Organic chemistry naming guide.


Organic chemistry naming guide. html>pssbrvk
Organic chemistry naming guide. This section provides an overview of the general naming strategy and structure for organic compounds. Substitutive nomenclature ! 4. Understanding the code that is used to name simple organic compounds. Organic Chemistry Naming Cheat Sheet is one of the best book in our library for free trial. Due to the extremely diverse chemistry of amines, you’re likely to only see them much later in the course. Click here to Register! By joining Chemistry Steps, you will gain instant access to the answers and solutions for all the Practice Problems including over 20 hours of problem-solving videos, Multiple-Choice Quizzes, Puzzles, and t he powerful set of Organic Chemistry 1 and 2 Summary Study Guides. In a few instances, the 1979 Use this tool to either convert drawn chemical structures into IUPAC names or to create the chemical structure from the written IUPAC name. 3a. Jun 14, 2010 · Hi (5α,6α)-17-Methyl-7,8-didehydro-4,5-epoxymorphinan-3,6-diol. Apr 13, 2024 · Organic chemistry nomenclature: a complete guide Iupac nomenclature of organic compounds examples Introduction to organic chemistry. Start with carbon, then hydrogen, then the rest of the in alphabetical order (C 2 H 5 AlCl 2). Jun 30, 2024 · IUPAC NOMENCLATURE of COMPOUNDS with FUNCTIONAL GROUPS. You should already know the names and structures of several of the hydrocarbons shown in Figure 15. If you're seeing this message, it means we're having trouble loading external resources on our website. The structure of capsaicin, the compound discussed in the beginning of this chapter, incorporates several functional groups, labeled in the figure below and This IUPAC Technical Report is one of a series that seeks to distil the essentials of IUPAC nomenclature recommendations. 8 King Street East, Suite 107, Toronto, Ontario M5C 1B5 Canada 4. It explains how to write the IUPAC nomenclature of alkane Dec 1, 2021 · Principles of Chemical Nomenclature: A Guide to IUPAC Recommendations 2011 Edition, edited by Jeff Leigh, RSC Publishing, 2011 [ISBN 978-1-84973-007-5] Online PDF release Full text PDF – 1. Aug 27, 2015 · This graphic isn’t intended to be a blow-by-blow guide to naming organic compounds – a full treatise on chemical naming would require a lot more space than is used here! However, it will give you a little bit of an idea of what the different parts of the names of a molecule mean, at least in the case of slightly simpler molecules. There are actually quite a few important functional groups containing carbonyls. An introduction to the types of formulae you will come across, and the various ways of drawing organic compounds. A Brief Guide to the Nomenclature of Organic Chemistry has been first published in PAC 92(3), pp. ) periodically reviews naming practice, attempting to standardise nomenclature. Nomenclature, or the naming of organic compounds, is a key requirement in any organic chemistry course. Delve into Conformations of Cyclohexane, Substituted Cyclohexanes in an easy-to-understand format. Come back to them as they arise during the natural flow of your The basics of organic nomenclature are summarized here. Ten carbon atoms in the LCC makes the compound a derivative of decane (rule 1), and the OH on the third carbon atom makes it a 3-decanol (rule 2). org are unblocked. Feb 23, 2023 · An open textbook that is suitable for the first semester of Organic Chemistry. Looking at Table 20. The primary function of chemical nomenclature is to ensure that a spoken or written chemical name leaves no ambiguity concerning which chemical compound the name refers to: each chemical name should Sep 15, 2022 · Solution. This guide describes many of the key types of molecules you should be able to name (e. , it does not describe how to name bicyclic molecules, heterocycles, etc. Advanced Chemistry Development, Inc. Our tools, quizzes, and study guides are designed to help students test every reaction or mechanism with any molecule they draw! Aug 6, 2024 · Molecular formulas are often written using the Hill System. Understanding how organic compounds are named. Jan 23, 2023 · Since hydrogen is such a common component of organic compounds, its amount and locations can be assumed from the tetravalency of carbon, and need not be specified in most cases. ). The idea here is to treat one of the alkoxy (alkyl with the oxygen) groups as a substituent connected to a parent chain. 