1 PROPERTIES OF ORGANIC FAMILIES Family 1 Polarity Hydrogen bonding Solubility in water Melting and boiling points O-H bond is very polar; small alcohols are ______polar than large alcohols Alcohols experience Hbonding with other alcohols and water Extremely soluble in water due to Hbonding. Solubility ______________with increasing number of carbon atoms. Due to Hbonding, most have higher melting and boiling points than alkanes with same number of carbon atoms. Most are ___________at room temperature. Extremely flammable Ethers ______shape around oxygen means two C-O dipoles do not counteract each other. C-O bond is ____polar than OH, ether is ____ polar than alcohol. No H-bonding due to no O-H bond. Can accept Hbonding from water. Usually soluble, solubility decreases with increasing size of carbon chains. Boiling points much lower than alcohols. Extremely flammable Amines C-N and N-H bonds are polar. Amines are usually polar. N-H bonds allow Hbonding. Amines with four or less carbons are miscible with water (due to H-bonding). Solubility decreases as # C increases. Primary and _____boiling points than tertiary (which do not contain N-H bond). -Widely found in nature. Often toxic. Many have medicinal properties. -Low molecular mass amines have ____smell. -Act as weak _________. Aldehydes and Ketones C=O bond is polar, so both usually polar H-bonding cannot occur between molecules since no O-H bond. Hbonds can form with water. Those with low molecular mass are very soluble in water. Those with large molecular mass are less soluble. BP are ________than corresponding alcohols, and ________than corresponding alkanes. -Aldehydes have strong ______ smell, while ketones smell _______Aldehydes with large molecular mass smell_______. Both used to make _________. -Can act as polar solvents, but also as solvents for non-polar compounds. Alcohols Additional characteristics Most are poisonous 2 Carboxylic Acids Due to polar O-H and C=O bonds, are polar compounds. H-bonding is strong, and also occurs with water. Those with low molecular mass are very soluble. Solubility decreases with increasing #C atoms. Melting and boiling are very high. -Often have unpleasant odours. -OH group does not behave like basic hydroxide ion (OH-). -Melting and boiling points are very high due to exceptionally strong H-bonding. Esters Like carboxylic acids, usually polar. Do not have O-H bonds therefore cannot form H-bonds. Can accept H-bonds from water, so those with low molecular mass are soluble. Esters with C chains longer than 3 are not soluble. Low boiling points due to no H-bonds. Usually volatile liquids at room temperature. -Pleasant odour and taste, used to produce perfumes and artificial flavours. -Taste of many fruits come from esters. C-N and N-H bonds are polar and amides are similar to carboxylic acids. Primary amides have stronger Hbonds than carboxylic acids due to two N-H bonds. Secondary also form Hbonds. Soluble in water. Solubility decreases with increasing nonpolar HC part. Primary amides have higher melting and boiling than carboxylic acids. Many are _________at room temperature. -Amide called acetaminophen is painkiller -Urea (an amide), made from carbon dioxide and ammonia, first organic compound synthesized. Amides 3 Organic Compounds : Summary GROUP STRUCTURE Alkane NAMING GENERAL FORMULA PROPERTIES USES AND OCCURENCE __________ Non-polar ; Insoluble ; ______ M.P. and B.P. _____________ and combustion Fuels ; petrochemical building blocks Major source is ______________l _________ Same as alkanes __________and combustion reactions starting materials for many polymers produced from catalytic cracking of _________ Same as alkanes addition of 1 or 2 molecules of adding agent Combustion _________; insoluble in water ______________ and combustion DEHYDROGENATION OF 2 O ALCOHOL SOLVENT -ane Alkene - ene Alkyne - yne ___________ ___ Aromatics Alcohols Acids Esters - benzene or phenyl C6HnR(6-n) (variable) R -OH etc. -ol,diol,triol CnH2n+1OHet c. higher B.P.; soluble in water; many reactions e.g. esterfication, combustion R-C=O \ OH - oic acid CnH2n+1COO H high B.P. first 4 soluble all inorganic reactions; esterfication insoluble in water react with water to form acid and alcohol CnH2n+1X CnH2n-1X C6H5X Variable B.P.'s generally insoluble in water intermediates in prep of many organics O R' yl R oate \\ -C \ O --R' Alkyl halides R - Xn X= F,Cl, Br, I flurochlorobromoiodo- very diverse solvents, foods, drugs, explosives major source is coal tar very diverse- antifreeze, alcoholic drinks, cosmetics, food methanol from destructive distillation of wood ethanol from distillation of sugars and industrially by hydrating ethene commonly occurs in foods, waxes present in fruits- sour taste, animal fats and vegetable oils used as solvents and artificial flavours ; commonly occur in animal fats and vegetable oils natural occuring fruits etc. antiseptics anaesthetics refrigerants insect repellants GROUP STRUCTURE (Draw the simplest in the family) NAMING PROPERTIES USES AND OCCURENCE ________ __________IN WATER ORGANIC SOLVENT __________________ __________IN WATER __________B.P. THAN ALCOHOLS OXIDIZED TO _____________ _______________OF PRIMARY ALCOHOLS PRODUCED FROM ALKENES SOMEWHAT SOLUBLE IN WATER UNREACTIVE DEHYDROGENATION OF 2 O ALCOHOL SOLVENT Drop e from alkane add the word amine _________ODOUR ORGANIC BASES ____________IN WATER NICOTINE-3OAMINE BIODEGRATION OF AMINO ACIDS Drop e from alkane add the word amide HIGH B.P. INSOLUBLE IN WATER VERY WEAKLY BASIC SYNTHETIC POLYMERS PROTEINS ETHER yloxyether ALDEHYDE al KETONE - ONE AMINE AMIDE H-C-NH2 \\ O GENERAL FORMULA 4 QUICK START SPRAYS