Determine 3 structures based on data. Explain your reasoning. a. CsH10O; 1H NMR:83.4 ppm (3H, singlet)8 4.5 ppm (2H, singlet)8 7.2 ppm (5H, singlet)b. C4H7BrO; 1H NMR:8 2.2 ppm (3H, singlet)8 3.5 ppm (2H, triplet)8 4.5 ppm (2H, triplet)c. C5H100; IH NMR:8 1.1 ppm (6H, doublet)8 2.2 ppm (3H, singlet)8 2.5 ppm (1H, septet)

This questions based on NMR spectroscopy. From given data find out structure of organic compounds

a. C8H10O; 1H NMR: 8 3.4 ppm (3H, singlet) 8 4.5 ppm (2H, singlet) 87.2 ppm (SH, singlet) b. C4H7BrO; 1H NMR: 8 2.2 ppm (3H, singlet) 83.5 ppm (2H, triplet) 84.5 ppm (2H, triplet) c. C5H100; 1H NMR: 8 1.1 ppm (6H, doublet) 8 2.2 ppm (3H, singlet) 8 2.5 ppm (1H, septet)

a. C8H10O; 1H NMR: 8 3.4 ppm (3H, singlet) 8 4.5 ppm (2H, singlet) 87.2 ppm (SH, singlet) b. C4H7BrO; 1H NMR: 8 2.2 ppm (3H, singlet) 83.5 ppm (2H, triplet) 84.5 ppm (2H, triplet) c. C5H100; 1H NMR: 8 1.1 ppm (6H, doublet) 8 2.2 ppm (3H, singlet) 8 2.5 ppm (1H, septet)

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter18: Functional Derivatives Of Carboxylic Acids

Section: Chapter Questions

Problem 18.18P: Propose a structural formula for each compound consistent with its 1H-NMR and 13C-NMR spectra. (a)...

See similar textbooks

Related questions

Q: whats the stracures of C6H11NO2 in HNMR spectrascupe

A: The above question is based on structure elucidation of organic compound through 1H NMR spectroscopy…

Q: Consider the following chemical reaction at equilibrium: 2NO₂(g) N₂O4(g) If the container's volume…

A: This question belong to Chemical Equilibrium. Le-chatelier principle: According to this principle if…

Q: What is the radioactivity of a 8.37-g sample of radium-223? Remember, the half-life of radium-223 is…

Q: Write balanced chemical equations for the following chemical reactions: 1. Silicon dioxide with…

Q: Predict whether the [Cr(NH3)6]Cl2 complex will be high or low spin configuration knowing that the…

A: Magnetic moment is also known as magnetic dipole moment.

Q: 3. Circle and name all functional groups in the molecules below. a. b. НО НО CH3 ОН 0 H3C_ ОН OCH3…

A: The functional groups are special type of groups attached to the organic molecule which is…

Q: Dehydration of Alcohols Image: (insert your drawing of the reactants, products, and catalyst on the…

A: Here we have to draw the reactants, products, and catalyst for given reaction-

Q: Show how you would synthesize each compound from benzene, toluene, or phenol using the following…

A: The starting materials are benzene, toluene or phenol Reactions are 1. Halogenation 2. Nitration 3.…

Q: Consider the reaction N2(g) + 3H2(g)2NH3(g) Using standard thermodynamic data at 298K, calculate…

Q: What is the molar solubility (in M) of lead (II) fluoride (PbF) in water? Hint: Kp of PbF,= 3.6 x…

A: Given that The Ksp of PbF2 is 3.6 x 10-8 The molar solubility (s) of lead(II) fluoride in water.

