Investigation of Organic Compounds

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    ABSTRACT

    Organic compunds were examined to a comparative investigation to differentiate the properties ofeach sample. The physical state at room temperature, odor and color of the sample were noted by simpleobservation. In terms of solubility in H

    2O, 5% NaOH solution and 5% HCl solution, the samples were

    classified as to miscible, slightly immiscible or immiscible for liquid; and very soluble, soluble, partiallysoluble or insolubse for solid. The samples also underwent a test using litmus paper to classify its acidity,basicity or neutrality. The next procedure was the ignition test, which classified the sample as to whetherthe sample was flammable, or non-flammable and the color of the flame were noted. After going throughall the tests, it was proven that organic compounds possess different properties.

    INTRODUCTION

    Organic compounds are the complex

    compounds of carbon. Because carbon atoms

    bond to one another easily, the basis of most

    organic compounds is comprised of carbon

    chains that vary in length and shape. Hydrogen,

    nitrogen, and oxygen atoms are the most

    common atoms that are generally attached to

    the carbon atoms. Each carbon atom has 4 as

    its valence number which increases the

    complexity of the compounds that are formed.

    Since carbon atoms are able to create double

    and triple bonds with other atoms, it further also

    raises the likelihood for variation in the

    molecular make-up of organic compounds.[1]

    Carbon can also bond with itself and hydrogen

    to form both chains and rings calledhydrocarbons. Because the covalent bond

    between carbon and hydrogen is nonpolar,

    these carbon skeletons are hydrophobic.

    Functional groups can be added to carbon

    skeletons to make them more hydrophilic.

    Differences in the carbon skeleton and attached

    functional groups cause organic molecules to

    have different chemical properties. The chemical

    properties of a molecule determine how it

    interacts with other molecules and the role the

    molecule plays in the cell. Some functional

    groups are hydrophobic and others are

    hydrophilic.[2]

    Hydrocarbons are the simplest class of

    organic compounds and are composed solely of

    hydrogen and carbon. 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 three groups: alkanes, alkenes, and alkynes.

    Aromatic hydrocarbons or arenes, which contain

    a benzene ring, were originally named for their

    pleasant odors. These compounds possess

    special properties due to the delocalizedelectron density in benzene, including additional

    stabilization due to the system of conjugated

    rings consisting of unsaturated bonds, lone pairs,

    and empty orbitals.[3]

    Organic compounds have different

    properties. They may vary in their physical state

    at room temperature, color, odor and solubility in

    different reagents. The experiment aims to

    differentiate organic compounds in terms of:

    certain intrinsic physical properties, solubility in

    different solvents and behavior towards

    ignition.[4]

    METHODOLOGY

    Compounds Tested

    Cyclohexane

    DCM

    Ethanol

    Phenol

    Benzoic Acid

    Ethyl acetate

    Ethyl amine

    http://www.wisegeek.com/what-is-a-bond.htmhttps://www.boundless.com/chemistry/definition/aliphatic/https://www.boundless.com/chemistry/definition/electron/https://www.boundless.com/chemistry/definition/electron/https://www.boundless.com/chemistry/definition/aliphatic/http://www.wisegeek.com/what-is-a-bond.htm
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    The solubility properties of organiccompounds using H2O, 5% NaOH solution and5% HCL solution indicates whether the solidsample is soluble or insoluble and if the liquidsample is miscible and immiscible. Solubility ofsample to the solvent is related to polarity of thetwo substances and the intermolecular forces ofattraction during the solution process. The like

    dissolves like principle is involved. Water is apolar solvent so the sample that is soluble ormiscible with water is also polar. Based on theresults, ethanol, phenol, ethyl acetate andethylamine are polar compounds. The solubilityin 5% NaOH solution of a water insolublesample is an indication that acidic functionalgroup is present. Compounds that behave asbases in aqueous solution are detected by theirsolubility in 5% HCl solution.

    [5]

    Ethanol and phenol are miscible whilebenzoic acid is very soluble in 5% NaOH

    solution. The rest of samples are immiscible.Ethanol and ethylamine are miscible in 5% HClsolution while the rest of the samples areimmiscible and benzoic acid is insoluble.

