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Carbon and Hydrocarbons
Chp 22 pg 668 Carbon and Hydrocarbons
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A. Abundance and Importance of Carbon
Structure and bonding of carbon Has nonmetallic properties Electron configuration of 1s22s22p2 4 valence electrons – 2s and 2p electrons Like to covalently bond Can form single, double, or triple bonds
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2. Allotropes of Carbon a. Allotrope – different forms of the same element b. Diamond 1) Colorless crystal solid made of carbon 2) Hardest known material 3) Extremely high melting point (3500C)
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4) Covalent bonds form a network 5) Used for cutting, grinding, and drilling 6) Conducts heat but not electricity a) Heat – atoms can vibrate and transfer heat easily b) Electricity – all electrons are used and can’t be transferred
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c. Graphite 1) Very soft 2) Feels greasy and crumbles 3) Bonded in hexagonal layers 4) Layers too far apart to be held with covalent bonds – use London dispersion forces 5) Layers can slide past each other – can be used in pencils and for lubricant
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6) Can use it in graphite fibers a) Stronger and stiffer than steel b) Less dense than steel c) Works as long as force is parallel to layers
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d. Fullerenes 1) Formed from burned carbon w/limited oxygen 2) Spherical shapes – C60 3) Named buckminsterfullerene 4) Aka – buckyball
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B. Organic Compounds Intro All organic compounds have carbon
Not all compounds with carbon are organic Na2CO3, CO and CO2 Organic compound – covalently bonded compounds with carbon, excluding carbonates and oxides
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2. Carbon Bonding a. Electron structure allows many different structures 1) Rings and chains 2) Bond to itself or other things 3) Single, double, or triple bonding
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Citric Acid Plastic bags Aspirin Living things
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b. Carbon – carbon bonding 1) Can form a) Straight chains b) Branched chains c) Rings (benzene) 2) Can be single/double/triple bonded
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c. Carbon bonding to other elements 1) Hydrocarbons – have only carbon and hydrocarbons 2) Hydrocarbon backbone – other elements are bonded onto carbon (O,N,S)
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1) Different arrangement of elements gives different properties
d. Arrangement of Atoms 1) Different arrangement of elements gives different properties 2) Isomers – compounds with same chemical formula but different shape Ex. C2H6O is both ethanol and dimethyl ether
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3. Structural Formulas a. Show number and type of atoms present and their arrangement b. Can be simplified
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4. Isomers a. Can differ in bonding order or arrangement in space b
4. Isomers a. Can differ in bonding order or arrangement in space b. Example – C3H8
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c. Arrangement in space - Trans and Cis 1) Have to have a rigid backbone to form (double bond) 2) Cis – atoms on same side 3) Trans – atoms on opposite sides
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C. Saturated Hydrocarbons
Each carbon atom forms four single bonds Alkanes Only have single bonds Finding chemical formula CnH2n+2 n = 4 what is the chemical formula? C4H10
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3. Cycloalkanes a. Carbon atoms arranged in ring b
3. Cycloalkanes a. Carbon atoms arranged in ring b. Often structure is simplified Cyclopentane
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4. Names of Alkanes a. Prefixes
Number of Carbon Atoms Prefix 1 Meth – 2 Eth – 3 Prop – 4 But – 5 Pent – 6 Hex – 7 Hept – 8 Oct – 9 Non – 10 Dec –
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b. Unbranched chain 1) Count the carbons 2) Pick the prefix 3) Add suffix –ane CH3 – CH2 – CH2 – CH2 – CH3 Pentane
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c. Branched chain 1) Alkyl group a) Group of atoms formed when 1 hydrogen is taken away from backbone b) Naming i. Take away suffix –ane ii. Put on –yl
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2) Naming the chain a) Find longest carbon backbone b) Add –ane to the prefix c) Name the alkyl groups i. Put in alphabetical order ii. If there is more than 1 put, di, tri, tetra, etc. in front d) Number the backbone so alkyls have lowest number possible
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e) Put in position numbers f) Punctuate i
e) Put in position numbers f) Punctuate i. Hyphen to separate number from name ii. Separate numbers with commas Examples 1. What is the name of this structure?
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2. What is the name of this structure? 2-methylpropane
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3. What is the name of this structure? 2,3-dimethylhexane
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4. Draw this structure: 3-ethyl-2,4,5-trimethyloctane
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3) Naming cycloalkanes a) Use rules for alkane nomenclature b) Add cyclo- to the parent hydrocarbon c) Add alkyl groups i. Alkyl group is always 1 ii. Number so all alkyl groups have lowest number possible d) Insert position numbers e) Punctuate the name
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Examples What is the name of this molecule? ethyl-2,5-dimethylcycloheptane
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2. Draw this molecule 1,3-dimethylcyclohexane
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D. Unsaturated Hydrocarbons
Hydrocarbons that not all carbon atoms have four single covalent bonds Alkenes Have a double bond Naming Count longest carbon chain w/double bond Put –ene on the prefix Number where double bond is located
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3. Alkynes a. Hydrocarbon w/a triple bond b
3. Alkynes a. Hydrocarbon w/a triple bond b. Naming 1) Count longest carbon chain w/triple bond 2) Add –yne to the prefix 3) Add number for where triple bond is located
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Examples of alkenes
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Examples of alkynes
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4. Aromatic Hydrocarbons a. 6-membered carbon ring b. Benzene (C6H6)
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c. Naming 1) Follow alkane rules 2) Start with name benzene 3) Put alkyle group name in front of benzene Example 1. Draw the strucutre for 1,2-dimethylbenzene
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2. What is this compound? 1-ethyl-2-methylbenzene
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3. What is the structure for 3-butyl-6ethyl-1,2-dimethylbenzene
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