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(prelab,예비&labreport,결과)5. The Diels-Alder Reaction of (E, E)-2,4-Hexadien-1-ol with Maleic Anhydride

Objectives:. By reacting (E,E)-2,4-hexadien-1-ol with maleic anhydride, synthesize 1,3,3a,4,5,7a-hexahydro-5-methyl-3-oxoisobenzofuran-4-carboxylic acid and understand mechanism of Diels-Alder cyclization and lactonization.Learn how to track the rxn using TLC and how to visualize the TLC spot when it is not visible.Principles & Methods: In this exp., the product is obtained through Diels-Alder cyclization and lactonization (intramolecular ester formation). Therefore, it is necessary to study the Diels-Alder rxn first. The Diels-Alder rxn is a concerted cycloaddition rxn between a conjugated diene and an alkene, also referred to as a dienophile. The diene serves as the electron-rich species in the rxn and the dieneophile is the electron-deficient reagent. In the Diels-Alder rxn, the more the diene has EDG as a substituent and the more the dienophile has EWG, the better the rxn proceeds. In our exp., maleic anhydride has two carbonyl EWGs, so the rxn will proceed well. Another rxn condites not disappear continuously, you can proceed with the rxn by adding more limited reactants((E,E)-2,4-hexadien-1-ol in this exp.), and if it disappears completely, you can terminate the rxn. However, there are cases where the spot cannot be seen with only the developing solvent. In this case, we stain the TLC and the functional group reacts with the stain to give it color so that the spot can be seen. The TLC staining solvent used in this exp. is KMnO4 sol. It is stained when it has a functional group sensitive to oxidation, such as alkene, alkyne, alcohol, or aldehyde. Alkene and alkyne appear as bright yellow spots on a light purple background, and alcohol, amine, sulfides, mercaptans, and other oxidizable functional groups need to be immersed in a staining sol. and then gently heat the TLC using a hit-gun. This is because yellow or light brown spots appear on a light purple or pink background, and if left unattended for a long period of time, they become light brown, so a process ol. Wt.(g/mol)Density(g/cm3)M.p.(℃)B.p.(℃)Solubl.Other(MSDS)(E,E)-2,4-hexadien-1-ol, C6H10O[CAS No. 17102-64-6]98.140.8730.5080.00Soluble in toluene.-Harmful if swallowed.-Causes severe skin and eye damage.Maleic anhydride, C4H2O3[CAS No. 108-31-6]98.061.4852.80202.00Slightly soluble in toluene.-Harmful if swallowed or inhaled.-Causes severe skin burns and eye damage.Toluene, C7H8[CAS No. 108-88-3]92.140.87-95.00111.00Soluble in ethanol, diethyl ether, acetone, chloroform.-Highly flammable liquids and vapors.-Causes skin irritation.-May cause drowsiness or dizziness.Hexane, C6H14[CAS No. 110-54-3]86.180.66-95.0068.80Soluble in ethyl acetate.-Highly flammable liquids and vapors.-May be fatal if swallowed and enters airways.Ethyl acetate, C4H8O2[CAS No. 141-78-6]88.110.90-83.6077.10Soluble in hexane.-Highly flammable liquids and vapors.-Causes serious eye irritation.-May cause drowsiness or dizziness.KMnO4TLC staining solutionPotassium manganate(VII), KMnO4[CAS No. 7722-64-7]158.032.70240.kr/MSDSInfo/kcic/msdssearchMsds.Results:1. Yield(g)>> Limited reagent : Maleic anhydride 0.425g0.425g / 98.96g/mol = 4.33 x 10-3 mol = 4.33mmol>> If we assume that 100% yield is obtained, (1:1rxn)4.33 x 10-3 mol x 196.20g/mol = 0.850g>> In experiment we got white solid product 0.671g(31.445g – 30.774g)2. Yield(%)>> 0.671g / 196.20g/mol = 3.42 x 10-3 mol = 3.42mmol(3.42 mmol) / ( 4.33 mmol) x 100(%) = 79.0%3. M.P (ref. 161℃)>> 160~162℃4. TLC(eluent : Hx:EA=1:1, KMnO4 staining)A : Maleic anhydrideB : HexadienolC : Rxn mixture after (reflux started) 1min.D : Rxn mixture after 3 min.E : Rxn mixture after 5 min.F : Rxn mixture after 10 min.G : Rxn mixture after 20 min.H : Rxn mixture after 30 min.>> Rf valueA : 1.5cm / 2.4cm = 0.625B : 1.8cm / 2.4cm = 0.750C ~H: 1.8cm / 2.4cm = 0.7501.1cm / 2.4cm = 0.458The spots C~F were confirmed by TLC to track the progress of the rxn over time from the start of reflux and the start of boiling. As time goes by, the starting spot gets lighter and the proonfirmed using TLC. As time passed, it was observed how much the starting spot remained, and at this time, there was a spot that was not observed only by UV, so it was observed by staining TLC using KMnO4 staining solution. When spotting TLC for the first time, the hexadienol sample was too watery to be observed. In contrast, the sample of maleic anhydride was observed because it was too dark and the spot was drawn. Through this, it was learned that when observing TLC, the concentration of each sample must be similar for accurate observation. Our yield was about 79%. Looking at the last plate of the above TLC, the product came out very dark, but there is still a light starting spot on the top. We thought that only hexadienol remained by looking at the location of this spot, and the reaction was terminated by judging that the limiting reagent, maleic anhydride, was all consumed, but the rxn may not have proceeded completely. Otherwise, the product may not have completely escaped during

