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Clicking on the donut icon will load a page at altmetric. Find more information on the Altmetric Attention Score and how the score is calculated. Herein, we describe how to utilize dihydrogen bond interactions to achieve alkane recognition and hexane isomer separation. The metallacycles take advantage of these dihydrogen bond interactions for the separation of hexane isomers. The isomers 2-methylpentane and 3-methylpentane can be selectively absorbed by metallacycle 4a , which bears 1,2-di 4-pyridyl ethylene DPE.
This work provides a promising principle for the design of supramolecular coordination complexes SCCs for the separation of alkanes. Crystallographic data for L1 CIF. Crystallographic data for 3a CIF.
Crystallographic data for 4a CIF. Crystallographic data for 5b CIF. Crystallographic data for 6 CIF. Such files may be downloaded by article for research use if there is a public use license linked to the relevant article, that license may permit other uses.
More by Peng-Fei Cui. More by Yue-Jian Lin. More by Zhen-Hua Li. More by Guo-Xin Jin. Cite this: J. Article Views Altmetric -. Citations Supporting Information. Cited By. This article is cited by 24 publications. Journal of the American Chemical Society , 42 , Journal of the American Chemical Society , 13 , Journal of the American Chemical Society , 6 , Supramolecular Chirality in Metal—Organic Complexes.
Accounts of Chemical Research , 54 1 , Rosen, Selim Alayoglu, Matthew D. Krzyaniak, Zhijie Chen, Louis R. Redfern, Lee Robison, Florencia A. Notestein, Randall Q. The four carbons can be drawn in a row to form butane or the can branch to form isobutane. Likewise the molecular formula: C 5 H 12 has three possible isomer.
The compound at the far left is pentane because it has all five carbon atoms in a continuous chain. The compound in the middle is isopentane; like isobutane, it has a one CH 3 branch off the second carbon atom of the continuous chain. Although all three have the same molecular formula, they have different properties, including boiling points: pentane, Of the structures show above, butane and pentane are called normal alkanes or straight-chain alkanes , indicating that all contain a single continuous chain of carbon atoms and can be represented by a projection formula whose carbon atoms are in a straight line.
The other structures, isobutane, isopentane, and neopentane are called called branched-chain alkanes. As the number of carbons in an akane increases the number of possible isomers also increases as shown in the table below.
Akanes can be represented in many different ways. The figure below shows some of the different ways straight-chain butane can be represented. Note that many of these structures only imply bonding connections and do not indicate any particular geometry. The bottom two structures, referred to as "ball and stick" and "space filling" do show 3D geometry for butane.
Because the four-carbon chain in butane may be bent in various ways the groups can rotate freely about the C—C bonds. However, this rotation does not change the identity of the compound. It is important to realize that bending a chain does not change the identity of the compound; all of the following represent the same compound, butane:. The nomenclature of straight alkanes is based on the number of carbon atoms they contain.
The number of carbons are indicated by a prefix and the suffix -ane is added to indicate the molecules is an alkane. Likewise, the prefix for six is hex so the name for the straight chain isomer of C 6 H 14 is called hexane.
The first ten prefixes should be memorized, because these alkane names from the basis for naming many other organic compounds. Pentane, C 5 H 12 , has three chain isomers.
If you think you can find any others, they are simply twisted versions of the ones below. If in doubt make some models. Draw all of the isomers for C 6 H 14 O that contain a 6 carbon chain and an alcohol -OH functional group. Draw all possible isomers for C 6 H 14 There are five total. The top structure is when it is a 6 carbon chain. The middle row contains the 5 carbon chained isomers with branching at the 2 nd and 3 rd carbon.
The bottom row contains the two 4 carbon chain isomers that can be drawn. The first structure is when an alcohol comes off the first carbon.
The second structure is when the alcohol is coming off the central carbon. The third structure is the only possible ether form of C 3 H 8. Draw all possible isomers for C 4 H 8 O 2 that contain a carboxylic acid. Draw all possible isomers for C 3 H 9 N and indicate whether each amine is primary, secondary, or tertiary.
The first and second structures are primary amines. The third structure is a secondary amine. The last structure is a tertiary amine. Indicate whether each of the following sets are constitutional isomers, the same compound, or different compounds. Draw the 5 constitutional isomers of C 7 H 16 of the 9 total isomers possible that have 5 carbons as the longest carbon chain length.
The 5 constitutional isomers with a 5 carbon chain length are shown above. Since there needs to be 7 carbons total, the 2 extra carbons are added as substituents. From left to right, the methyl group substitution pattern is 2,2, 2,3, 2,4, and 3,3, and the last one on right has a 3-ethyl substituent.
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