diff --git a/main.pdf b/main.pdf index 2f50e6c..cc4942f 100644 Binary files a/main.pdf and b/main.pdf differ diff --git a/main.tex b/main.tex index 51dc828..3e967ed 100644 --- a/main.tex +++ b/main.tex @@ -1649,7 +1649,7 @@ Suffix & Functional Group & Example \\ -ol & Alcohol (\ce{-OH}) & Methanol, ethanol, phenol \\ -al & Aldehyde (\ce{-CHO}) & Methanal (formaldehyde), ethanal \\ -one & Ketone (\ce{C=O}) & Acetone (propanone), butanone \\ --oic acid & Carboxylic acid (\ce{-COOH}) & Ethanoic acid (acetic acid) \\ +-oic acid & Carboxylic acid (\ce{-COOH}) and Ethanoic acid (acetic acid) \\ -oate & Ester (\ce{-COO-}) & Ethyl acetate (ethyl ethanoate) \\ -amide & Amide (\ce{-CONH2}) & Acetamide, formamide \\ -amine & Amine (\ce{-NH2}) & Methylamine, ethylamine \\ @@ -1707,7 +1707,7 @@ Isobutane & \ce{(CH3)3CH} & Branched isomer of butane, refrigerant \\ Pentane & \ce{C5H12} & Laboratory solvent \\ Hexane & \ce{C6H14} & Extraction solvent \\ Octane & \ce{C8H18} & Gasoline component \\ -Paraffin & \ce{C_{n}H_{2n+2}} & Wax, candles (long chain alkanes) \\ +Paraffin & \ce{C_nH_{2n+2}} & Wax, candles (long chain alkanes) \\ Ethylene & \ce{C2H4} & Fruit ripening agent, plastic production \\ Propylene & \ce{C3H6} & Polypropylene production \\ Acetylene & \ce{C2H2} & Welding gas, illumination \\ @@ -1774,7 +1774,6 @@ Ethanol & \ce{C2H5OH} & Drinking alcohol, solvent, fuel \\ Isopropanol & \ce{(CH3)2CHOH} & Rubbing alcohol, disinfectant \\ Butanol & \ce{C4H9OH} & Solvent, plasticizer \\ Ethylene glycol & \ce{HOCH2CH2OH} & Antifreeze, polyester precursor \\ -Glycerol (Glycerin) & \ce{HOCH2CH(OH)CH2OH} & Soap making, sweetener, explosives \\ Phenol & \ce{C6H5OH} & Disinfectant, plastic precursor, caustic \\ Cresol & \ce{CH3C6H4OH} & Disinfectant, wood preservative \\ Resorcinol & \ce{C6H4(OH)2} & Adhesives, dyes, antiseptic \\ @@ -1794,12 +1793,703 @@ Menthol & \ce{C10H20O} & Cooling sensation, mint flavor \\ \subsection{Carboxylic acids and esters} +\begin{longtable}{p{3.5cm}p{3.5cm}p{6.5cm}} +\toprule +Common Name & Formula/Structure & Description/Use \\ +\midrule +\endfirsthead +\toprule +Common Name & Formula/Structure & Description/Use \\ +\midrule +\endhead +Formic acid & \ce{HCOOH} & Ant venom, leather tanning, antibacterial \\ +Acetic acid & \ce{CH3COOH} & Vinegar (5\%), food preservative, solvent \\ +Propionic acid & \ce{C2H5COOH} & Food preservative, mold inhibitor \\ +Butyric acid & \ce{C3H7COOH} & Rancid butter odor, flavoring \\ +Valeric acid & \ce{C4H9COOH} & Unpleasant odor, pharmaceutical intermediate \\ +Caproic acid & \ce{C5H11COOH} & Goat odor, flavoring agent \\ +Palmitic acid & \ce{C15H31COOH} & Palm oil, soap making, saturated fat \\ +Stearic acid & \ce{C17H35COOH} & Candles, soap, cosmetics, saturated fat \\ +Oleic acid & \ce{C17H33COOH} & Olive oil, unsaturated fatty acid \\ +Linoleic acid & \ce{C17H31COOH} & Essential fatty acid, polyunsaturated \\ +Oxalic acid & \ce{HOOC-COOH} & Rust remover, toxic (kidney stones) \\ +Malonic acid & \ce{HOOC-CH2-COOH} & Synthesis intermediate, barbiturate precursor \\ +Citric acid & \ce{C6H8O7} & Citrus fruits, food acidulant, chelator \\ +Tartaric acid & \ce{C4H6O6} & Grapes, baking powder, wine making \\ +Malic acid & \ce{C4H6O5} & Apples, sour taste in fruits \\ +Lactic acid & \ce{CH3CH(OH)COOH} & Sour milk, muscle fatigue, fermentation \\ +Benzoic acid & \ce{C6H5COOH} & Food preservative, antifungal \\ +Salicylic acid & \ce{C6H4(OH)COOH} & Aspirin precursor, acne treatment \\ +Phthalic acid & \ce{C6H4(COOH)2} & Plasticizer, polyester resin \\ +Methyl formate & \ce{HCOOCH3} & Fumigant, solvent, tobacco flavoring \\ +Ethyl acetate & \ce{CH3COOC2H5} & Nail polish remover, fruity odor \\ +Butyl acetate & \ce{CH3COOC4H9} & Banana oil, lacquer solvent \\ +Methyl salicylate & \ce{C6H4(OH)COOCH3} & Wintergreen oil, muscle pain relief \\ +Ethyl butyrate & \ce{C3H7COOC2H5} & Pineapple flavor, perfume \\ +Amyl acetate & \ce{CH3COOC5H11} & Banana oil, pear flavor \\ +Nitroglycerin & \ce{C3H5(ONO2)3} & Explosive, angina medication (vasodilator) \\ +\bottomrule +\end{longtable} + \subsection{Amines, amides and nitriles} +\begin{longtable}{p{3.5cm}p{3.5cm}p{6.5cm}} +\toprule +Common Name & Formula/Structure & Description/Use \\ +\midrule +\endfirsthead +\toprule +Common Name & Formula/Structure & Description/Use \\ +\midrule +\endhead +Methylamine & \ce{CH3NH2} & Fishy odor, pharmaceutical intermediate \\ +Ethylamine & \ce{C2H5NH2} & Solvent, dye intermediate \\ +Dimethylamine & \ce{(CH3)2NH} & Leather tanning, rocket fuel component \\ +Trimethylamine & \ce{(CH3)3N} & Fishy odor in spoiled fish \\ +Aniline & \ce{C6H5NH2} & Dye production, rubber chemicals, toxic \\ +Phenylethylamine & \ce{C6H5CH2CH2NH2} & Neurotransmitter, chocolate component \\ +Pyridine & \ce{C5H5N} & Solvent, denaturant, unpleasant odor \\ +Putrescine & \ce{H2N(CH2)4NH2} & Decaying flesh odor, diamine \\ +Cadaverine & \ce{H2N(CH2)5NH2} & Corpse odor, diamine \\ +Ethanolamine & \ce{HOCH2CH2NH2} & Detergent, gas scrubbing, emulsifier \\ +Formamide & \ce{HCONH2} & Solvent, softener \\ +Acetamide & \ce{CH3CONH2} & Plasticizer, solvent \\ +Urea & \ce{(NH2)2CO} & Fertilizer, animal feed, cosmetics \\ +Polyacrylamide & {[-\ce{CH2CH(CONH2)}-]$_n$} & Water treatment, gel electrophoresis \\ +Paracetamol & \ce{CH3CONHC6H4OH} & Acetaminophen, pain reliever, fever reducer \\ +Caffeine & \ce{C8H10N4O2} & Coffee stimulant, central nervous system \\ +Nicotine & \ce{C10H14N2} & Tobacco alkaloid, highly addictive, toxic \\ +Acetonitrile & \ce{CH3CN} & HPLC solvent, extraction \\ +Acrylonitrile & \ce{CH2=CHCN} & Acrylic fiber, ABS plastic monomer \\ +Adiponitrile & \ce{NC(CH2)4CN} & Nylon-66 precursor \\ +Benzonitrile & \ce{C6H5CN} & Solvent, chemical intermediate \\ +Hydrogen cyanide & \ce{HCN} & Extremely toxic gas, fumigant, gold extraction \\ +Cyanamide & \ce{H2NCN} & Fertilizer, calcium cyanamide \\ +\bottomrule +\end{longtable} + \subsection{Thiols and thioethers} +\begin{longtable}{p{3.5cm}p{3.5cm}p{6.5cm}} +\toprule +Common Name & Formula/Structure & Description/Use \\ +\midrule +\endfirsthead +\toprule +Common Name & Formula/Structure & Description/Use \\ +\midrule +\endhead +Methanethiol & \ce{CH3SH} & Rotten cabbage odor, natural gas odorant \\ +Ethanethiol & \ce{C2H5SH} & Skunk spray component, LPG odorant \\ +Propanethiol & \ce{C3H7SH} & Onion lachrymator precursor \\ +Butanethiol & \ce{C4H9SH} & Skunk secretion, extremely foul odor \\ +Thiophenol & \ce{C6H5SH} & Extremely foul odor, chemical intermediate \\ +Glutathione & \ce{C10H17N3O6S} & Antioxidant tripeptide, detoxification \\ +Lipoic acid & \ce{C8H14O2S2} & Antioxidant, enzyme cofactor \\ +Mercaptoethanol & \ce{HSCH2CH2OH} & Reducing agent in biochemistry \\ +Allicin & \ce{C6H10OS2} & Garlic odor and flavor, antibiotic \\ +Dimethyl sulfide & \ce{(CH3)2S} & Ocean smell, cabbage odor \\ +Diethyl sulfide & \ce{(C2H5)2S} & Garlic-like odor, solvent \\ +Mustard gas & \ce{(ClCH2CH2)2S} & Chemical warfare agent, extremely toxic \\ +Dimethyl sulfoxide & \ce{(CH3)2SO} & DMSO, solvent, penetrates skin \\ +Biotin & \ce{C10H16N2O3S} & Vitamin B7, coenzyme, hair/nail health \\ +Thioacetone & \ce{(CH3)2CS} & Worst smell in history, evacuated city \\ +Thiourea & \ce{(NH2)2CS} & Photography, textile processing \\ +\bottomrule +\end{longtable} + \subsection{Organic compounds in everyday life} +\subsubsection{Carbohydrates and sugars} + +\textbf{Glucose (C$_6$H$_{12}$O$_6$)} + +\textbf{Common name:} Blood sugar, dextrose, grape sugar + +\textbf{Structure:} \chemfig{CHO-[:270]C(-[:180]OH)(-[:0]H)-[:270]C(-[:0]OH)(-[:180]H)-[:270]C(-[:180]OH)(-[:0]H)-[:270]C(-[:0]OH)(-[:180]H)-[:270]CH_2OH} + +\textbf{Properties:} +\begin{itemize} +\item Most important monosaccharide in human metabolism +\item Exists as cyclic form (pyranose) in solution +\item Reducing sugar (positive Fehling's and Benedict's test) +\item Primary energy source for cellular respiration +\end{itemize} + +\textbf{Occurrence:} Blood, fruits, honey, cornstarch hydrolysis + +\vspace{0.5cm} + +\textbf{Fructose (C$_6$H$_{12}$O$_6$)} + +\textbf{Common name:} Fruit sugar, levulose + +\textbf{Structure:} \chemfig{CH_2OH-[:270]C(=[:180]O)-[:270]C(-[:0]OH)(-[:180]H)-[:270]C(-[:180]OH)(-[:0]H)-[:270]C(-[:0]OH)(-[:180]H)-[:270]CH_2OH} + +\textbf{Properties:} +\begin{itemize} +\item Sweetest natural sugar +\item Ketose (ketone sugar) rather than aldose +\item Forms furanose ring in solution +\item Reducing sugar +\end{itemize} + +\textbf{Occurrence:} Fruits, honey, high-fructose corn syrup + +\vspace{0.5cm} + +\textbf{Sucrose (C$_{12}$H$_{22}$O$_{11}$)} + +\textbf{Common name:} Table sugar, cane sugar, beet sugar + +\textbf{Structure:} Disaccharide of glucose and fructose linked by $\alpha$(1$\to$2) glycosidic bond + +\textbf{Properties:} +\begin{itemize} +\item Non-reducing sugar (no free anomeric carbon) +\item Highly soluble in water +\item Hydrolyzes to glucose and fructose (invert sugar) +\item \ce{C12H22O11 + H2O ->[H+ or invertase] C6H12O6 (glucose) + C6H12O6 (fructose)} +\end{itemize} + +\textbf{Occurrence:} Sugar cane, sugar beets, maple syrup + +\vspace{0.5cm} + +\textbf{Lactose (C$_{12}$H$_{22}$O$_{11}$)} + +\textbf{Common name:} Milk sugar + +\textbf{Structure:} Disaccharide of glucose and galactose linked by $\beta$(1$\to$4) glycosidic bond + +\textbf{Properties:} +\begin{itemize} +\item Reducing sugar (free anomeric carbon on glucose) +\item Less sweet than sucrose +\item Hydrolyzed by lactase enzyme +\item Lactose intolerance results from lactase deficiency +\end{itemize} + +\textbf{Occurrence:} Mammalian milk (cow milk: 4-5\%, human milk: 6-7\%) + +\vspace{0.5cm} + +\textbf{Maltose (C$_{12}$H$_{22}$O$_{11}$)} + +\textbf{Common name:} Malt sugar + +\textbf{Structure:} Disaccharide of two glucose units linked by $\alpha$(1$\to$4) glycosidic bond + +\textbf{Properties:} +\begin{itemize} +\item Reducing sugar +\item Product of starch hydrolysis +\item Hydrolyzed by maltase enzyme +\item Important in brewing and bread making +\end{itemize} + +\textbf{Occurrence:} Germinating grains, malt, partial starch digestion + +\vspace{0.5cm} + +\textbf{Starch (C$_6$H$_{10}$O$_5$)$_n$} + +\textbf{Common name:} None (standard name) + +\textbf{Structure:} Polymer of glucose units; mixture of amylose (linear, $\alpha$(1$\to$4) links) and amylopectin (branched, $\alpha$(1$\to$4) and $\alpha$(1$\to$6) links) + +\textbf{Properties:} +\begin{itemize} +\item Main storage polysaccharide in plants +\item Forms blue-black complex with iodine (diagnostic test) +\item Hydrolyzed by amylase enzymes +\item Insoluble in cold water, forms colloidal suspension in hot water +\end{itemize} + +\textbf{Occurrence:} Potatoes, rice, wheat, corn, all plant tubers and seeds + +\vspace{0.5cm} + +\textbf{Cellulose (C$_6$H$_{10}$O$_5$)$_n$} + +\textbf{Common name:} Plant fiber + +\textbf{Structure:} Linear polymer of glucose units linked by $\beta$(1$\to$4) glycosidic bonds + +\textbf{Properties:} +\begin{itemize} +\item Most abundant organic compound on Earth +\item Structural polysaccharide in plant cell walls +\item Not digestible by humans (lack cellulase enzyme) +\item Important dietary fiber +\item Strong hydrogen bonding between chains gives high tensile strength +\end{itemize} + +\textbf{Occurrence:} Plant cell walls, cotton (95\% cellulose), wood (40-50\%) + +\subsubsection{Lipids and fats} + +\textbf{Fatty acids (General formula: CH$_3$(CH$_2$)$_n$COOH)} + +\textbf{Common examples:} +\begin{itemize} +\item Palmitic acid (C$_{16}$H$_{32}$O$_2$): \chemfig{CH_3-[:0](-[:90])-[:0](-[:270])-[:0](-[:90])-[:0](-[:270])-[:0](-[:90])-[:0](-[:270])-[:0](-[:90])-[:0](-[:270])-[:0]COOH} +\item Stearic acid (C$_{18}$H$_{36}$O$_2$): Saturated, 18-carbon chain +\item Oleic acid (C$_{18}$H$_{34}$O$_2$): Monounsaturated, one C=C double bond +\item Linoleic acid (C$_{18}$H$_{32}$O$_2$): Polyunsaturated, two C=C double bonds +\end{itemize} + +\textbf{Properties:} +\begin{itemize} +\item Saturated: All C-C single bonds, solid at room temperature +\item Unsaturated: Contains C=C double bonds, liquid at room temperature +\item Amphipathic: Hydrophobic tail, hydrophilic head +\end{itemize} + +\vspace{0.5cm} + +\textbf{Triglycerides (Fats and oils)} + +\textbf{Common name:} Fat (solid), Oil (liquid) + +\textbf{Structure:} Ester of glycerol and three fatty acid molecules + +\chemfig{CH_2(-[:90]O-[:90]C(=[:150]O)-[:30]R_1)-[:270]CH(-[:0]O-[:0]C(=[:60]O)-[:300]R_2)-[:270]CH_2(-[:270]O-[:270]C(=[:210]O)-[:330]R_3)} + +where R$_1$, R$_2$, R$_3$ are long-chain fatty acid residues + +\textbf{Properties:} +\begin{itemize} +\item Energy storage molecules (9 kcal/g) +\item Fats (saturated): Solid at room temperature (animal fats: lard, butter) +\item Oils (unsaturated): Liquid at room temperature (vegetable oils: olive, corn, sunflower) +\item