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결과보고서, 예비보고서, 유기화학실험, diels-alder, 100점, Male..

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(prelab,예비&labreport,결과)9. Structure Elucidation of the Biaryl by Organic Spectroscopic Techniques

Objectives: The product structure is identified by analyzing the spectrum data obtained using organic spectroscopy(NMR, FT-IR, MS) of the biaryl compound synthesized through Suzuki-Miyarua cross-coupling rxn(based on the measured m.p). Learn how to make NMR samples, usage of NMR and analyze spectrum. Learn to analyze FT-IR and MS spectrums.Principles & Methods : This exp is to analyze the spectrum using spectroscopy to determine the structure of the product synthesized in exp8.There are mainly four methods used to determine the structure of organic compounds. Mass spectrometry(MS), infrared spectroscopy(IR), ultraviolet spectroscopy(UV), and nuclear magnetic resonance spectroscopy(NMR). The size and chemical formula of the compound can be determined through MS, the presence of functional groups can be found through IR, the presence of a conjugated π electron system through UV, and the carbon-hydrogen skeleton through NMR. It is possible to determine the structure of a compound. First, radiation, energy of one wavelength is absorbed and energy of another wavelength is transmitted or transmitted. If a sample is irradiated at different wavelengths to determine which is absorbed and which is transmitted, the absorption spectrum of the compound can be measured. The IR spectrum corresponds to this, and the x-axis of the spectrum indicates the wavelength, and the y-axis is the trace in %, indicating various energy absorption strengths. The baseline corresponding to 0% absorption (or 100% transmittance) corresponds to the upper part of the spectrum, and the point pointing downwards means that the energy of the corresponding wavelength is absorbed. The IR range is from 7.8x10-7m to 10-4m, but the middle part, 2.5x10-6 to 2.5x10-5m, is used for organic compound analysis. The wavelength in the IR region is mainly given in μm, and the frequency is expressed in wavenumber rather than Hz, and the unit is cm-1, which is the reciprocal of the wavelength expressed in cm. Therefore, overlap with the sample peak. Before putting the sample into the NMR device, since NMR is very sensitive, hold the upper part of the measuring tube to avoid contamination of the measuring area, and to keep the sample upright so that it does not stick to the lid and store and transport it as much as possible. Information that can be obtained through 1H nuclear magnetic resonance spectroscopy is a form of hydrogen bonding through chemical shift (δ; the position on the spectrum where the nucleus causes absorption, the frequency of spectroscopy expressed in Hz/MHz from TMS), and area strength. There are the relative number of hydrogens through the ratio, the number of splits (multiplicity) of signals due to spin-spin bonds, the positional relationship of each hydrogen through the coupling constant, and the estimation of molecular structure. In the spectrum, the x-axis represents the chemical shift (δ) relative to the reference (most compounds are in the range 0-10), and the y-axis represenDetails -https://en.wikipedia.org/wiki/Deuterated_chloroform-https://www2.chemistry.msu.edu/faculty/reusch/orgpage/nmr.htmResults:1. Yield(g)>> Limited reagent : Aryl bromide 1.00mmol>> In experiment we got white solid product 0.271g (40.7945g – 40.5232g)2. M.P : 150~154℃ >> The nearest value of m.p. among the ref. is 153.50℃ ; 1-(4′-Methoxy[1,1′-biphenyl]-4-yl)ethenone.∴ Assuming that the product is 1-(4'-Methoxy[1,1'-biphenyl]-4-yl)ethenone, the spectrum was analyzed.3. FT-IR spectrum & Mass spectrum (EI-MS)4. 1H-NMR spectrum &13C-NMR spectrum5. Yield(%)>> product : 0.271g / 226.27g/mol = 1.19 x 10-3mol = 1.19mmol∴ %Yield = 1.19mmol/1.00mmol x 100% = 119%Discussion: In this exp, using unknown arylboronic acid and aryl halide, after synthesizing a biaryl compound through Suzuki rxn under Pd cat., base conditions, the product structure was determined through m.p. measurement and organic spectroscopic techniques(MS, IR, NMR). From the above results, the product structure could be determo, on the basis of m/z, the structure of the fragmented cation was predicted, but this cannot be accurately determined. Therefore, when analyzing organic compounds, it is mainly used for the purpose of confirming the M.w. peak. ③ NMR; When taking NMR, there was something to be aware of. When preparing a sample, the solid must be completely dissolved in the solvent, then filtered once more, the concentration must be appropriate, and the topshim must be set for analysis, so the NMR tube must be filled with more than 1/3 of the sample. Also, since the sample is analyzed through the lower part of the NMR tube, this part must not be contaminated. When interpreting the obtained 1H-NMR spectrum, the first thing to check is whether the H number of the product and the sum of the integral values(integral values that have been reduced to the end) match through the integral values. According to the spectrum, the total number of integrals is 14(2+4+2+3+3), which is consistent with the total H numbeB

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결과보고서, 예비보고서, 유기화학실험, NMR, Spectroscopic, 100..

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(prelab,예비&labreport,결과)7. Triphenylcarbinol-Grignard Reaction 평가A+최고예요

