{[ promptMessage ]}

Bookmark it

{[ promptMessage ]}

Exp 6 - Synthesis of Triphenylmethanol and the Trityl...

Info icon This preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon
Synthesis of Triphenylmethanol and the Trityl Carbocation 11/3/08 Tyler Argent Exp. 6 CH 237 Lehman, John W. Operational Organic Chemistry, (Exp. 31 p.242 in text) I. Pre-Lab: (Attached) II. Experiment Notes and Observations: (Refer to Pre-Lab) III. Results: Compound MW (g/mol) Amt Used (g) or (mL) Moles Used (mol) Physical Constants Acetic Anhydride 102.1 3.5 mL Corrosive b.p.= 140°C m.p= -73°C d= 1.082 g/mL Anhydrous Ethyl Ether 74.1 40.0 mL total Flammable b.p.= 34.6°C m.p.= -116°C Aqueous Sodium Bicarbonate (5%) 84.0 20.0 mL Irritant Benzophenone 182.2 3.6 g 0.02 mol b.p.= 306°C m.p.= 48°C Bromobenzene 157.0 2.3 mL 0.022 mol Irritant b.p.= 156°C m.p= -31°C d=1.495 g/mL Fluoboric Acid (48%) 87.8 0.5 mL d=1.41 g/mL Hexane 86.18 10.0 mL Flammable, Irritant b.p=39°C m.p.= -95°C d=0.67 g/mL 1.4 M Hydrochloric Acid (5%) 36.46 25.0 mL 0.30 mol Corrosive Magnesium 24.3 0.53 g 0.022 mol Flammable Solvent Grade Ethyl Ether 10.0 mL Flammable Water 18.02 5.0 mL Triphenylmethanol 260.3 0.5 g b.p.=380°C m.p.=164°C Trityl Fluoborate 330.1
Image of page 1

Info icon This preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
Theoretical Yield of Trityl Alcohol: 0.02 mol X 260.3 g/mol = 5.21 g Trityl Alcohol Isolated Yield of Trityl Alcohol: 0.62 g * There were discrepancies with the isolated yield: too much solvent had been used resulting in less crystallization of product so some of the solvent had to be isolated and evaporated* Percent Yield of Trityl Alcohol: 0.62 ÷ 5.21 g X 100 = 12 % Trityl Alcohol Theoretical Yield of Trityl Tetrafluoroborate: 0.5 g ÷ 260.3 g/mol = 0.0019 mol Trityl Alcohol 0.0019 mol X 330.1 g/mol = 0.63 g Trityl Tetrafluoroborate Isolated Yield of Trityl Tetrafluoroborate: 0.38 g Percent Yield of Trityl Tetrafluoroborate: 0.38 g ÷ 0.63 g X 100 = 60.3 % Trityl Tetrafluoroborate **The TA informed class not to calculate melting points or TLC analysis for products(no R f value could be recorded)** IV. Discussion: The problem is that a company that manufactures synthetic dyes, Complimentary Colors Company, is trying to develop some new colors to improve their share in the dye industry. They need to know how the different kinds and positions of substituents on the parent triphenylmethyl ring affect the color of the triphenylmethane dyes.
Image of page 2
Image of page 3
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern