\documentclass[10pt,a4paper]{article} % Packages \usepackage{fancyhdr} % For header and footer \usepackage{multicol} % Allows multicols in tables \usepackage{tabularx} % Intelligent column widths \usepackage{tabulary} % Used in header and footer \usepackage{hhline} % Border under tables \usepackage{graphicx} % For images \usepackage{xcolor} % For hex colours %\usepackage[utf8x]{inputenc} % For unicode character support \usepackage[T1]{fontenc} % Without this we get weird character replacements \usepackage{colortbl} % For coloured tables \usepackage{setspace} % For line height \usepackage{lastpage} % Needed for total page number \usepackage{seqsplit} % Splits long words. %\usepackage{opensans} % Can't make this work so far. Shame. Would be lovely. \usepackage[normalem]{ulem} % For underlining links % Most of the following are not required for the majority % of cheat sheets but are needed for some symbol support. \usepackage{amsmath} % Symbols \usepackage{MnSymbol} % Symbols \usepackage{wasysym} % Symbols %\usepackage[english,german,french,spanish,italian]{babel} % Languages % Document Info \author{Shelbeans (shelbeans)} \pdfinfo{ /Title (organic-chemistry-exam-2.pdf) /Creator (Cheatography) /Author (Shelbeans (shelbeans)) /Subject (Organic Chemistry Exam 2 Cheat Sheet) } % Lengths and widths \addtolength{\textwidth}{6cm} \addtolength{\textheight}{-1cm} \addtolength{\hoffset}{-3cm} \addtolength{\voffset}{-2cm} \setlength{\tabcolsep}{0.2cm} % Space between columns \setlength{\headsep}{-12pt} % Reduce space between header and content \setlength{\headheight}{85pt} % If less, LaTeX automatically increases it \renewcommand{\footrulewidth}{0pt} % Remove footer line \renewcommand{\headrulewidth}{0pt} % Remove header line \renewcommand{\seqinsert}{\ifmmode\allowbreak\else\-\fi} % Hyphens in seqsplit % This two commands together give roughly % the right line height in the tables \renewcommand{\arraystretch}{1.3} \onehalfspacing % Commands \newcommand{\SetRowColor}[1]{\noalign{\gdef\RowColorName{#1}}\rowcolor{\RowColorName}} % Shortcut for row colour \newcommand{\mymulticolumn}[3]{\multicolumn{#1}{>{\columncolor{\RowColorName}}#2}{#3}} % For coloured multi-cols \newcolumntype{x}[1]{>{\raggedright}p{#1}} % New column types for ragged-right paragraph columns \newcommand{\tn}{\tabularnewline} % Required as custom column type in use % Font and Colours \definecolor{HeadBackground}{HTML}{333333} \definecolor{FootBackground}{HTML}{666666} \definecolor{TextColor}{HTML}{333333} \definecolor{DarkBackground}{HTML}{A3A3A3} \definecolor{LightBackground}{HTML}{F3F3F3} \renewcommand{\familydefault}{\sfdefault} \color{TextColor} % Header and Footer \pagestyle{fancy} \fancyhead{} % Set header to blank \fancyfoot{} % Set footer to blank \fancyhead[L]{ \noindent \begin{multicols}{3} \begin{tabulary}{5.8cm}{C} \SetRowColor{DarkBackground} \vspace{-7pt} {\parbox{\dimexpr\textwidth-2\fboxsep\relax}{\noindent \hspace*{-6pt}\includegraphics[width=5.8cm]{/web/www.cheatography.com/public/images/cheatography_logo.pdf}} } \end{tabulary} \columnbreak \begin{tabulary}{11cm}{L} \vspace{-2pt}\large{\bf{\textcolor{DarkBackground}{\textrm{Organic Chemistry Exam 2 Cheat Sheet}}}} \\ \normalsize{by \textcolor{DarkBackground}{Shelbeans (shelbeans)} via \textcolor{DarkBackground}{\uline{cheatography.com/177819/cs/37568/}}} \end{tabulary} \end{multicols}} \fancyfoot[L]{ \footnotesize \noindent \begin{multicols}{3} \begin{tabulary}{5.8cm}{LL} \SetRowColor{FootBackground} \mymulticolumn{2}{p{5.377cm}}{\bf\textcolor{white}{Cheatographer}} \\ \vspace{-2pt}Shelbeans (shelbeans) \\ \uline{cheatography.com/shelbeans} \\ \end{tabulary} \vfill \columnbreak \begin{tabulary}{5.8cm}{L} \SetRowColor{FootBackground} \mymulticolumn{1}{p{5.377cm}}{\bf\textcolor{white}{Cheat Sheet}} \\ \vspace{-2pt}Published 7th March, 2023.\\ Updated 8th March, 2023.