Objectives: Synthesize triphenylcarbinol by Grignard rxn. Understand the mechanism of Grignard rxn and learn the technique of performing experiments in anhydrous condition.Principles & MethodsThis exp is a rxn to synthesize triphenylcarbinol by Grignard rxn. So, let's get to know Grignard rxn first. Grignard rxn allows the formation of carbon-carbon bonds using organometallic intermediate(Grignard reagents). Grignard reagents are prepared by reacting magnesium metal with alkyl or aryl halides in aprotic solvents such as diethyl ether or tetrahydrofuran(In our exp, we use diethyl ether). They have a carbon-metal bond, which changes the polarity of a carbon atom from the partial positive charge(in aryl and alkyl halides) to the partial negative charge in Grignard reagents. They are strong bases as well as strong nucleophiles and readily react with electrophilic species. In the presence of acidic protons, water, or alcohol the Grignard reagent breaks its organometallic bond leading to thenesium bromide can react with CO2 to obtain benzoic acid as a by-product. (Still, it is expected to be separated during washing with hexane because of its solubility in hexane.) Therefore, it is recommended that the exp be performed in an inert gas atmosphere such as nitrogen or argon to avoid contact with air or moisture as much as possible. The reason for washing with brine(NaCl aq. solution) during the workup process is to ensure that only the product exists through the salting-out effect on the organic layer. After that, the reason for using sodium sulfate(anh.) is to completely remove the water remaining in the product. In this exp, the limiting reagent is bromobenzene, which is 0.051 mol. Therefore, in the case of 100% yield, about 13.3 g of triphenylcarbinol in the form of a white solid will be obtained. A. Prepare of Apparatus ; Before exp, dry 100mL 2-neck R.B.F, condenser, dropping funnel, 2.5cm stirring bar, stopper, 10mL&25mL cylinder, 50ml Erlenmeyer flask, glass funnel, vapors-May be harmful if swallowed and enters airways-Causes skin and serious eye irritationPhenylmagnesium bromide, C6H5MgBr[CAS No. 100-58-3]181.311.14N.A78.80Soluble in diethyl ether.-Harmful if swallowed-Causes serious eye irritation.Hexane, C6H14[CAS No. 110-54-3]86.180.66-95.0068.80Insoluble in water.Miscible with diethyl ether.-Reproductive toxicity ; After aspiration,pulmonary oedema pneumonitisBenzophenone, C13H10O[CAS No. 119-61-9]182.221.1148.50305.40Soluble in diethyl ether.-Causes skin irritationDiethyl ether, C4H10O[CAS No. 60-29-7]74.120.71-116.3034.60Barely soluble in water(6.05g/100mL).-Extremely flammable.-Harmful to skin.Deionized water, H2O[CAS No. 7732-18-5]18.021.000.0099.99Barely soluble in diethyl ether.-Avoid heat and ice conditions.-Avoid water-reactive substances.Sodium chloride, NaCl[CAS No. 7647-14-5]58.442.17800.701465.00Soluble in water.-Avoid ignition source conditions such as heat, sparks, and flames.Sodium sulfate, Anh.Na2SO4[CAS No. 7752-82-6]142.042.a CaCl2 drying tube was used. In addition, Et2O, a volatile solvent, was used to limit the rxn with the atmosphere, so that the vapor filled the inside of the reactor so that atmospheric air did not enter as much as possible. Although there is a limit to avoiding contact with moisture and air as much as possible, an excess of Grignard reagent was prepared and reacted with benzophenone. Therefore, the limited reagent in this exp was benzophenone, which was 16.5mmol, and the finally synthesized triphenylcarbinol was 14.3mmol, so a total yield of 86.7% was obtained. In the process of exp B, Mg particles slightly larger than powder were used, and some remained in the solvent without being completely dissolved. Nevertheless, it was confirmed that the reactant was brown and the rxn proceeded. Therefore, it was judged that the undissolved Mg particles did not affect the reaction any more (since it was to make an excess of Grignard reagent anyway), so it was left alone. In the course of the rxH=3), but after stirring, it was confirmed as basic(pH=8). At the beginning of the rxn, 3M HCl did not completely react with the rxn solution, so HCl present at the top appeared on the pH papper and was measured as acidity. However, after stirring and complete rxn, unneutralized product remained, and unused Mg was not completely dissolved, indicating pH as basic. Therefore, after additionally adding 5 mL of 3M HCl and stirring, the pH was confirmed to be acidic(pH=3) and then I terminated rxn(the rxn solution was pale yellow). After that, extraction was carried out during the workup process. Due to the density difference, the upper layer was the ether layer, where the product was present, and the lower layer was the water layer. In this process, we had to be careful in the process of shaking and releasing the pressure because of the volatility and low boiling point of ether. In order to completely remove the product remaining in the water layer, the extraction process is further carrieB

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결과보고서, 예비보고서, 유기화학실험, Grignard reaction, tri..