1021/jo048240a Schotten-Bauman Reaction: #4 and #5 are the original papers by Schotten and Baumann on a simple biphase amide synthesis. The numerous modes of chemical representation and theories to describe bonding that we have learned play an important role in organic chemistry. The content of this report will be republished and disseminated as a four-sided lift-out document Dec 5, 2013 · An invaluable source of information for organic chemists everywhere and the definitive guide for scientists working in academia or industry, for scientific publishers of books, journals and databases, and for organisations requiring internationally approved nomenclature in a legal or regulatory environment. Often, more than one name is acceptable and it's not uncommon to find the old names still in use as well. These hydrocarbons are called alkenes (see section 3. For example, isopentane is a common name, the IUPAC name is 1-methylbutane, however both names refer to the same chemical compound. It is published in the Nomenclature of Organic Chemistry (informally called the Blue Book). pro-R 5. Language is complicated, especially in organic chemistry. 4 Subordinate Groups. The names of organic compounds can look quite scary when you start, but there is a simple logic behind them. The most common components of a substitutive chemical name are illustrated with reference to the chemical structure shown in Table 1, along with its systematic name and the components of the name. Nov 13, 2022 · Since organic (carbon) compounds constitute the vast majority of all known chemical substances, organic nomenclature is a huge subject in itself. Caffeine is a prime example of an everyday chemical that is composed of heterocycles, as is nicotine, and there are plenty of others in pharmaceuticals and natural products we use on a natural basis. While hydrocarbons often refer to burnable compounds, the words mean pretty much the same thing. That's why I've created this quick functional group cheat sheet to remind you of the group name/appearance. As the science of organic chemistry slowly grew in the 19th century, so too did the number of known compounds and the need for a systematic method of naming them. You will start out with the basics, being tested on naming molecules and drawing molecules from a given name. Nitriles The nomenclature used most frequently worldwide is the one created and developed by the International Union of Pure and Applied Chemistry (IUPAC). The content of this report will be republished and disseminated as a four-sided lift-out document These materials provide a step-by-step guide to learning organic nomenclature and are intended for those taking Introductory Organic Chemistry at a college or university. Organic Chemistry Study Materials, Practice Problems, Summary Sheet Guides, Multiple-Choice Quizzes. The benzene ring. for more information) Note that the names of alkenes have the same stem as the alkane with the same number of carbon atoms in its chain but have the ending –ene. An update has been released in June 2021; see related project here for update and translations. An Introduction to Organic Chemistry 82 Organic Chemistry Organic chemistry is the study of compounds containing carbon with the exception of simple compounds e. As with all of organic chemistry, nomenclature follows the IUPAC rules of naming. 2 Naming Organic Compounds Systematic Names. Of course, in the same way that chemistry as a discipline covers a wide range of topics and classes of chemical compounds, the associated nomenclature of the field can also be subdivided into separate Feb 14, 2011 · According to: Principles of Chemical Nomenclature A GUIDE TO IUPAC RECOMMENDATIONS, Edited by G. IUPAC System of Nomenclature for Alkanes. J. nomenclature of organic compounds. Where to download Organic Chemistry An introduction to naming organic molecules . 11 This content is for registered users only. For straight chain alkenes, it is the same basic rules as nomenclature of alkanes apply except the -ane suffix is changed to -ene. 2024 Updated Study Guide on Properties of Alkyl Halides, Nomenclature of Alkyl Halides, Polar Reactions, and more. 2. nomenclature. There are companion docu - ments on the nomenclature of inorganic [2] and polymer [3] chemistry, with hyperlinks to original docu-ments. The examples cover the nomenclature of alkanes, bicyclic compounds, alkenes, alkynes, alcohols, alkyl halides, amines, ethers, and carboxylic acid derivatives such as nitriles, esters and amides The Systematic Nomenclature of Ethers. The parent chain is determined just like we always do, based on the longest carbon chain. Study Notes. Start Mastering these Organic Chemistry concepts today – Access is completely free! Ever feel like there's an international team of bad guys changing all of the easily remembered chemical names and turning them into test-failing, number-infu Jul 16, 2018 · A Guide to IUPAC Nomenclature of Organic Chemistry, Recommendations 1993, Blackwell Scientific Publications, 1993. This page explains how to write the formula for an organic compound given its name - and vice versa. The parent structure is the 6-carbon carboxylic acid with a double bond, so the last name comes from “hexene”. This organic chemistry video tutorial provides a basic introduction into naming organic compounds. Amides, Acid Halides, Anhydrides, Nitriles. Chemists communicating about organic chemistry can use drawings in many situations, but in others the preference would be to describe substances with names. 