\\ Page {\thepage} of \pageref{LastPage}. \end{tabulary} \vfill \columnbreak \begin{tabulary}{5.8cm}{L} \SetRowColor{FootBackground} \mymulticolumn{1}{p{5.377cm}}{\bf\textcolor{white}{Sponsor}} \\ \SetRowColor{white} \vspace{-5pt} %\includegraphics[width=48px,height=48px]{dave.jpeg} Measure your website readability!\\ www.readability-score.com \end{tabulary} \end{multicols}} \begin{document} \raggedright \raggedcolumns % Set font size to small. Switch to any value % from this page to resize cheat sheet text: % www.emerson.emory.edu/services/latex/latex_169.html \footnotesize % Small font. \begin{multicols*}{3} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Terms to know}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{Markovnikov's rule} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}in {\bf{addition reactions}}, the proton is added to the carbon atom with the {\bf{greatest}} number of hydrogen atoms attached to it} \tn % Row Count 4 (+ 4) % Row 1 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{anti-Markovnikov's rule} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}in {\bf{addition reactions}}, the proton is added to the carbon atom with the {\bf{lowest number}} of hydrogen atoms attached to it} \tn % Row Count 8 (+ 4) % Row 2 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{zaitsev's rule} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}in {\bf{elimination reactions}}, the major product is the {\bf{more stable}} alkene with the {\bf{highly substituted}} double bond} \tn % Row Count 12 (+ 4) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{M, Anti-M and V}} \tn \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{link="https://us-static.z-dn.net/files/dbd/10ebf41d63656d9435e24aef68dad0aa.png"\}\}link text\{\{/link\}\}% Row Count 3 (+ 3) } \tn \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Elimination Reactions}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{E1} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}multistep,} \tn % Row Count 2 (+ 2) % Row 1 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{E2} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}single step,} \tn % Row Count 4 (+ 2) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Terms}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{Protic} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}Solvents with O-H or N-H bonds and the ability to hydrogen bond} \tn % Row Count 3 (+ 3) % Row 1 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{Aprotic} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}Solvents that dont} \tn % Row Count 5 (+ 2) % Row 2 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{Nucleophile} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}A simple metal and salt, nucleus "loving", usually anions} \tn % Row Count 8 (+ 3) % Row 3 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{Electrophile} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}Must contain a C-LG bond, electron "loving", usually cations} \tn % Row Count 11 (+ 3) % Row 4 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{Solvolysis Reaction} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}the nucleophile is also the solvent} \tn % Row Count 13 (+ 2) % Row 5 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{E/Z System} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}1. Prioritize the 2 groups attached to each carbon relative to one another. If the higher priority groups are {\bf{cis}}, its {\bf{Z}}, it their {\bf{trans}}, its {\bf{E}}} \tn % Row Count 18 (+ 5) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Terms}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{Vicinal} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}2 atoms or groups bonded to same carbon} \tn % Row Count 2 (+ 2) % Row 1 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{Geminal} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}2 atoms or groups beonged to the same side of the