StructureDeterminationinOrganicChemistry

StructureDeterminationinOrganicChemistry - Molecular weight...

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Structure Determination in Organic Chemistry I. Four C’s in Organic Chemistry Composition - What atoms are present Connectivity - Connections between atoms Configuration - Stereochemistry (relative and absolute) Conformation – Molecular shape resulting from rotations II. Physical Methods of Analysis A. Combustion Analysis / Elemental Analysis Elements present Ratios of elements – Empirical Formula EtOH + O 2 2CO 2 + 3H 2 O By weight: 52% C and 13% H, so assume 35% O Unknown by weight: 40.0% C and 6.67% H, assume 53.33% O Therefore: CH 2 O, or C 2 H 4 O 2 , or C 3 H 6 O 3 , or … C 6 H 12 O 6 or … Empirical Formula: CH 2 O B. Mass Spectrometry - MS
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Unformatted text preview: Molecular weight Molecular formula Molecular fragments Double Bond Equivalents DBE / Unsaturation Number UN Number of pi bonds or rings present in molecule DBE = #Cs (#Hs + #X)/2 + (#Ns)/2 + 1 C4H6BrNO2 DBE = 4 (6 + 1)/2 + (1)/2 + 1 = 2 III. Spectroscopic Methods of Analysis A. Infrared Spectroscopy - IR Functional groups present B. Ultraviolet Spectroscopy - UV Functional group information Electronic structure C. Nuclear Magnetic Resonance Spectroscopy - NMR Types of protons present Ratios of numbers of protons Types of carbons present Connectivity Stereochemistry Dynamics...
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This note was uploaded on 08/11/2010 for the course CHEM 30B Chem 30B U taught by Professor Miguelgarciagaribay during the Spring '10 term at UCLA.

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