Chem 331 Nomenclature Note: the prefix “iso-” is used for alphabetizing- no other prefixes are Prefixes: di- Prefix – Locant – Parent – Suffix tritetra- Steps to naming in Organic Chemistry: Step 1: Find the parent hydrocarbon *Use with multiple substituents or bonds* -Find the longest continuous chain of carbon atoms in the molecule, and use the name of that chain as the parent name. -If two different chains of equal length are present, choose the one with the larger number of branch points as the parent Step 2: Number the atoms in the main chain -Begin at the end nearer the fist branch point and number each carbon in the parent chain -If there is branching an equal distance away from both ends of the parent chain, begin numbering at the end nearer the second branch. -Be sure to give the substituents the lowest number possible Step 3: Identify and number the substituents -Assign a number (locant) to each substituent to locate its point of attachment to the parent chain -If there are two substituents on the same carbon, give both the same number Step 4: Write the name as a single word -Use hyphens to separate the different prefixes, and use commas to separate numbers -If two or more substituents are present, cite them in alphabetical order Special Compound Names: Isopropyl Iso-butyl Methylene Sec-butyl Vinyl Tert-butyl Allyl Chapter 4.1: Additional Rules for Naming Cycloalkanes -Count the number of carbon atoms in the ring and the number in the largest substituent chain; if the number of carbon atoms in the ring is equal to or greater than the number in the substituent, the compound is named as an alkyl-substituted cycloalkane -For an alkyl- or halo-substituted cycloalkane, choose a point of attachment as carbon 1 and number the substituents on the ring so they have the lowest numbers possible -When two or more different alkyl groups that could potentially receive the same numbers are present, number them by alphabetical priority -If halogens are present, treat them just like alkyl groups Chapter 6.3: Naming Alkenes -Find the longest chain containing the double bond; name using the suffix –ene -Number the carbon atoms in the chain beginning at the end nearer the double bond. If the double bond is equidistant from the two ends, begin at the end nearer the first branch point. -Follow the rules of naming alkanes/cycloalkanes for the rest of the structure Chapter 6.5: Sequence Rules- the E,Z Designation Rule 1: Considering the double-bond carbons separately, look at the two atoms directly attached to each and rank them according to atomic number (higher atomic number means higher priority) Rule 2: If the decision can’t be reached by ranking the first atoms in the substituent, look at the second, third, fourth… etc until the first difference is found Rule 3: Multiple-bonded atoms are equivalent to the same number of single-bonded atoms
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