1. You will find examples and exercises to practice the nomenclature of alkanes, cycloalkanes, alkyl halides, and alcohols. When naming organic compounds, the IUPAC (International Union of Pure and Applied Chemistry) nomenclature (naming scheme) is used. I put a lot of work into this to help you study, so please don't keep it to yourself. You have to do a tiny bit of learning and then everything will fall into place. 3. Please read the instructions below each input. g. , alkanes, alcohols, amides, benzene derivatives, etc. These functional groups are all considered to be derived from carboxylic acids, as they can be obtained through replacement of OH with various groups. Find the longest carbon chain containing the functional group with highest priority (see Table 2. We present here only the very basic part of it that you need to know in first-year chemistry— much more awaits those of you who are to experience the pleasures of an organic chemistry course later on. com, an online resource for learning organic chemistry, MCAT preparation, and other science topics . 1: Functional groups and organic nomenclature Functional groups are structural units within organic compounds that are defined by specific bonding arrangements between specific atoms. 1. We will go through several examples for more details about the naming rules. Some hydrocarbons have one or more carbon–carbon double bonds (denoted C=C). A list of these is available here Oct 3, 2021 · Organic compounds are defined by the presence of hydrogen-carbon structures. It is used mainly for compounds of carbon and elements of Groups 13–17. A simplified version, "Introductory IUPAC Organic Nomenclature" is also available for high school and/or college or university level General Chemistry. Apr 10, 2013 · Naming Organic Compounds Series: Video 18 This organic chemistry tutorial video takes you through the IUPAC rules for naming Amines. We'll dive into IUPAC sys of nomenclature [1]. Naming organic compounds according to the IU{AC system requires up to four pieces of information. Knowing these rules and given a structural formula, one should be able to write a unique name for every distinct compound. For naming purposes, a chemical compound is treated as a combination of a parent compound (Section 5) and characte. Let's learn IUPAC Naming of Organic Compounds such as alkanes, alkenes, alkynes, and functional groups such as halid Naming aromatic compounds isn't quite so straightforward as naming chain compounds. Don't try to read all these pages in one go. How to name organic compounds using the IUPAC rules In order to name organic compounds you must first memorize a few basic names. kasandbox. But it doesn't stop there. The Organic Chemistry Reaction and Mechanism Guide will help you understand more than 185 of the most common reactions encountered in undergraduate organic chemistry. However there are millions of known, described organic substances. Please do not confuse this with their common names. +1 (864) 571-4074 Feb 28, 2018 · The Journal of Organic Chemistry 2005, 70 (5), 1926-1929 DOI : 10. Alkanes use a simple naming system. See full list on chemistrytalk. Aug 20, 2024 · 400+ free articles on undergraduate organic chemistry topics plus free (and paid) study guides, a reaction encyclopedia, practice problems, tutoring & more. Note from James: This is a guest post by Leah Fisch of Leah4Sci. Illinois Institute of Technology | Illinois Institute of Feb 24, 2020 · The present report provides a succinct summary of material presented in the publication Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 . Just go as far as the compounds you are interested in at the moment and ignore the rest. Greater detail can for naming organic compounds - some have had limit scope or become embedded in common us age and some have persisted over time The International Union of Pure and Applied Chemistry (I. Hybridization and Hybrid Orbitals: understand the bond types and angles as well as a shortcut to quickly determine the sp 3, sp 2, and sp hybridization. Naming complex organic compounds such as codeine or adenosine is difficult and will not be expected from high school or first year university students. Mar 28, 2024 · Unlock the complexities of nomenclature in organic chemistry with this detailed guide. 