Q: kJ The enthalpy of vaporization of Substance X is 15.0 and its normal boiling point is - 59. °C.…

Q: ). A boxcar problem: H H- H H OH -OH -OH CH₂OH HO H- H -Н OH -OH H- CH₂OH D-Arabinose НО H OH -Н -OH…

A: HNO3 oxidizes both the -CHO and -CH2OH into -COOH Optically inactive dicarboxylic acid has plane of…

Q: What is the formula for the equilibrium constant of the chemical reaction shown below? HF (aq) +…

A: Rules for writing Equilibrium constant expression for an equilibrium reaction : Equilibrium…

Q: 11. Which of the following pairs of compounds could be used to make a buffer solution? a. HNO3 and…

A: A buffer is a solution which resist any change in pH on adding a small amount of acid or base . it…

Q: The molar solubility for barium fluoride (BaF2) with Ksp = 1.8 x 10-7 is 3.6 x 10-3 M 1. Provide a…

A: Answer: For a sparingly soluble compound it is considered that all its dissolved quantity will be in…

Q: Predict the reactants of this chemical reaction. That is, fill in the left side of the chemical…

A: The question is based on the concept of chemical reactions. we need to identify the reactants in the…

Q: Draw the mechanism for the living anionic chain growth reaction shown below. •$= toluene -BuLi

A: Anionic chain growth polymerization is a chain growth polymerization in which monomers are added on…

Q: Draw the major organic product(s) of the following reaction. Br NaSCH 3 acetonitrile

A: Here we have to write the major product of given reaction-

Q: Draw a structural formula for the major organic product of the following reaction: CH3 CH3 CH3 CH3 +…

Q: Oh okay. So that amine can be ionized. Under what conditions? Typically, at physiological pH, that…

A: Here we have to tell about a functional group amine and it's ionization-

Q: KMnO4, -OH H3O+

Q: Complete the following reaction

A: In this question, we will draw the structure of the major organic product, when starting material (…

Q: How many mL of a 5.70 ppm solution contain 15.3 µg of mercury?

Q: Neopentane, C(CH3)4, has Td symmetry, with character table provided below. Suppose the characters of…

A: The neopentane having a molecular formula of C(CH3)4 is given to have tetrahedral symmetry. The…

Q: ΝΗ 1) exess H3C-I and K₂CO3 2) Ag₂O, heat

A: When amines are treated with excess of methyl iodide, CH3I in the presence of K2CO3 (base) undergo…

Q: 0 О OEt ОН 0 OEt

A: The chemical reagent which reduces the compounds by donating electrons or hydrgens.

Q: 3. Provide the missing product in the following reactions and show the complete mechanism. شر CH₂N₂…

A: Diazmethane in the presence of acid gets protonated to produce methanediazonium which alkylates…

Q: Calculate the density of sulfur hexafluoride gas at 704 torr and 21 °C. Express the density in grams…

Q: A 7.04 gram sample of oxygen gas has a volume of 909 milliliters at a pressure of 3.71 atm. The…

A: Mass of the oxygen gas = 7.04 g Pressure (P) = 3.71 atm Volume (V) = 909 mL = 0.909 L Universal gas…

Q: Write the balanced equation and shorthand cell notation for the following two half reactions. Fe2+…

A: Oxidation : Loss of electrons with increase in the oxidation state. Oxidation takes place at anode.…

Q: Which of the following solutions contains the strongest acid? 1.00M HF (ka=7.2x10^-4 4.00 M HOCl…

Q: The hydroxide ion concentration in a solution of NaOH is 2.7 x 10-¹ M at 25 °C. What is the pH of…

A: The question is based on the concept of pH of the solution. it is defined as a negative logarithm…

Q: A sample of argon gas at a pressure of 757 torr and a temperature of 28.9°C, occuples a volume of…

Q: A gas of unknown molecular mass was allowed to effuse through a small opening under…

A: According to Graham's law of effusion: The rate of effusion is also inversely proportional to the…

Q: Two nonsuperposable molecules are shown in the windows below: ball & stick + labels ball & stick…

A: Here we have to tell how many chiral carbon, number of stereo isomer of given molecules and are they…

Q: Use the References to access important values if needed for this question. Solid manganese (II)…

A: The question is based on the concept of solubility product principle. It that states that when a…

Q: Draw Your Solution Eto 0: OEt 1) NaOEt 2) CH₂I 3) H₂O*. heat → ?

A: This is reaction of ester in presence of sodium ethoxide as a base . In first step base abstract…

Q: Draw the product of the reaction shown below. Ignore inorganic byproducts. OH NaH, PhCH₂Cl DMSO Q of…

A: The given problem is based on the O-alkylation reactions of alcohols using base followed by the…

Q: A sample of nitrogen gas occupies a volume of 9.77 L at 52.0°C and 1.00 atm. If it is desired to…

Q: Answer the following questions in your lab notebook (be sure to show work for any calculations): 1.…

A: We have find out the answer.