Hydrophobic, insoluble in water +\item Undergo saponification (base hydrolysis to form soap) +\end{itemize} + +\textbf{Saponification reaction:} + +\ce{Fat + 3NaOH -> Glycerol + 3 Soap (sodium salt of fatty acid)} + +\vspace{0.5cm} + +\textbf{Phospholipids} + +\textbf{Common name:} Cell membrane lipids + +\textbf{Structure:} Similar to triglycerides but one fatty acid replaced by phosphate group + +\textbf{Example - Phosphatidylcholine (Lecithin):} + +\chemfig{CH_2(-[:90]O-[:90]C(=[:150]O)-[:30]R_1)-[:270]CH(-[:0]O-[:0]C(=[:60]O)-[:300]R_2)-[:270]CH_2(-[:270]O-[:270]P(=[:210]O)(-[:270]O^{-})(-[:330]O-[:330]CH_2-[:30]CH_2-[:330]N^{+}(CH_3)_3))} + +\textbf{Properties:} +\begin{itemize} +\item Amphipathic molecules +\item Form lipid bilayer in cell membranes +\item Essential for membrane structure and function +\item Emulsifying agents +\end{itemize} + +\textbf{Occurrence:} All cell membranes, egg yolk, soybeans + +\subsubsection{Soaps and detergents} + +\textbf{Soap} + +\textbf{Common name:} Sodium or potassium salt of fatty acids + +\textbf{Structure (example - sodium stearate):} + +\chemfig{CH_3-[:0](-[:90])-[:0](-[:270])-[:0](-[:90])-[:0](-[:270])-[:0](-[:90])-[:0](-[:270])-[:0](-[:90])-[:0](-[:270])-[:0]COO^{-}Na^{+}} + +\textbf{Properties:} +\begin{itemize} +\item Amphipathic: Hydrophobic tail (C$_{12}$-C$_{18}$ chain), hydrophilic head (COO$^-$) +\item Forms micelles in water +\item Lowers surface tension +\item Ineffective in hard water (forms precipitate with Ca$^{2+}$, Mg$^{2+}$) +\item Basic in aqueous solution (pH 9-10) +\end{itemize} + +\textbf{Preparation:} Saponification of fats with strong base (NaOH or KOH) + +\textbf{Mechanism of cleaning:} +\begin{itemize} +\item Hydrophobic tails dissolve in grease/oil +\item Hydrophilic heads face water +\item Forms emulsion allowing oil removal +\end{itemize} + +\vspace{0.5cm} + +\textbf{Detergents} + +\textbf{Common name:} Synthetic soaps + +\textbf{Types:} +\begin{itemize} +\item Anionic: Sodium alkyl sulfates (e.g., SDS, sodium dodecyl sulfate) +\item Cationic: Quaternary ammonium salts +\item Non-ionic: Polyethylene glycol derivatives +\end{itemize} + +\textbf{Example - Sodium dodecyl sulfate (SDS):} + +\chemfig{CH_3-[:0](CH_2)_{11}-[:0]O-[:0]S(=[:60]O)(=[:300]O)(-[:180]O^{-}Na^{+})} + +\textbf{Properties:} +\begin{itemize} +\item Work in hard water (do not precipitate with Ca$^{2+}$, Mg$^{2+}$) +\item More effective than soaps in acidic conditions +\item Stronger cleaning action +\item Some are non-biodegradable (environmental concern) +\end{itemize} + +\subsubsection{Vitamins} + +\textbf{Vitamin A (Retinol, C$_{20}$H$_{30}$O)} + +\textbf{Common name:} Retinol, anti-xerophthalmia vitamin + +\textbf{Structure:} \chemfig{CH_3-[:30](-[:90]CH_3)(-[:330]CH_3)-[:330]*6(-=-(-CH_3)=-=)-[:30]=[:330]-[:30]=[:330]-[:30]=[:330]-[:30]CH_2OH} + +\textbf{Properties:} +\begin{itemize} +\item Fat-soluble vitamin +\item Important for vision (forms rhodopsin in retina) +\item Essential for growth, immune function, skin health +\item Deficiency: Night blindness, xerophthalmia (dry eyes) +\end{itemize} + +\textbf{Sources:} Liver, fish oils, dairy products, carrots (as $\beta$-carotene