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Basic Organic Structure
What do all these examples have in common? What makes a compound “organic?”
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C11-5-10 BASIC STRUCTURE Vocabulary & Concepts Distillation
OUTCOME QUESTION(S): C BASIC STRUCTURE Compare and contrast inorganic and organic chemistry and identify the origins and major sources of hydrocarbons and other organic compounds. Describe the structural characteristics of carbon that allow for the formation of so many different compounds. Include: single, double and triple bonding Compare and contrast the molecular structures of alkanes, alkenes, and alkynes. Include: melting and boiling points Differentiate between saturated and unsaturated hydrocarbons. Include: melting/boiling points Vocabulary & Concepts Distillation
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Compounds exist as two types:
Inorganic or Organic Minerals and Earth’s crust “Hydrocarbons” found in living things Until 1800s, chemists were unable to synthesize organic compounds - assumed their creation required “vital force.” Friedrich Wöhler (1800–1882) Accidently synthesized urea (organic compound in urine) from inorganic reactants – idea of a “vital force” disproven. Carbon is only 1% of elements found on Earth – but creates 13 million known organic compounds! To compare - there is only about inorganic compounds
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Latin -‘petra’ (rock) and ‘oleum’ (oil)
All natural organic compounds are derived from decomposed animals and plants – “Fossil fuels.” Latin -‘petra’ (rock) and ‘oleum’ (oil) Petroleum Crude oil: yellow-to-black liquid mixture of organic compounds – further refined into various types of fuels. Bitumen (“tar sands”): sticky, black and highly viscous amorphous semi-solid. Refined into crude oil. Distillation is the process of using boiling point to separate a mixture into the various components.
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Distillation tower Compounds vaporize and condense based on boiling point - to be syphoned off. Hydrocarbon Size Larger carbon compounds have more IMF and higher boiling points Distillation and Refining towers
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Some Organic Compound Types:
Synthetic organic compounds are manufactured by adding to a crude oil starter – “petrochemicals.” Organic: Carbon-containing covalent compounds - plastics, fuels, dyes, drugs, rubber, clothes, cosmetics, carbohydrates, fats and proteins… Some Organic Compound Types: We’ll look at the highlighted ones Carbon compound exceptions: CO, CO2, CS2 and anything ionic with carbon…
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How can Carbon make so many diverse compounds?!?
Carbon has four valence electrons Forms a variety of 4 covalent bonds H Hydrogen only needs to form 1 single bond to fill its valence shell H C Methane (CH4) - single bonded - H H Single bond: covalent bond involving 2 (1 pair) electrons.
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NOTE: 4 bonds to each carbon and octet is still intact
Double bond: bond with 4 (2 pairs) electrons. Triple bond: bond with 6 (3 pairs) electrons. Ethene (C2H4) - 1 double bond - Ethyne (C2H2) - 1 triple bond - H H H H C C H C C H NOTE: 4 bonds to each carbon and octet is still intact
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Alphatics: hydrocarbon chains
Alkanes Simplest organic compounds Contain only single bonds Considered saturated
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Each pair of shared electrons can be represented as a line (line bond)
Propane C3H8 H C C C H H H H Saturated: carbon are single bonded with a maximum number of hydrogen. C – C – C H Each pair of shared electrons can be represented as a line (line bond)
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Alphatics: hydrocarbon chains
Alkenes More reactive than alkanes Contain at least one double bond Considered unsaturated We’ll get to reactivity later...
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H H H H C C C H H C = C – C Propene C3H6 H
Organic compounds that make up fats contain alkanes and alkenes which is why fat is identified as saturated or unsaturated C = C – C H unsaturated
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Double and triple bonds aren’t unique to carbon…
Alkynes Contain at least one triple bond Also considered unsaturated H Propyne C3H4 H C C C H H C ≡ C – C H Double and triple bonds aren’t unique to carbon…
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Notice the room temperature state as the chain length increases
Melting/Boiling Points All alphatics show an increase in melting/boiling point with increased chain length. Longer chains more IMF more energy to phase change Notice the room temperature state as the chain length increases
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Melting/Boiling Points
Unsaturated compounds show a decrease in melting point. Double bonds kink the chains creating spaces that weaken IMF. Foods typically contain both saturated and unsaturated fats – but have a greater percentage of one type over the other Compound Name Common Source Melting Point (oC) Saturated Stearic acid Beef 66 Palmitic acid Beef, pork 63 Myristic acid Butter 58 Unsaturated Oleic acid Olives, avocados 16 Linoleic acid Seeds, nuts -5 Linolenic acid Flax, hemp -10 saturated unsaturated
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C11-5-10 BASIC STRUCTURE Vocabulary & Concepts Distillation
CAN YOU / HAVE YOU? C BASIC STRUCTURE Compare and contrast inorganic and organic chemistry and identify the origins and major sources of hydrocarbons and other organic compounds. Describe the structural characteristics of carbon that allow for the formation of so many different compounds. Include: single, double and triple bonding Compare and contrast the molecular structures of alkanes, alkenes, and alkynes. Include: melting and boiling points Differentiate between saturated and unsaturated hydrocarbons. Include: melting/boiling points Vocabulary & Concepts Distillation
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