Adiol (C8H1802) does not react with periodic acid. Its 1H NMR spectrum contains three singlets at § 1.2 (12 protons), 1.6 (4 protons), and 2.0 ppm (2 protons). What is the structure of this diol? A diol (C8H1802) does not react with periodic acid. Its 1H NMR spectrum contains three singlets at & 1.2 (12 protons),1.6 (4 protons), and 2.0 ppm (2 protons). What is the structure of this diol?

Answered: Image /qna-images/answer/4b08b115-d8b5-4871-992e-1f4f82571ffd.jpg

Answered: Adiol (C8H1802) does not react with…

Adiol (C8H1802) does not react with periodic acid. Its 1H NMR spectrum contains three singlets at § 1.2 (12 protons), 1.6 (4 protons), and 2.0 ppm (2 protons). What is the structure of this diol?

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter20: Carboxylic Acids And Nitriles

Section20.SE: Something Extra

Problem 68AP: The 1H and 13C NMR spectra below belong to a compound with formula C6H10O2. Propose a structure for...

See similar textbooks

Related questions

Q: an unknown compound of molecular formula C4H10O only showed singlets in its 1H-NMR

A: 1) Compound I gives three types of signals. Proton a) will give a singlet, proton b) will couple…

Q: The 'H NMR spectra of two unknown compounds 1 and 2 and structures A to D are shown below. H3C CI…

A: Unknown compound 1 : it has 5 peaks. All peaks integration and multiplicity matches with compound B.…

Q: Compound B is a liquid that is insoluble in water but soluble in 5% HCI. The 13c NMR spectrum of B…

A: The compound B is insoluble water and but soluble in 5% HCl means that due to protonation it forms…

Q: These are the 1H RMN and IR spectrums of an A compound with formula C10H13NO2. When A reacts with…

Q: Compound C has a molecular ion in its mass spectrum at 146 and a prominent absorption in its IR…

A: To find: The structure of Compound C

Q: An unknown organic compound is isolated. The compound produces a molecular ion at m/z = 101. There…

A: Spectroscopy is an analytical tool which is used to detect the conjugated systems (UV spectroscopy),…

Q: 1 (a) In the following reactions, (1) LIAIH4 A (2) H20 MCPBA в (i) Draw the structure of compounds A…

A: Let solve the reaction step by step

Q: When methyl 5-oxopentanoate is treated with vinyl Grignard, a compound is produced whose formula is…

Q: A and B are isomeric dicarbonyl compounds of the molecular formula C5H&O2. The 'H NMR spectrum of A…

A: So by given data the structure we can interpre8 as follows:

Q: Compound C has a molecular ion in its mass spectrum at 146 and a prominent absorption in its IR…

A: The IR absorption at 1762 cm-1 suggests the presence of carbonyl ester bond.The molecular ion peak…

Q: please help with this question. thank you. Given that compound X has a molecular formula of…

A: To answer such kind question we first have to look into the data given. The number of signal of NMR…

Q: Propose a structure consistent with each set of data.a. a compound that contains a benzene ring and…

A: a.

Q: Given here are 1H-NMR and 13C-NMR spectral data for nine compounds. Each compound shows strong…

A: Given data:

Q: The 1H NMR spectrum of N,N-dimethylformamide shows three singlets at 2.9, 3.0, and 8.0 ppm. Explain…

A: The protons 1H NMR spectrum is taken to identify the environment of protons (H- atoms). The protons…

Q: 1. Deduce the structure for a compound with the molecular formula, C8H8O2 and with 1H-NMR and IR…

Q: Assume a compound with the formula C4H8O. a) How many double bonds and/or rings does your compound…

A: According to spectroscopy data we can easily predict the structure of organic compound. The…

Q: An unknown compound D exhibits a strong absorption in its IR spectrum at 1692 cm−1. The mass…

Q: Although benzene itself absorbs at 128 ppm in its 13C NMR spectrum, the carbons of substituted…

A: Given: Although benzene itself absorbs at 128 ppm in its 13C NMR spectrum, the carbons of…

Q: 15. Compound C has a molecular weight of 94.54 and the 1H-NMR spectrum shows four signals - a…

A: Please find the attachment.