527-539 (AOP 24 Feb 2020). All aromatic compounds are based on benzene, C 6 H 6, which has a ring of six carbon atoms and has the symbol: A shortcut to Predicting Electron and Molecular Geometry (VSEPR Theory) accompanied with a chart for all the possibilities geometries in Organic Chemistry. Learn how to name organic compounds with simple and systematic rules in this chapter of Chemistry LibreTexts. Besides the fundamental discussions of organic acids-bases, stereochemistry, IR and NMR, this book also includes the topics of substitution and elimination reactions, radical substitution of alkanes, preparation This content is for registered users only. An overall summary of chemical nomenclature can be found in 4Principles of Chemical Nomenclature. If you're behind a web filter, please make sure that the domains *. 3 Naming Priorities of Common Functional Groups . In John McMurry's words, "I wrote this book because I love writing. Oct 6, 2010 · 5. 1 The basics of this nomenclature are shown here, and in companion documents on the nomenclature systems for organic chemistry2 and polymers,3 with hyperlinks to the original documents. Banks,1976 Essentials of Organic Chemistry Paul M. Background. , there are 3 pentanes, 5 hexanes, 9 heptanes, and 18 octanes. This edition of the Nomenclature of Organic Chemistry follows the 1993 publication of the Guide to IUPAC Nomenclature of Organic Compounds by the International Union of Pure and Applied Chemistry (IUPAC). There are also many Ebooks of related with Organic Chemistry Naming Cheat Sheet. This IUPAC Technical Report is one of a series that seeks to distil the essentials of IUPAC nomenclature recommendations. Dewick,2013-03-20 Essentials of Organic Chemistry is an accessible IUPAC Nomenclature of Organic Compounds. The system of naming (nomenclature) we’ll use in this book is that devised by the International Union of Pure and Applied Chemistry (IUPAC, usually spoken as eye -you-pac). Scope of the recommendations in the 2013 edition ! 2. There are companion docu- ments on the nomenclature of inorganic and polymer chemistry, with hyperlinks to original docu- ments. Naming organic compounds . [Reference: QD 291. Start Mastering these Organic Chemistry concepts today – Access is completely free! May 26, 2011 · It’s taken a long time – late April through early May was hectic – but today I’m thrilled to finally announce the launch of the “Organic Chemistry Reagent Guide“, a guide designed especially for undergraduate students taking Org1/Org 2. The Rules for Explain the importance of having a standard naming system in organic chemistry. Naming Alkanes: The Complete Guide. Nomenclature iupac organic chemistry system chimie naming chart compound organique compounds la rules based umesh depuis enregistrée Polyatomic nomenclature In addition to complex nomenclature, amines have a very diverse chemistry. It’s has pretty much all the reagents you need to know about, from Ag2O to Zn(Hg). 2024 Updated Study Guide on Nomenclature of Cycloalkanes, Conformers, Cycloalkane Strains, and more. Organic Chemistry Functional Groups Cheat Sheet. Nomenclature There are over 6 million known organic compounds. . The study of structure determines their chemical composition and formula and the study of properties includes physical and chemical properties, and evaluation of chemical reactivity to understand their behavior. It’s all here – Just keep browsing. Page 80-81: If double and triple bonds are present in a structure, they are considered together Orgosolver provides study tools to help students with their organic chemistry homework and preparation for quizzes, exams, or even the MCAT. No headers. Table 2. I57 1993] Revisions or additions to the IUPAC recommendations appear in the journal Pure and Applied Chemistry. From simple notes to advanced Jan 27, 2014 · There are so many functional groups in organic chemistry that it's hard to keep track of them all. Understand the main guidelines for naming an organic compound using IUPAC nomenclature. 3 Chemical Nomenclature – General Chemistry 1 & 2. More organic names . Skeletal replacement (‘a’) nomenclature ! 3. I am assuming that you have already read the page about organic formulae. Basic concepts of the structures and reactivities of organic molecules are covered in this open textbook. org and *. . It covers alkanes, cycloalkanes, alkenes, simple compounds containing halogens, alcohols, aldehydes and ketones. The material discussed here is based primarily on A Guide to IUPAC Nomencla-ture of Organic Chemistry, Recommendations 1993, issued by CNOC, on the Nomenclature of Inorganic Chemistry, Recommendations 1990 (the Red Book), issued by CNIC, on the Compendium of Macromolecular Chemistry (the Purple This is a set of practice problems on naming organic compounds. 