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(prelab,예비&labreport,결과)8. Suzuki-Miyaura Cross-Coupling for the Synthesis of a Biaryl

Objectives: Synthesize biaryl by Suzuki-Miyaura cross-coupling rxn and predict the product by measuring the m.p. Understand the mechanism of Suzuki-Miyaura cross-coupling rxn and organic synthesis using Pd cat.Principles & Methods : In this exp, we will use a Pa cat. to synthesize biaryl compounds using the Suzuki rxn, which is one of the types of cross-coupling rxns. Before studying the Suzuki rxn, let's find out how the Pd cat. participates in the organic rxn. Pd chemistry mainly occurs in two oxidation states: the zero-valent state[Pd(0), d10] and the +2-valent state[Pd(II), d8]. Each oxidation state has its own characteristic rxn mode. Because Pd(0) complexes are electron-rich nucleophiles, they mainly perform oxidation, ligand dissociation, insertion rxn, and oxidative coupling rxn. In the case of the Pd(II) complex, since it is relatively electrophilic with insufficient electrons, ligand association and reductive coupling are performed. An important property of Pd(0) complexes is the alkene of haloalkene and alkenyl boron in the product, can be used regardless of functional groups, and is widely used in organic synthesis because the starting reagent is relatively easy to obtain. The cat. circuit of Suzuki cross coupling rxn makes RPd(II)X through oxidative addition as shown in the left figure below, and proceeds in the order of transmetalation and reductive elimination. Since the transmetalation between the RPd(II)X intermediate and the organoboron reagent occurs only when bases such as sodium carbonate or potassium carbonate, sodium or potassium hydroxide and alkoxylate are present in the rxn mixture, KOH is added in our exp(the picture on the right below is our exp cycle). The role of this base is to make the acid salt complex by coordinating with boron, increasing the nucleophilicity of the organic group and promoting the transfer to Pd.The workup process is to simply perform isolation through ice-cold water and then filter, which is purified using the diff℃)B.p.(℃)Solubl.Other(MSDS)Bromobenzene, C6H5Br[CAS No. 108-86-1]157.011.50-30.70156.20Very soluble in ethanol.Very slightly soluble in cold water.-Harmful if swallowed or inhaled.-Causes skin and serious eye irritation.4-Bromotoluene, C7H7Br[CAS No. 106-38-7]171.031.4028.50184.50Soluble in ethanol.Insoluble in water.-Causes skin and serious eye irritation.4-Bromoanisole, C7H7BrO[CAS No. 104-92-7]187.031.4413.50215.00Soluble in ethanol.Insoluble in water.