Q: Thymol (molecular formula C10H14O) is the major component of the oil of thyme. Thymol shows IR…

A: Given information: Molecular formula for thymol = C10H14O Absorption peak at 3500-3200, 3150-2850,…

Q: An unknown compound produces an 1H NMR spectrum with only three signals: 1.8, 2.8, 7.5 (broad) ppm,…

Q: CH3 CH3 Н—с—н CCI3-C- II -ċ-CH3 —с—он H3C- I III CH3 CH3 12 10 6 PPM 8 4

A: The HNMR stands for proton nuclear magnetic resonance helps in determine the structure of the…

Q: Compound E is a volatile organic liquid with a fruity smell. Its mass spectrum is given below.…

Q: Propose a structure consistent with each set of spectral data: a.C6H14O: IR peak at 3600−3200 cm−1;…

A: Structure consistent with each set of spectral data: a).

Q: Compounds B and C are isomers with molecular formula C5H9BrO2. The 1H NMR spectrum of compounds B…

Q: following compounds using the spectroscopic techniques covered in CHE331? If so, discuss how. If…

A: Various spectroscopic techniques are used to distinguish between the two compounds.

Q: Given here are 1H-NMR and 13C-NMR spectral data for two compounds. Each shows strong, sharp…

A: 1H-NMR: The signal at δ2.80 is characteristic of a methylene group adjacent to methylene group. The…

Q: 5) H HO OH bH متمتم HO OH H Answer the following questions, which refer to the two diol…

A: In order to find whether the given compound are identical, diastereomers or enantiomers we need to…

Q: Identify below compound from its spectral data. Molecular formula:C3H5ClO2 IR:3500–2500 cm−1, 1714…

A: Different types of spectroscopy can be used to identify the structure of unknown compound. Some…

Q: Isomer set #1: CH3OCCH,CH3 CH3COCH,CH3 a Compound D, CHgO2, shows a downfield singlet in its 'H-NMR…

A: Downfield signal is the one having higher chemical shift as compared to lower chemical shift signal.

Q: Compound B of molecular formula C9H19N shows a noteworthy infrared absorption at 3300 cm-1. Its…

A: Molecular formula of the compound = C9H19N IR spectrum: 3300 cm-1 1H-NMR: δ 1.0 (6H), 1.1 (12H), 1.4…

Q: An unknown compound produces an 1H NMR spectrum with only three signals: 1.8, 2.8, 7.5 (broad) ppm,…

A: Determination of molecular mass by mass spectrum: The key point of the mass spectrum and their…

Q: Compound p,c6h14O does not react w/sodium metal,doesn't discharge the color of Br2 in ccl4, the…

Q: Propose a structure consistent with following set of spectral data: C5H10O2: IR peak at 1740 cm−1;…

A: Calculation of double bond equivalent: DBE=C+1-H2=5+1-102=1 Thus it consists of one double bond. It…

Q: This is the 13C RMN compound with molecular formula C9H18O. The compound reacts with…

Q: Set 1: cyclohexanone 1-methylcyclopentanecarbaldehyde

A: The given molecule are ketone and aldehyde respectively. Hence we can differentiate between them…

Q: Give answer of the attachment ?

A: Nuclear magnetic resonance is a technique that is used to predict the structural formula of the…

Q: Given here are 1H-NMR and 13C-NMR spectral data for nine compounds. Each compound shows strong…

A: The strong IR absorption between 1720 and 1700 cm-1 strongly suggests presence of carboxylic acid…

Q: There are four isomers shown below (compounds A-D). TWO of these isomeric nitrogen- containing…

Q: Explain why pyridine ( Kb=2.3x10-9) is a much stronger base than pyrrole (Kb=2.5x10-14)

A: Hey, since there are multiple questions posted, we will answer first question. If you want any…

Q: How many unique 13C NMR and 1H NMR signals exist in the spectrum for the compound:…

Q: 4. The 1H NMR spectrum shown below corresponds to one of the molecules A-D. Identify the molecule…