5 MB (added 1 Dec 2021) The ultimate aim of IUPAC nomenclature is to provide unequivocal and comprehensible names for all kinds of chemical structures. 3a [New tab]. This book (Recommendations 2013) covers and extends the principles, rules, and conventions described in two former publications: Nomenclature of Organic Chemistry, 1979 Edition (ref. Click […] Chemguide: Core Chemistry 14 - 16. 3 IUPAC naming and formulae (ESCKG) What is IUPAC naming? (ESCKH) In order to give compounds a name, certain rules must be followed. Ways of writing and drawing organic formulae . Structural isomerism Sep 19, 2023 · A Guide to IUPAC Nomenclature of Organic Compounds, Recommendations 1993, organic, inorganic, physical Chemistry Notes for students. Aug 21, 2012 · Common Mistakes in Organic Chemistry: Pentavalent Carbon; Table of Functional Group Priorities for Nomenclature; Summary Sheet - Alkane Nomenclature; Organic Chemistry IUPAC Nomenclature Demystified With A Simple Puzzle Piece Approach; Boiling Point Quizzes; Organic Chemistry Nomenclature Quizzes Sep 17, 2016 · As a single system of chemical nomenclature is used worldwide, it is the universal language of chemistry and thus a critical component to effectively communicate with others in the field. A compound containing a benzene ring which has one or more alkyl substituents is called an arene. The present report provides a succinct summary of material presented in the publication Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 . The IUPAC nomenclature system is a set of logical rules devised and used by organic chemists to circumvent problems caused by arbitrary nomenclature. This episode of Crash Course Organic Chemistry is all about nomenclature. The following guidelines for organic nomenclature are based on the def Jul 23, 2024 · John McMurry's Organic Chemistry is renowned as the most clearly written book available for organic chemistry. The guide covers all the necessary reactions from the beginning of Org 1 (Structure and Bonding) to the end of Org 2 (Amino Acids) and everything in-between (Stereochemistry 2. The HTML version of IUPAC "Blue Book" Nomenclature of Organic Chemistry, Pergamon Press, Oxford, 1979 and A Guide to IUPAC Nomenclature of Organic Compounds (Recommendations 1993), 1993, Blackwell Scientific publications. 3). U. Nov 21, 2023 · These rules follow a guideline known in organic chemistry as set by the International Union of Pure and Applied Chemistry (IUPAC), which is an authority that creates standards used for naming Chemguide: Core Chemistry 14 - 16. I’m understanding that the numbers within are identifying the location in the structure in which these can be found but I’m still unsure about the part in parenthesis. C. 5900 Balcones Drive, Austin, TX 78731 Feb 13, 2019 · IUPAC nomenclature can also be called "systematic" nomenclature because there is an overall system and structure to the names. CHANGES FROM THE 1979 EDITION, THE 1993 GUIDE, AND OFFICIAL PUBLICATIONS FROM 1993 THROUGH 2002 INCLUDED IN THE 2013 EDITION OF THE IUPAC NOMENCLATURE OF ORGANIC CHEMISTRY, 2013 EDITION! 1. In this unit we will take a brief look at the classification system for organic compounds and how the chemistry community communicates using an international naming system for molecular species. Delve into SN2 Reactions, SN1 Reactions in an easy-to-understand format. Typical reactions of amines are acid-base chemistry, various substitutions, and complex transformations. These compilations are coordinated by the Division of Chemical Nomenclature and Structure Representation (Division VIII). An overall summary of chemical nomenclature can be found in Principles of Chemical Nomenclature [4]. We provide copy of Organic Chemistry Naming Cheat Sheet in digital format, so the resources that you find are reliable. P. An overall summary of chemical nomenclature can be found in Principles of Chemical Nomenclature . Apr 3, 2015 · And so I've put together this detailed guide of various compounds you'll see in Organic Chemistry 1, 2, and perhaps even later on in Biochemistry/Biology. To learn organic nomenclature Step 1: Read the nomenclature guide, which describes the internationally recognized nomenclature rules (IUPAC) and/or watch the videos below. This list is by no means complete, however it does cover most of what you'll see in organic chemistry. The International Union of Pure and Applied Chemistry has the responsibility to establish rules for systematic nomenclature. A set of rules formulated by IUPAC (the International Union of Pure and Applied Chemistry) for systematic nomenclature of organic compounds which is revised from time to time. Nomenclature of Organic Chemistry, commonly referred to by chemists as the Blue Book, is a collection of recommendations on organic chemical nomenclature published at irregular intervals by the International Union of Pure and Applied Chemistry (IUPAC). This chain determines the parent name of the compound. Leigh. A guide to understanding the names of organic compounds, including alkanes, cycloalkanes,alkenes, simple halogen compounds, alcohols, aldehydes and ketones. 