-Harmful if swallowed.-Causes skin irritation.p-Bromoacetophenone, C8H7BrO[CAS No. 99-90-1]199.041.4550.50257.00Soluble in ethanol.Insoluble in water.-Causes skin and serious eye irritation.4-Bromobenzonitrile, C7H4BrN[CAS No. 623-00-7]182.021.60114.00236.00Soluble in ethanol.Very slightly soluble in water.-Causes serious eye irritation.-Harmful if swallowed or in contact with skin.1-Bromo-4-fluorobenzene, C6H4BrF[CAS No. 460-00-4]175.001.72-17.40151.50Soluble in ethanol.Insoluble in water.-Flammable liquids and vapors.Phenylboronic ac54.50Soluble in DCM.Insoluble in water.-Causes skin and serious eye irritation.4-Methylbiphenyl, C13H12[CAS No. 644-08-6]168.230.9849.50267.50Soluble in DCM.Insoluble in water.-Irritating to eyes and skin on contact.4-Methoxybiphenyl, C13H12O[CAS No. 613-37-6]184.231.0390.00157.00Soluble in DCM.Insoluble in water.-Harmful if swallowed.4-Acetylbiphenyl, C14H12O[CAS No. 92-91-1]196.241.05121.00326.00Soluble in DCM.Insoluble in water.-Irritating to eyes and skin on contact.4-Cyanobiphenyl, C13H9N[CAS No. 2920-38-9]179.221.1185.50332.30Soluble in DCM.Limited soluble in water.-Harmful if swallowed.4-Fluorobiphenyl, C12H9F[CAS No. 324-74-3]172.201.0874.20253.00Soluble in DCM.Insoluble in water.-Causes skin and serious eye irritation.Di-p-tolyl, C14H14[CAS No. 613-33-2]182.260.97125.00295.00Soluble in DCM.Insoluble in water.-Harmful if swallowed.4-Methoxy-4′-methyl-1,1′-biphenyl, C14H14O[CAS No. 53040-92-9]198.261.02112.00313.90Soluble in DCM.Insoluble in water.-Causes serious eye irritation.625a/substanceDetails -https://scifinder-n.cas.org/searchDetail/substance/636d4140e347816cda00667d/substanceDetails-https://scifinder-n.cas.org/searchDetail/substance/636d41ade347816cda006ac3/substanceDetails -https://scifinder-n.cas.org/searchDetail/substance/636d4308e347816cda007648/substanceDetails-https://scifinder-n.cas.org/searchDetail/substance/636d4365e347816cda0078c9/substanceDetails -https://scifinder-n.cas.org/searchDetail/substance/636d4418e347816cda007f66/substanceDetails-https://scifinder-n.cas.org/searchDetail/substance/636d3cd8e347816cda004096/substanceDetails -https://scifinder-n.cas.org/searchDetail/substance/636d3f74e347816cda0056a0/substanceDetails-https://scifinder-n.cas.org/searchDetail/substance/636d402ae347816cda005e08/substanceDetails -https://en.wikipedia.org/wiki/Ethanol -https://en.wikipedia.org/wiki/Palladium(II)_chloride-https://en.wikipedia.org/wiki/Palladium -https://en.wikipedia.org/wiki/Water -https://en.wikipedia.org/wiki/Hydrogen_chloride -https://enELAB