precursor) + +\vspace{0.5cm} + +\textbf{Vitamin C (Ascorbic acid, C$_6$H$_8$O$_6$)} + +\textbf{Common name:} Ascorbic acid, anti-scurvy vitamin + +\textbf{Structure:} \chemfig{HO-[:30]*5(-(=O)-O-(-[:90]OH)=(-[:270]OH)-)}(-[:270]CH(-[:330]OH)-[:270]CH_2OH) + +\textbf{Properties:} +\begin{itemize} +\item Water-soluble vitamin +\item Powerful antioxidant +\item Essential for collagen synthesis +\item Enhances iron absorption +\item Easily oxidized (degraded by heat, light, air) +\item Deficiency: Scurvy (bleeding gums, poor wound healing) +\end{itemize} + +\textbf{Sources:} Citrus fruits, strawberries, peppers, broccoli, tomatoes + +\vspace{0.5cm} + +\textbf{Vitamin D$_3$ (Cholecalciferol, C$_{27}$H$_{44}$O)} + +\textbf{Common name:} Cholecalciferol, sunshine vitamin, anti-rickets vitamin + +\textbf{Properties:} +\begin{itemize} +\item Fat-soluble vitamin +\item Synthesized in skin upon UV exposure +\item Regulates calcium and phosphate absorption +\item Essential for bone health +\item Deficiency: Rickets (children), osteomalacia (adults) +\end{itemize} + +\textbf{Sources:} Sunlight exposure, fish oils, fortified milk, egg yolk + +\vspace{0.5cm} + +\textbf{Vitamin E ($\alpha$-Tocopherol, C$_{29}$H$_{50}$O$_2$)} + +\textbf{Common name:} $\alpha$-Tocopherol, anti-sterility vitamin + +\textbf{Structure:} Chromanol ring system with long phytyl side chain + +\textbf{Properties:} +\begin{itemize} +\item Fat-soluble vitamin +\item Major antioxidant protecting cell membranes +\item Protects polyunsaturated fatty acids from oxidation +\item Important for reproduction and immune function +\end{itemize} + +\textbf{Sources:} Vegetable oils, nuts, seeds, green leafy vegetables + +\vspace{0.5cm} + +\textbf{Vitamin K (Phylloquinone, C$_{31}$H$_{46}$O$_2$)} + +\textbf{Common name:} Phylloquinone, anti-hemorrhagic vitamin + +\textbf{Properties:} +\begin{itemize} +\item Fat-soluble vitamin +\item Essential for blood clotting (activates clotting factors) +\item Important for bone metabolism +\item Synthesized by intestinal bacteria +\item Deficiency: Prolonged bleeding, hemorrhage +\end{itemize} + +\textbf{Sources:} Green leafy vegetables (spinach, kale), liver, bacteria synthesis + +\vspace{0.5cm} + +\textbf{Vitamin B$_1$ (Thiamine, C$_{12}$H$_{17}$N$_4$OS$^+$)} + +\textbf{Common name:} Thiamine, anti-beriberi vitamin + +\textbf{Properties:} +\begin{itemize} +\item Water-soluble vitamin +\item Cofactor for enzymes in carbohydrate metabolism +\item Essential for nervous system function +\item Deficiency: Beriberi (nerve damage, heart failure) +\end{itemize} + +\textbf{Sources:} Whole grains, pork, legumes, nuts + +\vspace{0.5cm} + +\textbf{Vitamin B$_2$ (Riboflavin, C$_{17}$H$_{20}$N$_4$O$_6$)} + +\textbf{Common name:} Riboflavin + +\textbf{Properties:} +\begin{itemize} +\item Water-soluble vitamin +\item Component of FAD and FMN (electron carriers) +\item Essential for energy metabolism +\item Yellow-orange color, fluorescent in UV light +\item Deficiency: Cracks at corners of mouth, skin disorders +\end{itemize} + +\textbf{Sources:} Milk, eggs, meat, green vegetables + +\vspace{0.5cm} + +\textbf{Vitamin B$_3$ (Niacin, C$_6$H$_5$NO$_2$)} + +\textbf{Common name:} Niacin, nicotinic