2). Organic chemistry studies the structure, properties and reactions of organic compounds, which contain carbon in covalent bonding. 4. Jan 23, 2023 · An Overview of Naming Organic Molecules. Nomenclature is therefore very important. Explains the naming of carboxylic acids and their salts, esters, acyl chlorides, acid anhydrides, amides, nitriles Jan 23, 2023 · Hence, as with alkanes, a consistent nomenclature system needs to be adopted that can separate the nature of these unsaturated chemicals. These names are listed within the discussion of naming alkanes. Learn the IUPAC rules for naming organic compounds with a focus on basic names and alkanes at the University of Illinois Urbana-Champaign. 0 license. The systematic nomenclature is used for ethers with complex substituents. This chapter is an adaptation of the chapter “ Naming Compounds ” in Boundless Chemistry by LumenLearning and is licensed under a CC BY-SA 4. Video 8. The carbon atoms are numbered from the end closest to the OH group. In chemical nomenclature, the IUPAC nomenclature of organic chemistry is a method of naming organic chemical compounds as recommended [1] [2] by the International Union of Pure and Applied Chemistry (IUPAC). The IUPAC nomenclature of organic compounds essentially consists of three parts which are stem name, prefix and suffix. Learn the rules and strategies for naming and identifying compounds. carbonates (CO 3 2-), carbon dioxide (CO 2) and carbon monoxide (CO). 3. I get great pleasure and satisfaction from taking a complicated subject, turning it around until I see it clearly from a new angle, and then explaining it in simple words. ), but is not an extensive guide (e. " In Organic Chemistry: A Chemistry Matters—Organic Foods: Risk versus Benefit; Key Terms; principal groups Appendix A Nomenclature of Polyfunctional Organic Compounds. The simplest are the alkenes, which are hydrocarbons which have carbon-carbon double bond functional groups and are unsaturated hydrocarbons with the molecular formula is \(\ce{CnH2n}\), which is also the 4 Naming Organic Compounds James E. Examples include naming simple and substituted amines, along with diamines. organic-chemical compounds. definition A system of naming that includes using Roman numerals to indicate the charge on transition metals. 1) Find the longest carbon chain that contains both carbons of the double bond. Oct 21, 2014 · IUPAC Nomenclature Demystified with a Simple Puzzle-Piece Approach, by Leah Fisch. A. This guide is free despite the hours I invested creating it. The basics of organic nomenclature are summarized here. org The basics of organic nomenclature, of inorganic nomenclature and polymer nomenclature are summarized in a collection of Brief Guides accessible below. Jul 31, 2014 · Heterocycles are hugely important in organic chemistry – they make up more than half of all known organic compounds. Sep 7, 2022 · Organic Chemistry Functional Groups: A Complete Guide to Recognizing, Drawing, and Naming (+ Priority Cheat Sheet at bottom) A functional group is a specific group of atoms that helps determine the chemistry and reactivity of the overall molecule. For example, Read more about “A Brief Guide to Types of Isomerism in Organic Chemistry” by Andy Brunning / Compound Interest, CC BY-NC-ND, or access a text-based summary of infographic 20. Edited by R Panico, W H Powell and J C Richer. Organic Chemistry Menu. The IUPAC nomenclature rules are explained to support your learning of organic nomenclature. Locants indicate the position of substituents or other structural features. The Basic Rules for Naming Alkenes. The material discussed here is based primarily on A Guide to IUPAC Nomencla-ture of Organic Chemistry, Recommendations 1993, issued by CNOC, on the Nomenclature of Inorganic Chemistry, Recommendations 1990 (the Red Book), issued by CNIC, on the Compendium of Macromolecular Chemistry (the Purple In the early stages of an organic chemistry course people frequently get confused and daunted by the names because they try to do too much at once. 1: Organic Nomenclature. kastatic. Multiplicative Here you’ll be able to master organic chemistry nomenclature using interactive quizzes, as well as learning the application of numerous organic compounds. experience. If there's no carbon, write all of the elements in alphabetical order (ClHN 4). 1) and A Guide to IUPAC Nomenclature of Organic Compounds, Recommendations 1993 (ref. pssbrvk uvsdlr bmerb gjw smqx mlmvkw qitvhqi ltou nlqpep bhwk