Q: Given the following Ered values, which metal is more likely to reduce than Y? Y2+ 2e- = Y Ered =…

A: Here we have to choose correct answer about which metal is likely to be reduced-

Q: 2CO2 (g) 200(g) + O2 (g). It was found that at 20 OC, the total pressure at equilibrium is 2.9 atm…

A: Total pressure (PT) = 2.9 atm Equilibrium pressure of CO2 = 0.8 atm. Kp = ?

Q: Draw a structural formula for the major organic product of the following reaction: CH₂Cl₂…

A: A question based on reactions of alkene. An alkene reactant is given whose product of chlorination…

Q: In what temperature range can the following equilibrium be established? H₂O (L, 0.40 atm ) H₂O(g,…

Q: .26 Lead (II) iodide can be produced upon CUU0 lead (II) and iodide ions from a solution. 21(aq) +…

A: The equilibrium of the given reaction can be represented as: Pb²⁺(aq) + 2I⁻(aq) ⇌ PbI₂(s) + Heat…

Q: 6) Consider the three solutions described below. Which one exerts the highest osmotic pressure?…

A: Osmotic pressure is a colligative property which depends on number of moles of solute present. it…

Q: Draw the mechanism in acidic solution versus basic solution. H₂C CH3 + H₂¹80 Acid or base 180 H3C…

A: Here we have to draw the mechanism of oxygen exchange of ketone with it's isotope-

Q: 15.0 mL of a buffer is made by mixing 10.0 mL of 0.10 M HF and 5.0 mL of 0.10 M NaOH solution. What…

A: Answer:- This question is answered by using the simple concept of calculation of pH of buffer…

Q: The stretching vibration of CO (g) is found at 2138 cm-1. The band is almost always displaced to…

A: The stretching vibration of carbon monoxide (CO) at 2138 cm-1 refers to the frequency at which the…

Q: What type of equipment is used to conduct the chloride test in boiler water?

A: Boiler water quality is crucial for the efficient and safe operation of steam-generating systems.…

Concept explainers

Analyzing Infrared Spectra

The electromagnetic radiation or frequency is classified into radio-waves, micro-waves, infrared, visible, ultraviolet, X-rays and gamma rays. The infrared spectra emission refers to the portion between the visible and the microwave areas of electromagnetic spectrum. This spectral area is usually divided into three parts, near infrared (14,290 – 4000 cm-1), mid infrared (4000 – 400 cm-1), and far infrared (700 – 200 cm-1), respectively. The number set is the number of the wave (cm-1).

IR Spectrum Of Cyclohexanone

It is the analysis of the structure of cyclohexaone using IR data interpretation.

IR Spectrum Of Anisole

Interpretation of anisole using IR spectrum obtained from IR analysis.

IR Spectroscopy

Infrared (IR) or vibrational spectroscopy is a method used for analyzing the particle's vibratory transformations. This is one of the very popular spectroscopic approaches employed by inorganic as well as organic laboratories because it is helpful in evaluating and distinguishing the frameworks of the molecules. The infra-red spectroscopy process or procedure is carried out using a tool called an infrared spectrometer to obtain an infrared spectral (or spectrophotometer).

Question

Determine 3 structures based on data. Explain your reasoning.

a. CsH10O; 1H NMR:
83.4 ppm (3H, singlet)
8 4.5 ppm (2H, singlet)
8 7.2 ppm (5H, singlet)
b. C4H7BrO; 1H NMR:
8 2.2 ppm (3H, singlet)
8 3.5 ppm (2H, triplet)
8 4.5 ppm (2H, triplet)
c. C5H100; IH NMR:
8 1.1 ppm (6H, doublet)
8 2.2 ppm (3H, singlet)
8 2.5 ppm (1H, septet)

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1: Concept

VIEW

Step 2: Explanation

VIEW

Solution

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 3 steps with 2 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