acid, anti-pellagra vitamin + +\textbf{Structure:} \chemfig{*6(=-=(-COOH)-=-N=)} + +\textbf{Properties:} +\begin{itemize} +\item Water-soluble vitamin +\item Component of NAD$^+$ and NADP$^+$ (electron carriers) +\item Essential for energy metabolism and DNA repair +\item Deficiency: Pellagra (dermatitis, diarrhea, dementia) +\end{itemize} + +\textbf{Sources:} Meat, fish, peanuts, fortified grains + +\vspace{0.5cm} + +\textbf{Vitamin B$_6$ (Pyridoxine, C$_8$H$_{11}$NO$_3$)} + +\textbf{Common name:} Pyridoxine + +\textbf{Properties:} +\begin{itemize} +\item Water-soluble vitamin +\item Cofactor for amino acid metabolism +\item Important for neurotransmitter synthesis +\item Deficiency: Anemia, peripheral neuropathy +\end{itemize} + +\textbf{Sources:} Meat, fish, potatoes, chickpeas, bananas + +\vspace{0.5cm} + +\textbf{Vitamin B$_{12}$ (Cobalamin, C$_{63}$H$_{88}$CoN$_{14}$O$_{14}$P)} + +\textbf{Common name:} Cobalamin, anti-pernicious anemia vitamin + +\textbf{Properties:} +\begin{itemize} +\item Water-soluble vitamin +\item Contains cobalt ion (only vitamin with metal) +\item Essential for DNA synthesis and red blood cell formation +\item Important for nervous system function +\item Requires intrinsic factor for absorption +\item Deficiency: Pernicious anemia, nerve damage +\end{itemize} + +\textbf{Sources:} Animal products only (meat, fish, eggs, dairy) + +\subsubsection{Other everyday organic compounds} + +\textbf{Agar} + +\textbf{Common name:} Agar-agar + +\textbf{Structure:} Polysaccharide mixture of agarose and agaropectin extracted from red algae (mainly galactose units with 3,6-anhydro-L-galactose) + +\textbf{Properties:} +\begin{itemize} +\item Forms gel at low concentrations (0.5-2\%) +\item Melting point: 85°C, gelling point: 32-40°C (hysteresis) +\item Not digested by most bacteria +\item Stable and inert +\item Vegetarian alternative to gelatin +\end{itemize} + +\textbf{Uses:} +\begin{itemize} +\item Microbiology: Culture medium for bacteria and fungi +\item Food industry: Gelling agent, stabilizer, thickener +\item Molecular biology: Gel electrophoresis +\item Cooking: Desserts, jellies (especially in Asian cuisine) +\end{itemize} + +\textbf{Source:} Red algae (seaweed): Gelidium, Gracilaria species + +\vspace{0.5cm} + +\textbf{Gelatin} + +\textbf{Common name:} Gelatin + +\textbf{Structure:} Protein derived from collagen hydrolysis; contains glycine, proline, hydroxyproline as major amino acids + +\textbf{Properties:} +\begin{itemize} +\item Forms thermoreversible gel +\item Melting point: 35-40°C (melts at body temperature) +\item Amphiphilic (both hydrophobic and hydrophilic amino acids) +\item Biodegradable +\end{itemize} + +\textbf{Uses:} +\begin{itemize} +\item Food: Desserts, marshmallows, gummy candies +\item Pharmaceuticals: Capsule coating, tablet binder +\item Photography: Film emulsion +\item Cosmetics: Face masks, creams +\end{itemize} + +\textbf{Source:} Animal collagen (bones, skin, connective tissue) + +\vspace{0.5cm} + +\textbf{Caffeine (C$_8$H$_{10}$N$_4$O$_2$)} + +\textbf{Common name:} Caffeine, guaranine, theine + +\textbf{Structure:} \chemfig{*6(=N-*5(-N(-CH_3)-(=O)-N(-CH_3)-)=-(=O)-N=-)}(-[:90]CH_3) + +\textbf{Properties:} +\begin{itemize} +\item