    C. Reaction with Litmus Paper

    Table 3. Acidity, basicity and neutrality of samples

    Reaction withLitmus Paper

    Cyclohexane -

    DCM -

    Ethanol Neutral(b-b,r-r)

    Phenol Acidic(b-r,r-r)

    Benzoic Acid -

    Ethyl acetate Acidic(b-r,r-r)

    Ethylamine Basic(b-b,r-b)

    Reaction with litmus paper indicatedacidity, basicity or neutrality of water-solublesamples. Acidic solution turns blue litmus paperto red and red litmus paper to red. Blue litmuspaper to blue and red litmus paper to blueindicates a basic solution. Neutral solution ischaracterized by blue to blue litmus paper andred to red litmus paper.

    As shown in the table, phenol and ethylacetate are acidic while ethylamine is basic.Ethanol is a neutral sample. Cyclohexane, DCMand benzoic acid were not subjected to thelitmus paper test because of their immiscibleproperty with water.

    D. Ignition Test

    Table 4. Degree of Luminosity of the Samples

    The result of the Ignition test indicatesthe presence of unsaturated or high carbon tohydrogen ratio. The degree of luminosity can beassessed by the presence of yellow or luminousflame. The aromatic compounds burn with sootyflame due to the incomplete combustion, whichcauses the formation of an unburned

    carbon.The higher the number of Carbon atoms,the higher the degree of luminosity. In addition,the higher the Carbon: Hydrogen Ratio, thehigher the degree of luminosity.In terms ofdegree of luminosity: aromatic compound >unsaturated hydrocarbon > saturatedhydrocarbon.

    [6]

    Complete combustion is indicated by ablue flame (non-luminous) and there is more

    H2O 5%NaOHsoln

    5%HClsoln

    Benzoic Acid Insoluble Verysoluble

    Insoluble

    Ethyl acetate Miscible Immiscible Immiscible

    Ethylamine Miscible Immiscible Miscible

    Ignition Test

    Cyclohexane Flammable (Luminous flame)

    DCM Non-flammable

    Ethanol Flammable (Non-luminous flame)

    Phenol Flammable (Luminous flame)

    Benzoic Acid Non-flammable

    Ethyl acetate Flammable (Luminous flame)

    Ethylamine Flammable (Luminous flame)

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    heat than light, the carbon is completelyoxidized.

    2C10H22+31O220CO2+22H2O

    Incomplete combustion is indicated by a

    yellow flame (luminous) and there is much lightthan heat; the carbon is not completely oxidized.

    2C2H2+ 5O24CO2+ 2H2O + heat

    Based on the table, cyclohexane,phenol, ethyl acetate and ethylamine areflammable with luminous flame while ethanolwith non-luminous flame. DCM and benzoic acidare both non-flammable

    REFERENCES

    [1] Retrieved on September 2, 2013 fromhttp://www.wisegeek.com/what-are-organic-compounds.htm

    [2] Retrieved on September 2, 2013 fromhttp://highered.mcgraw-hill.com/sites/dl/free/0035456775/694192/bioTP_CH3_mgb_final_OK.pdf

    [3] Retrieved on September 2, 2013 fromhttps://www.boundless.com/chemistry/atoms-molecules-and-ions/organic-compounds--2/introduction-to-hydrocarbons/

    [4] Bayquen, A., Cruz, C., de Guia, R., Lampa,F., Pea, G., Sarile, A., & Torres, P. (2009).Laboratory Manual in Organic Chemistry.Quezon City: C&E Publishing, Inc..

    [5] Retrieved on September 2, 2013 fromhttp://www.uobabylon.edu.iq/eprints/publication_10_5343_904.pdf

    [6] Shriner, R., Hermann, C.K.F., Morrill, Curtin,D.Y. (1998) The Systematic Identification ofOrganic Compounds. 7

    thed. New York: John

    Wiley & Sons, Inc.

    http://highered.mcgraw-hill.com/sites/dl/free/0035456775/694192/bioTP_CH3_mgb_final_OK.pdfhttp://highered.mcgraw-hill.com/sites/dl/free/0035456775/694192/bioTP_CH3_mgb_final_OK.pdfhttp://highered.mcgraw-hill.com/sites/dl/free/0035456775/694192/bioTP_CH3_mgb_final_OK.pdfhttp://highered.mcgraw-hill.com/sites/dl/free/0035456775/694192/bioTP_CH3_mgb_final_OK.pdfhttp://highered.mcgraw-hill.com/sites/dl/free/0035456775/694192/bioTP_CH3_mgb_final_OK.pdfhttp://highered.mcgraw-hill.com/sites/dl/free/0035456775/694192/bioTP_CH3_mgb_final_OK.pdf