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Published byPenelope Cobb Modified over 9 years ago
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Wilkommen nach Organische Chemie Klasse
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ORGANIC-SPEAK IN A NUTSHELL
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N-methylphenyl-2-propan-2-amine ????? GOT IT ?
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149.2=MW Recognize the Final product ?? Common name: methamphetamine Pop culture hint Street name: Crystal meth
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1) 2) 3) Hydride transfer mechanism for Cannizzaro reaction Got it ?
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The Twin Language Skills of Modern Organic Chemistry 1.Synthesis 2.Mechanism
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Wilkommen nach Organische Chemie Klasse SYNTHESIS MECHANISM + = ORGANIC CHEMISTRY
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But wait…there’s more !! Breaking Bad :Season 1, episode 1 time 40:51-43:17
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GOT IT ?
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In the beginning….1828 Vitalism Theory of Matter dominates 1) Matter is divided into organic and inorganic 2 ) Only living things can create or generate organics 3) Inorganic matter lacks the `essences of life’ = `in vivo’ (of life) quality present in organic matter.
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1828 Chemistry is the down-trodden, lower class stepchild of medicine This tough-looking cookie works for free as the chief chemist of the Stockholm School of Medicine Johann Jakob Berzelius A `father’ of modern chemistry
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The Big Breakthrough in 1828 pg. 2 of text Friedrich Wohler, boy chemistry wonder becomes Berzelius’s (unpaid) grad student The kid’s big breakthrough… CH 4 N 2 O CH 4 N 2 O heat NH 4 OCN (NH 2 ) 2 CO Inorganic salt (ammonium cyanate) Urea (essence of urine) hea t
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1835 Vitalism is road kill on the highway of chemistry RIP : VITALISM THEORY OF MATTER
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1835 Though vitalism is dead…things are maybe worse “Organic chemistry nowadays drives me mad. To me it appears like a primeval tropical forest full o the most remarkable things, a dreadful endless jungle into which one does not dare enter for there seems to be no way out.” Friedrich Wohler (former boy wonder) 1835 Footnote: chemists are still poor vs. doctors but all doctors must take organic chemistry
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Methane as described in general chemistry 1 ) CH 4 = 25 wt % H + 75 wt % C 2) 1 mole CH 4 = 1 mole C + 2 moles H 2 3) C(s) + 2H 2 (g) CH 4 (g) -17.7 kcal/mol CH 4 4) CH 4 (g) + 2O 2 (g) CO 2 (g) + 2H 2 O(l) -191 Kcal/mol CH 4 5) R(C-H) = 10.9 nm; (H-C-H)=109.5 o 6) mp= 90 K; bp= 102 K Number heavy
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Methane according to organic chemists 2) Bonds are sp 3 hybrids 1)1) 3) Smallest member of alkane family: C n H 2n+2 4) Main source: biological decay 5) Main reaction of CH 4 : Free radical halogen (X) substitution light CH 4 + X 2 CH 3 X + HX
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Organic chemists think a lot like…. zoologists 1) What does the animal methane look like ? 2) vertebrate/invertebrate? bonds are sp 3 hybrids
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4. Where does this methane animal main live??? oil 3) What family of chemical critters does methane belong to ?? Smallest member of alkane family: C n H 2n+2
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5) What happens when methane meets with other chemical critters ? 5) Main reaction of CH 4 : Free radical halogen (X) substitution light CH 4 + X 2 CH 3 X + HX
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For the mathphobic, Organic is the place to be… Organic is visual and verbal, not mathematical* (except in advanced courses) * Except in lab where % yield and mole count rears their nasty heads
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More tloc*: organizing the jungle’’ more `zoological’ thinking Thinking Like an Organic Chemist
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OIL and COAL (dead plants and animals under pressure and low O 2 ) Chain aliphatics Ring aliphatics aromatics Alkanes ( ) Alkynes ( ) Alkenes (=) ` functional’ group organizational scheme for organic chemistry R-H R-OH alcohols R-X alkyl halides (X=F,Cl,Br,I…) R-NH 2 amines
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Extended`phylogeny’ of organic compounds OIL and COAL (dead plants and animals under pressure and low O 2 ) Chain aliphaticsRing aliphaticsaromatics alkanes alkenes alkynes dienes Mono ringsFused rings heterobenzenes phenols benzoates alcohols ketones haloalkenes alkenols napthalenes anthracenes halides ketoesters dione s Bio molecules sugars lipids proteins amines Carboxylic acids DNA Organic-bioorganic divide Biology
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