Central nervous system stimulant +\item Alkaloid (contains nitrogen in heterocyclic ring) +\item Bitter taste +\item Sublimes at 178°C without melting +\item Blocks adenosine receptors (reduces drowsiness) +\end{itemize} + +\textbf{Effects:} +\begin{itemize} +\item Increases alertness and concentration +\item Mild diuretic +\item Can cause insomnia, jitters at high doses +\item Tolerance develops with regular use +\end{itemize} + +\textbf{Sources:} Coffee beans, tea leaves, cocoa beans, guarana, kola nuts + +\textbf{Content:} Coffee (95 mg/cup), tea (47 mg/cup), cola (40 mg/can), chocolate (25 mg/bar) + +\vspace{0.5cm} + +\textbf{Nicotine (C$_{10}$H$_{14}$N$_2$)} + +\textbf{Common name:} Nicotine + +\textbf{Structure:} \chemfig{*6(=-*5(-=-(-[:90]CH_3)-N-)-=-(-[:0]*5(-N--=-=))=)} + +\textbf{Properties:} +\begin{itemize} +\item Highly addictive alkaloid +\item Liquid at room temperature, turns brown on exposure to air +\item Stimulant at low doses, depressant at high doses +\item Binds to nicotinic acetylcholine receptors +\item Highly toxic (LD$_{50}$ = 0.5-1 mg/kg) +\end{itemize} + +\textbf{Source:} Tobacco plants (Nicotiana tabacum) + +\vspace{0.5cm} + +\textbf{Vanillin (C$_8$H$_8$O$_3$)} + +\textbf{Common name:} Vanillin, vanilla flavor + +\textbf{Structure:} \chemfig{*6(=-=(-OCH_3)-(-OH)=-(-CHO)=)} + +\textbf{Properties:} +\begin{itemize} +\item Aromatic aldehyde +\item Pleasant sweet vanilla odor +\item White crystalline solid +\item Phenolic compound (contains -OH on benzene ring) +\end{itemize} + +\textbf{Uses:} +\begin{itemize} +\item Flavoring agent in food and beverages +\item Fragrance in perfumes and cosmetics +\item Most used flavoring compound in the world +\end{itemize} + +\textbf{Sources:} Natural: Vanilla beans (pods of Vanilla planifolia orchid); Synthetic: Made from lignin or guaiacol + +\vspace{0.5cm} + +\textbf{Menthol (C$_{10}$H$_{20}$O)} + +\textbf{Common name:} Menthol, peppermint camphor + +\textbf{Properties:} +\begin{itemize} +\item Cyclic terpene alcohol +\item Cooling sensation (activates cold-sensitive receptors) +\item Minty odor and taste +\item Crystalline solid at room temperature +\item Local anesthetic and mild analgesic properties +\end{itemize} + +\textbf{Uses:} +\begin{itemize} +\item Flavoring: Chewing gum, candy, toothpaste +\item Pharmaceuticals: Cough drops, throat lozenges, topical pain relief +\item Cigarettes: Menthol cigarettes +\item Cosmetics: Shampoos, lip balms +\end{itemize} + +\textbf{Sources:} Natural: Peppermint and other mint oils; Synthetic: From citronellal or thymol + +\vspace{0.5cm} + +\textbf{Cholesterol (C$_{27}$H$_{46}$O)} + +\textbf{Common name:} Cholesterol + +\textbf{Properties:} +\begin{itemize} +\item Steroid lipid with four fused rings (sterane core) +\item Essential component of animal cell membranes +\item Precursor for steroid hormones, bile acids, vitamin D +\item Synthesized in liver +\item Transported in blood by lipoproteins (LDL, HDL) +\item High levels associated with cardiovascular disease +\end{itemize} + +\textbf{Sources:} Synthesized by body; dietary sources include meat, eggs, dairy products + \section{Macromolecule} \section{Plastics}