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결과보고서, 예비보고서, 유기화학실험, Suzuki, 100점, prelab, la..

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(prelab,예비&labreport,결과)3. Synthesis of Stilbene using a Wittig Reaction 평가A+최고예요

Objectives: Synthesize stilbene through the Wittig reaction, compare the yield of the generated cis or trans stilbene, and think about the reason.Principles & Methods: This experiment is converting benzaldehyde, an aldehyde, to stilbene, an alkene, through Wittig rxn. Aldehydes and ketones can be converted to alkenes using a nucleophilic addition reaction called wittig rxn. First, let's find out the mechanism of the basic rxn, and the mechanism for rxn that we will perform in the experiment.In wittig rxn, it is called phosphorane, and triphenyl-phosphours ylide represented by a resonance structure of the form R2C=PPh3 (ylide is neutral and is a bipolar compound with + and - charges in the immediate vicinity), R2C--P+Ph3 is added to an aldehyde or ketone. It produces a cyclic intermediate called oxaphosphetane. This intermediate spontaneously decomposes to give alkene and triphenylphosphine oxide, O=PPh3. Oxygen atom of aldehyde or ketone and the position of R2C= bonded to phosphorus ar experiment. In the work-up process, DCM is denser than water, so the organic layer will be laid down during the extraction process, and the reason for adding NaHSO3 is to lower the pH of the strong base condition to make it neutral, and use the salting-out effect to draw out all the products into the organic layer. And when anh.Na2SO4 is used after extraction, it is to completely remove the water remaining in the organic layer. The principle of the evaporator is to blow off the solvent by lowering the b.p of the solvent through reduced pressure. In addition, in the last process, (E), (Z) forms are separated using the difference in solubility in EtOH. In the case of TLC, the smaller Rf value of the (Z) form with greater polarity will be measured. Fix the 100mL 2-neck R.B.F with a clamp, insert a stirring bar, install a condenser and a dropping funnel, and fix it on the stirring plate. Add 7.86g of benzyltriphenylphosphonium chloride, 2.0mL of benzaldehyde, and 10mL of DCM to R.B.F ande of relevant chemical properties:NameMol. Wt.(g/mol)Density(g/cm3)M.p.(℃)B.p.(℃)Solubl.Other(MSDS)Benzaldehyde, C7H6O[CAS No. 100-52-7]106.121.04-57.12178.10Soluble in Chloroform, Dichloromethane, Ethyl Acetate, Acetone.-Flammable liquid. Harmful if swallowed.-Causes skin and eye irritation.Benzyltriphenylphosphonium chloride, C25H22ClP[CAS No. 1100-88-5]388.901.18337.00-Highly soluble in water and polarizable solvents.