - called "eicos" - greek word for 20
What is structure of most prostoglandins? hydroxyl group on cabron 11&15 - trans double bond on carbon 13
What do prostaglandins do? increase blood pressure, cause pain & inflammation in injured tissue
Esters fatty acid plus long-chain alcohol
Triacylglycerols Fatty acids stored in body
How are triacylglycerols formed? "tri" three acyl (the fatty acid?) plus glycerol (
hydrogenation ADDITION REACTION - Unsaturated fats with Carbon-carbon double bonds to single bonds
traicylglycerols - how are they formed? through esterification - hydroxyl groups ract with carboxyl groups of fatty acids
Glycerophospholipid - Structure (think LAB-stuff floating in water) POLAR head (amino alcohol) with NONPOLAR fatty acid chains -
Glycerophospholipid - examples (think brainy - the word is so long you have to be brainy to find it) Lecithin - in brain & nerve tissues - egg yolks, wheat germ & yeast
SPHINGOLIPIDS found in nerve cells
sphingolipids "SPHinx" has a big head - nerves are in your head
sphingomyelin white matter of myelin sheath--surrounding nerve cells
glycosphingolipids & cerebroside sphingolipids that have sugars (glyco--stupid)
gangliosides "GANG UP - tay-sachs disease-accumulates in body
steriod "steering wheels" - FOUR rings - 3 cyclohexane plus 1 cyclopentane
Do steroids contain fatty acids? NO - and they're non-polar
Created by: walterina4327
 

 



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