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Organic Chemistry. - study of compounds containing carbon hydrocarbons - organic compounds that only contain C and H *remember each carbon forms four bonds simple formula - shows the # and types of atoms structural formula - shows the #, type and arrangement of atoms - PowerPoint PPT Presentation
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Organic ChemistryAlkanes (end with –ane, simplest hydrocarbons, contain only single
covalent bonds)# of C Prefix Simple Formula 1 meth- CH4
2 eth- C2H6
3 prop-C3H8
4 but- C4H10
5 pent- C5H12
6 hex- C6H14
7 hept- C7H16
8 oct- C8H18
9 non- C9H20
10 dec- C10H22
-all alkanes that are straight chains are namedn-alkane (means normal)C4H10 = n-butane
-look at pg 1010 *iso-, and neo-
Branched Chain Alkanes-alkane group takes the place of a H atom-called a substituentalkyl group- hydrocarbon substituent
-ends with –yl (take away -ane)-contains one less H-look at # of C to name
ex- CH3 = methyl C2H5 = ethyl
Naming Branched Chain Alkanes1) Find the longest chain = parent molecule
ex- heptane2) # the C’s in the chain, making sure alkyl
groups have lower numbers, can count backwards
ex- 2,3,4 instead of 4,5,63) Add #’s to names of alkyl groups, with a dash
in betweenex: 2-methyl 3-methyl 4-ethyl
4) Use prefixes to denote multiples of the same alkyl groups, commas between #’s
ex- 2,3-dimethyl5) Put alkyl groups in alphabetical order
ignoring prefixesex- 4-ethyl-2,3-dimethyl
6) **Use proper punctuation-commas separate #’s-hyphens separate #’s and letters-no spaces
7) Add parent chain name ex- 4-ethyl-2,3-dimethylheptane
*Remember prefixes*2 = di- 3 = tri- 4 = tetra-5 = penta- 6 = hexa- 7 = hepta-8 = octa- 9 = nona- 10 = deca-
Drawing Structural Formula From Name1) Find parent chain and draw2) # C’s on parent chain3) Identify substituents and attach to proper C4) Add hydrogen as neededTry These!!5) 3-ethylhexane2) 2,2,4-trimethylpentane3) 3-ethyl-3,4-dimethyloctane
saturated compounds- contain max # of H-all alkanes, all single C-C bonds
unsaturated compounds- do not contain max # of H-contain double or triple C-C bonds-alkenes and alkynes
Alkenes-contain at least one double C═C bond
Naming Alkenes1) Find longest chain containing double bond
-this is parent chain-gets –ene endingex- butene
2) # so that C atoms of the double bond get the lowest #’s, then look at alkyl groups to get lowest #-double bond gets numbered in the nameex- 2-butene
3) Substituents get named the same as alkanesex- 2-methyl
4) Put all togetherex: 2-methyl-2-butene
Alkynes-named same way except end in –yne
http://www.chembio.uoguelph.ca/educmat/chm19104/organic_nomenclature_quizzes.htm
Structural Isomers-compounds that have the same simple formula,
but different structural formulasEx- C4H10
n-butane 2-methylpropaneTry This!! Write the structural formulas/skeleton formulas
and names for the nine isomers of heptane
Cyclic Hydrocarbons-contain a hydrocarbon ring-all single bonded cyclic hydrocarbons are
named with the prefix cyclo- ex-
cyclopropane
-if have subgroups, name just like before
Try these!!
1-ethyl-3-methylcyclohexane
1,3-dimethylcyclopentane
unsaturated cyclic hydrocarbons/aromatic hydrocarbons
-contain 6 carbon with 3 double bonds-called benzene
=
-benzene can have subgroups coming off of it
1-ethyl-2,3-dimethylbenzene
methylbenzene
-if benzene is a substituent it is called phenyl
2-phenylpropane
-or isopropylbenzene
Functional Groups**R represents C chain attached to functional
groupHalocarbons R-XX= a halogenfunctional group = halogen-use root of halogen to name
ex-chloromethane
1,4-dibromobenzene
Alcohols R-OHfunctional group = OH (hydroxyl)-name same as others except ending on parent
chain drops the –e and gets an –ol-must number where the -OH is located-alcohols containing 2, 3 or 4 –OH get prefix(diol, triol, tetrol) after parent chain
ex- methanol
1,2-ethanediol
2-methyl-2-propanol
Ethers R-O-Rfunctional group = ether-name R groups then add ether (space between)ex-
ethylmethyl ether
diphenyl ether
Aldehydes
functional group = carbonyl group-name same as others, but gets the –al ending-OH is always on the terminal carbon, so no
need to numberex-
propanal
3-phenyl-2-propenal
2-methylbutanal
Ketones
functional group = carbonyl group-to name, drop –e on parent chain and add –one-number so ═O gets lowest #ex-
propanone
2,4-dimethyl-3-hexanone
diphenylmethanone
Carboxylic Acids
functional group = carboxyl-ends with –oic acidex-
ethanoic acid
4-methyl-3-pentenoic acid
Esters
functional group = ester-get –oate ending, with space between, parent
chain is where ester group is located-esters have fruity, pleasant odorsex-
ethyl ethanoate
butyl propanoate
ethyl pentanoate
Amines
functional group = amine group-named by groups attached and end with amine ex-
ethylamine
trimethylamine
ethylmethylamine
SummaryType Structure Group Endinghalocarbon R-X X=halogen root of halogenalcohol R-OH hydroxyl -olether R-O-R ether etheraldehyde carbonyl -al
*on terminal carbonketone carbonyl -one
carboxylic acid -COOH carboxyl -oic acid
ester ester -oate
amine NR3 amine amine