carbon} \tn % Row Count 5 (+ 3) % Row 2 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{syn-addition} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}added to same plane or same side of compound} \tn % Row Count 7 (+ 2) % Row 3 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{anti-addition} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}added to different sides of compounds} \tn % Row Count 9 (+ 2) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Geminal vs Vicinal}} \tn \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{link="https://haygot.s3.amazonaws.com/questions/259287\_20021\_ans.png"\}\}link text\{\{/link\}\}% Row Count 2 (+ 2) } \tn \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Anti vs Syn}} \tn \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{link="https://qph.cf2.quoracdn.net/main-qimg-32884eee6a618774ddc0e22f33935ba8-lq"\}\}link text\{\{/link\}\}% Row Count 3 (+ 3) } \tn \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Substitution Reactions}} \tn % Row 0 \SetRowColor{LightBackground} \mymulticolumn{1}{x{5.377cm}}{SN1} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}2 step, RR possible, tertiary reacts fastest} \tn % Row Count 2 (+ 2) % Row 1 \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{SN2} \tn \mymulticolumn{1}{x{5.377cm}}{\hspace*{6 px}\rule{2px}{6px}\hspace*{6 px}1 step, no RR, Primary reacts fastest} \tn % Row Count 4 (+ 2) \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{X} \SetRowColor{DarkBackground} \mymulticolumn{1}{x{5.377cm}}{\bf\textcolor{white}{Elimination and Substitution Flowchart}} \tn \SetRowColor{white} \mymulticolumn{1}{x{5.377cm}}{\{\{link="https://i.pinimg.com/originals/54/a9/6a/54a96ae66375fff344eb8dfd2aa1b1cb.gif"\}\}link text\{\{/link\}\}% Row Count 3 (+ 3) } \tn \hhline{>{\arrayrulecolor{DarkBackground}}-} \end{tabularx} \par\addvspace{1.3em} \begin{tabularx}{5.377cm}{x{1.2531 cm} p{0.62655 cm} p{0.75186 cm} x{1.54549 cm} } \SetRowColor{DarkBackground} \mymulticolumn{4}{x{5.377cm}}{\bf\textcolor{white}{Addition Reactions}} \tn % Row 0 \SetRowColor{LightBackground} Names of Reaction & Kind of \seqsplit{Reactant} & Whats on Arrow & Product structure \tn % Row Count 3 (+ 3) % Row 1 \SetRowColor{white} Catalytic \seqsplit{Hydrogenation} & \seqsplit{Alkene} & H2 , Ni, Pt or Pd & alkane, M not applicable, syn, No RR \tn % Row Count 6 (+ 3) % Row 2 \SetRowColor{LightBackground} Addition of hydrogen halides & \seqsplit{Alkene} & H-X & M, No syn/anti, RR possible \tn % Row Count 9 (+ 3) % Row 3 \SetRowColor{white} Acid Catalyzed hydration & \seqsplit{Alkene} & H2SO4 or H+, H2O & New H and OH added, M, no syn/anti, RR possible \tn % Row Count 13 (+ 4) % Row 4 \SetRowColor{LightBackground} \seqsplit{Hydroboration-Oxidation} & \seqsplit{Alkene} & 1. B3H6, 2. H20, -OH & New H and OH added, Anti-M, Syn, no RR \tn % Row Count 16 (+ 3) % Row 5 \SetRowColor{white} Addition of \seqsplit{Halogens/halogenation} & \seqsplit{Alkene} & X2, CH3Cl & new vicinal halogens, M not applicable, Anti, No RR \tn % Row Count 20 (+ 4) % Row 6 \SetRowColor{LightBackground} \seqsplit{Cohalogenation} & \seqsplit{Alkene} & Br2, H2O & new halogen and OH, M of OH and Anti-M for halogen, Anti, No RR \tn % Row Count 25 (+ 5) % Row 7 \SetRowColor{white} \seqsplit{Expoxidation} & \seqsplit{Alkene} & \seqsplit{RCOO-OH} \seqsplit{(peroxide)} & Expodie is formed, M not applicable, Syn, No RR \tn % Row Count 29 (+ 4) % Row 8 \SetRowColor{LightBackground} Ozonolysis & \seqsplit{Alkene} & 1. O3, 2. H2O & 2 carbonyl compounds, nothing else applicable \tn % Row Count 33 (+ 4) \hhline{>{\arrayrulecolor{DarkBackground}}----} \SetRowColor{LightBackground} \mymulticolumn{4}{x{5.377cm}}{M=Markovnikov's Rule \newline Anti-M= Anti-Markovnikov's Rule \newline RR=Rearrangement} \tn \hhline{>{\arrayrulecolor{DarkBackground}}----} \end{tabularx} \par\addvspace{1.3em} % That's all folks \end{multicols*} \end{document}