Identify products A and B from the given 1H NMR data.a. Treatment of CH2 = CHCOCH3 with one equivalent of HCl forms compound A. A exhibits the following absorptions in its 1H NMR spectrum: 2.2 (singlet, 3 H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A?b. Treatment of acetone [(CH3)2C = O] with dilute aqueous base forms B. Compound B exhibits four singlets in its 1H NMR spectrum at 1.3 (6 H), 2.2 (3 H), 2.5 (2 H), and 3.8 (1 H) ppm. What is the structure of B?
Predict the product based on the following data: H-NMR: 0.93 ppm (3H, triplet); 1.57 ppm (2H, multiplet – looks like “pentet”); 2.14 ppm (3H,singlet), 2.26ppm (2H, triplet); 3.42 ppm (1H, triplet); 4.83 ppm (1H, multiplet) Weight of product: 156 g/mol IR: Two sharp peaks at 1784 cm-1 and 1742 cm-1 C-NMR: 9.9 ppm; 29.0 ppm; 29.8 ppm; 31.8 ppm; 52.9 ppm; 76.1 ppm; 181.1 ppm; 200.2 ppm
Identify the following compound from its IR and proton NMR spectra. C,H1,0: 'H NMR 8 3.31 (3H, s); 8 2.41 (1H, s); & 1.43 (6H, s) IR: 2110, 3300 cm-1 (sharp) Draw the compound.
Cancer of the prostate is the second leading cause of cancer deaths among American males, exceeded only by lung cancer. One treatment of prostate cancer is based on the fact that testosterone and androsterone (both androgens) enhance the proliferation of prostate tumors. The drug flutamide (an antiandrogen) reduces the level of androgens in target tissues and is currently used to prevent and treat prostate cancer.Propose a synthesis of flutamide from trifluoromethylbenzene
Which ppm value on the 1H NMR of vanillin corresponds to the methoxy group? 3.96 ppm (singlet, 3H) 6.30 ppm (singlet, 1H) 7.04 ppm (doublet, 1H) 7.43-7.41 ppm (multiplet, 2H) 9.82 ppm (broad, singlet, 1H)
¹H NMR spectroscopic data for propofol is as follows: 8 1.14 ppm (12H, doublet); 3.05 ppm (2H, multiplet); 7.09 ppm (1H, triplet); 7.25 ppm (2H, doublet); 7.6 ppm (1H, singlet). Match each NMR signal to the corresponding proton on the structure of propofol. OH propofol
Propose a structural formula for each compound consistent with its 1H-NMR and 13C-NMR spectra. (a) C5H10O2 (b) C7H14O2 (c) C6 H12O2 (d) C7H12O4 (e) C4H7ClO2 (f) C4H6O2
Compound B is isomeric with A (Problem 19-79) and shows an IR peak at 1715 cm-1. The 1H NMR spectrum of B has peaks at 2.4 (1 H, septet, 17 Hz), 2.1 (3 H, singlet), and 1.2 (6 H, doublet, 17 Hz). What is the structure of B?
When compound A (C5H12O) is treated with HBr, it forms compound B (C5H11Br). The 1H NMR spectrum of compound A has a 1H singlet, a 3H doublet, a 6H doublet, and two 1H multiplets. The 1H NMR spectrum of compound B has a 6H singlet, a 3H triplet, and a 2H quartet. Identify compounds A and B.
Propose a structure for an amine with molecular formula CGH7N by interpreting the given 'H and 13C NMR data below. 1H NMR O 2.35 ppm O7.10 ppm 8 8.46 ppm singlet (3) doublet (2) doublet (2) 13C NMR 2, 4 1,5 6.00- 5.00- 4.00- 3.00- 2.00- 1.00- 0.00- 200 120 100 8/ ppm 180 160 140 80 60 40 20
CH3 1 H₂N TO CH3 IV 11 TO CF3 04 Rank the following compounds in order of decreasing basicity. CF3 V CF3 ||| 40 00 CF3 O Search OFC A) III > V> || > I > IV B) IV > I > II > V > III C) I > IV>II>V > III D) IV > II > | > V > III INCN
When compound A (C5H12O) is treated with HBr, it forms compound B (C5H11Br). The 1 H NMR spectrum of compound A has a 1H singlet, a 3H doublet, a 6H doublet, and two 1H multiplets. The 1 H NMR spectrum of compound B has a 6H singlet, a 3H triplet, and a 2H quartet. Identify compounds A and B.