aliphatic
(adjective)
Of a class of organic compounds in which the carbon atoms are arranged in an open chain.
Examples of aliphatic in the following topics:
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Reaction of Amines with Nitrous Acid
- Nitrous acid (HNO2 or HONO) reacts with aliphatic amines in a fashion that provides a useful test for distinguishing primary, secondary and tertiary amines.
- The reactions of nitrous acid with 1°- and 2°- aliphatic amines may be explained by considering their behavior with the nitrosonium cation, NO(+), an electrophilic species present in acidic nitrous acid solutions.
- The distinct behavior of 1º, 2º & 3º-aliphatic amines is an instructive challenge to our understanding of their chemistry, but is of little importance as a synthetic tool.
- Loss of nitrogen is slower than in aliphatic 1º-amines because the C-N bond is stronger, and aryl carbocations are comparatively unstable.
- 2º-Aryl amines give N-nitrosamine derivatives on reaction with nitrous acid, and thus behave identically to their aliphatic counterparts.
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Introduction to Hydrocarbons
- This class can be further divided into two groups: aliphatic hydrocarbons and aromatic hydrocarbons.
- Aliphatic hydrocarbons can be classified based on the structure and bonding of the carbon skeleton into one of three groups: alkanes, alkenes, and alkynes.
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Alkanes
- The alkanes and cycloalkanes are also members of a larger class of compounds referred to as aliphatic.
- Simply put, aliphatic compounds are compounds that do not incorporate any aromatic rings in their molecular structure.
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Characteristics of Condensation Polymers
- The difference in Tg and Tm between the first polyester (completely aliphatic) and the two nylon polyamides (5th & 6th entries) shows the effect of intra-chain hydrogen bonding on crystallinity.
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Benzene and other Aromatic Compounds
- Surprisingly, products that appeared to retain many of the double bonds were obtained, and these compounds exhibited a high degree of chemical stability compared with known alkenes and cycloalkenes (aliphatic compounds).
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The Chemical Shift
- To make use of a calculator that predicts aliphatic proton chemical shifts, click on the following link (http://www.colby.edu/chemistry/NMR/H1pred.html).
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Sigmatropic Rearrangements
- Reaction 5 is an aliphatic analog in which a vinyl group replaces the aromatic ring.
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Amines
- Aliphatic amines, which are amines connected to an alkyl chain, display solubility in organic polar solvents.
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Carbonyl Compounds
- This pathway is not available to most aliphatic ketones, so their intersystem crossing rates from n → π* singlets to triplets are slow.
- Type II cleavage is also possible from a singlet n → π* state, and is often observed with aliphatic ketones due to their inefficient intersystem crossing.
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Five-Membered Rings
- The benzoin condensation is limited to aromatic aldehydes, but the use of thiazolium catalysts has proven broadly effective for aliphatic and aromatic aldehydes.