3-Methylpentane, naming

The correct name is 3-ethyl-2-methylpentane (disub stituted chain) rather than 3 isopropylpentane (monosubstituted chain)... 

Problem 5.2 Radical chlorination of alkanes is not generally useful because mixtures of products often result when more than one kind of C-H bond is present in the substrate. Draw and name all monochloro substitution products CgM 13CI you might obtain by reaction of 2-methylpentane with C)2. 

Problem 10.3 Draw and name all monochloro products you would expect to obtain from radical chlorination of 2-methylpentane. Which, if any, are chiral ... 

Common Name 2-Methylpentane Synonym isohexane Chemical Name 2-methylpentane CAS Registry No 107-83-5... 

Common Name 3-Methylpentane Synonym diethylmethylmethane Chemical Name 3-methylpentane CAS Registry No 96-14-0... 

These compounds are 2-methylpentane, 3-methylpentane, 2,2-dimethylbutane and 2,3-dimethylbutane, respectively. These four, along with the original n-hexane, are the only isomers. If you think you have another isomer, you have simply redrawn one of these. Try naming your answer and see if it matches one of these names. 

Name Kind of CH insertion Hexane, CH 2-Methylpentane, CH 3-Methylpentane, CH ... 

NAME 3 - Ethyl - 3 -methylpentane STRUCTURAL FORMULA CH3 CHjCH2C ch2ch3 <=2H5... 

The naming rules for straight-chain alkanes can, with a few additions, help you recognize and name other organic compounds. You now know that the name of a straight-chain alkane is composed of a root (such as meth-) plus a suffix (-ane). Earlier in the chapter, you saw the isomers of C6Hi4. Figure 13.13 shows one of them, called 2-methylpentane. 

The names of branched-chain alkanes (and most other aliphatic compounds) have the same general format, as shown in Figure 13.14. This format will become clearer as you learn and practise the rules for naming hydrocarbons. To start, read the steps on the next page to see how 2-methylpentane gets its name. 

Put the complete compound name together in this general form prefix + root + suffix. The name of the compound is 2-methyl + pent + ane = 2-methylpentane. 

The structure of an alkane can be much more complex than the structure of 2-methylpentane. For instance, there can be many branches bonded to the main chain, and the branches can be quite long. As a result, you need to know several other IUPAC rules for naming branched-chain alkanes and other aliphatic compounds. 

Name, Kind of CH insertion Hexane, CHy 2-Methylpentane, CHJ 3-Methylpentane, CHi... 

In compound A, the longest continuous chain is live carbon atoms long, and there are no multiple bonds, so this compound is named as a pentane (see Table 20.1). The carbon atom to which the methyl group (CH3—) is attached is identified with the number 2 because that carbon is the second from the nearer end of the chain. The name is 2-methylpentane. Note that the number 2 is an address and does not mean two methyl groups. 

The formula for compound B represents the same compound as compound A but written in the reverse direction. We start numbering the carbon chain from the end nearer the methyl group, and we get the same name, 2-methylpentane. 

Recently, AEDA and SHA-0 yielded 41 and 45 odor active compounds for Scheurebe and Gewurztraminer wines, respectively (P). Ethyl 2-methylbutyrate, ethyl isobutyrate, 2-phenylethanol, 3-methylbutanol, 3-hydroxy-4,5-dimethyl-2(5H)-furanone, 3-ethylphenol and one unknown compound, named wine lactone, showed high flavor dilution (FD)- factors (Table I) in Gewurztraminer and Scheurebe wines. 4-Mercapto-4-methylpentan-2-one belongs to the most potent odorants only in the variety Scheurebe whereas cis-rose oxide was perceived only in Gewurztraminer (Table I). 4-Mercapto-4-methylpentan-2-one was identified for the first time in Sauvignon blanc wines (JO). The unknown compound with coconut, woody and sweet odor quality, which has not yet been detected in wine or a food, was identified as 3a,4,5,7a-tetrahydro-3,6-dimethylbenzofuran-2(3H)-one (wine lactone) (JJ). 

Now in the prefix meth- Figure 7.20 od of naming things the molecule in Figure 6.12 (p. 119) would he called isohexane because there are six carhon atoms total and it s the first rearrangement you can create heyond having all six carbons in a row. In the lUPAC system the molecule in Figure 6.12 is called 2-methylpentane. The... 

Draw and name the monochlorination products you might obtain by radical chlori- V nation of 2-methylpentane. Which of the products are chiral Are any of the prod>j ucts optically active ... 

ProUem 5.2 Alkane chlorination is not a generally useful reaction because most alkanes have several different kinds of hydn ens. causing mixtures of chlorinated products to result. Draw and name all raonocbluro substitution products you might obtain by reaction of 2-methylpentane with CI2-... 

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