-Fatal if swallowed.Sodium hydroxide, NaOH[CAS No. 1310-73-2]40.002.13323.001388.00It is very soluble in water with liberation of heat. It also dissolves in ethanol and methanol.-May corrode metal.-Causes severe skin burns and eye damage.Dichloromethane, CH2Cl2[CAS No. 75-09-2]84.931.33-96.7039.60Moderately soluble in water. (2g/100mL)-Causes skin irritation.-Causes serious eye irritation.-Suspected of causing a genetic defect.Deionized water, H2O[CAS No. 7732-18-5]18.021.000.0099.99Very soluble in ethan-ol, methanol, acetone.-Avoid heat and ice conditions.-Avoid water-rg/wiki/Benzaldehyde-https://en.wikipedia.org/wiki/Sodium_hydroxide-https://en.wikipedia.org/wiki/Sodium_bisulfite-https://en.wikipedia.org/wiki/Sodium_sulfate-https://en.wikipedia.org/wiki/Ethanol-https://en.wikipedia.org/wiki/(Z)-Stilbene-https://en.wikipedia.org/wiki/(E)-Stilbene-https://en.wikipedia.org/wiki/Dichloromethane-https://en.wikipedia.org/wiki/Hexane-http://msds.kosha.or.kr/MSDSInfo/kcic/msdssearchMsds.dResults:1. Yield(g)-trans-Stilbene31.504g – 30.787g = 0.717g-cis-Stilbene42.010g – 40.461g = 1.55g2. Yield(%) ; limited reagent = benzaldehyde (2.0mL x 1.04g/ml / 106.12g/mol = 1.96 x 10-2 mol-trans-Stilbene0.717g / 180.25g/mol = 3.98 x 10-3 mol(3.98 x 10-3 mol)/( 1.96 x 10-2 mol)x100(%) = 20.3%-cis-Stilbene1.55g / 180.25g/mol = 8.60x10-3mol(8.60x10-3mol)/(1.96 x 10-2 mol)x100(%) =43.9%>> Total = 64.2%3. M.P-trans-Stilbene : 122~124℃>> Since cis-stilbene is a liquid at room temperature, its melting point cannot be measured.4. TLC(eluent : Hx)As a result of TLC spot, trans ral, but the color of the pH paper was slightly more bluish than neutral, but we may not have been aware of it. Second, there may be products trapped in the water layer because washing is not done properly during the extraction process. Therefore, I thought that washing should be done several times in the future. Third, the solvent was trapped in the trap at the end of the process of blowing off the solvent using the evaporator. I thought this was hexane, but I overlooked that the possibility of bumping existed. From now on, if the solvent in the trap is full, I thought I should check the TLC and discard it. Also, looking at our TLC, only cis is separated from E spot and only a spot having the same Rf value as B should be seen, but it can be confirmed that the trans spot was also observed. When spotting TLC for the first time, I thought that the E-spot sample was too dark and that a very small amount of trans was also detected. This is because the separation of cis and trans was not doT

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결과보고서, 예비보고서, 유기화학실험, synthesis, 100점, Wittig..

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