A: The solution of the question is given below:

Q: Although benzene itself absorbs at 128 ppm in its 13C NMR spectrum, the carbons of substituted…

A: When the amide group is present as a substituent in the benzene ring the values of the carbons in…

Q: A compound of formula C6H10O2 shows only two absorptions in the proton NMR: a singlet at 2.67 ppm…

A: The IR value for the given compound is 1708 cm-1. The given NMR values is 2.67 ppm and 2.15 ppm

Q: Propose a structure consistent with each set of data. a.a compound that contains a benzene ring and…

A: Since you have posted a question with multiple subparts, we will solve the first three subparts for…

Q: Given here are 1H-NMR and 13C-NMR spectral data for nine compounds. Each compound shows strong…

A: The structural formula for the compound shows strong absorption between 1720 and 1700 cm-1 and…

Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

Adiol (C8H1802) does not react with periodic acid. Its 1H NMR spectrum contains three singlets at § 1.2 (12 protons), 1.6 (4 protons), and 2.0 ppm (2 protons). What is the structure of this diol?

Definition Definition Chemical compound containing two hydroxyl ( - OH ) groups. When naming such compounds, the suffix -diol is added to the name of parent chain alkane.

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

VIEW

Step 2

VIEW

Step 3

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 3 steps with 3 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

The 1H and 13C NMR spectra below belong to a compound with formula C6H10O2. Propose a structure for this compound.
The structure of an ester could either be A or B: CH3 O O CH3 T || -C-OCH3 CH3-C CH3-C-O-C-CH3 CH3 CH3 A B Its ¹H NMR spectrum consists of two peaks at 80.9 and 83.6 (relative areas 3:1). Which compound is it? Describe the spectrum that would be expected if it had been the other ester.
Phenacetin is an analgesic compound having molecular formula C10H13NO2. Once a common component in over-thecounter pain relievers such as APC (aspirin, phenacetin, caffeine), phenacetin is no longer used because of its liver toxicity. Deduce the structure of phenacetin from its 1H NMR and IR spectra.
When treated with an equivalent of methanol, compound A, with molecular formula C4H6Cl2O, forms the compound whose 1H NMR spectrum is shownhere. Identify compound A.
PQ-17. What is the major product of this reaction? (A) H3CO њсоян (B) OH OH (C) OH O H OH OH 1) CH,MgBr (1 eq.) 2) NHÀ -OH (D) онян
Reaction of aldehyde D with amino alcohol E in the presence of NaH forms F (molecular formula C11H15NO2). F absorbs at 1730 cm−1 in its IR spectrum. F also shows eight lines in its 13C NMR spectrum, and gives the following 1H NMR spectrum: 2.32 (singlet, 6 H), 3.05 (triplet, 2 H), 4.20 (triplet, 2 H), 6.97 (doublet, 2 H), 7.82 (doublet, 2 H), and 9.97 (singlet, 1 H) ppm. Propose a structure for F. We will learn about this reaction in Chapter 18.
Which of the following structures and IUPAC names are incorrectly matched? * oe (A) Methyleyclohexanoate (В) `NH2 Br 4-Bromo-3-chlorohexanamide 2-Ethoxypentane (D) HOOC HOOC 3,5-Nonanedioic acid В A D
When treated with an equivalent of methanol, compound A, with molecular formula C4H6Cl2O, forms the compound whose 1H NMR spectrum is shown here. Identify compound A.
Assign a structure based on the following formula and 'H NMR. C4H100 |3H ЗН 2H 1H 1H PPM
The 'H NMR spectrum of 2-chloroacetamide (CICH,CONH) shows three signals at 4.02, 7.35, and 7.60 ppm. give rise to each signal? Explain why three signals are observed. What protons
10) Provide an unambiguous name for the following compound. OH
Protons on a carbon atom located adjacent to the carbonyl group generally absorb in the range of 1-2.5 ppm. Protons on a carbon atom located adjacent to an oxygen atom generally absorb in the range of 3.5-5 ppm. What is the structure of the ester from the Proton NMR spectrum?