1. A compound composed of carbon, hydrogen & oxygen has a molecular ion at m/z=112 amu...

1. A compound composed of carbon, hydrogen & oxygen has a molecular ion at m/z=112 amu in its mass spectrum. The base peak is at m/z=28 amu. The infrared spectrum shows strong absorption in the 2850 to 2980 cm-1 region, and very strong absorption at 1717 cm-1. The 1H nmr shows a single sharp signal at ? = 2.7 ppm, and the 13C nmr has two signals ( ? = 37 & 208 ppm ).

Expert Solution

Info from mass spectroscopy: In mass spectroscopy the molecular ion ia the largest ion which is formed due to loss of an electron by the compound. Hence the m/z value of the molecular ion will be equal to the molar mass of the compound. Hence the molecular mass of the compound is 112 amu.

Since it contains C,H and O, the molecular formulae of the compound could be either C7H12O or C6H8O2 or C5H4O3.

Information from infrared spectrum:

A strong absorption spectrum at 1717 cm-1 conforms the presence of a carbonyl ( - C=O) group. However the absence of any considerable peak beyond 3000 cm-1 conforms the absence of alcoholic or phenolic -OH and carboxylic -OH group. Hence the compound is not an alcohol, phenol, or carboxylic acid.

Hence the compound is either an aldehyde or ketone.

A strong absorption peak in the 2850 to 2980 cm-1 region conforms the presence of alkyl group.

Info from 1H NMR spectroscopy: A sharp signal at 2.7 ppm conforms that the carbonyl carbon is a ketone. Since the signal is a single sharp signal conforms that all the hydrogens are alike. This is possible only when 6 C-atoms form a cyclic ring. Hence a cyclohexane ring is present.

Info from C-13 NMR spectroscopy: A signal at 208 ppm conforms the presence of ketone carbon. A signal at 37 ppm conforms the presence of alkyl carbon. Also two different signal conforms that there are only 2 different types of C - atom. This conforms that the two ketone groups are attached to the cyclohexane ring at symmetrical position i.e. at 1 and 4 position. Hence the compound should be 1,4 - cyclohexanedione.

queen_honey_blossom answered 2 years ago

A compound has an M+ ion at 158 amu. The intensity of the M+1 peak is...

A compound has an M+ ion at 158 amu. The intensity of the M+1 peak is 9.9% of the M+ peak. There is no significant M+2 peak. The only IR absorbances in the interpretable region are at 2850 and 1740 cm−1. Draw a structure consistent with this information.

1. An organic compound has a molecular ion at m/z = 90, an M+1 isotope peak...

1. An organic compound has a molecular ion at m/z = 90, an M+1 isotope peak at m/z = 91, and an M+2 isotope peak at m/z = 92. The M+1 signal is 5% of the molecular ion’s intensity. The M+2 signal is 4% of the molecular ion’s intensity. What is the molecular formula of the compound? What functional groups are compatible with this molecular formula? Show your reasoning. 2. If the dihedral angle between two nonequivalent vicinal protons is...

the compound dimethyl phthalate, used in insects repellants, is composed of carbon, hydrogen, and oxygen and...

the compound dimethyl phthalate, used in insects repellants, is composed of carbon, hydrogen, and oxygen and has a molar mass of 194.2 g/mol. A 0.2572 g sample of the compound was burned in a combustion apparatus and 0.583 g of CO2 and 0.119 g of H2O were collected. What is the molecular formula of dimethyl phthalate?

1. A compound with a molecular weight of 222 g/mole contains only carbon, hydrogen, and oxygen....

1. A compound with a molecular weight of 222 g/mole contains only carbon, hydrogen, and oxygen. When 4.33 mg of this compound was completely combusted in excess oxygen, the products were 9.44 mg of CO2 and 1.75 mg of H2O. What is the molecular formula of this compound? 2, Consider this reaction: 2 C2H2 + 5 O2 ? 4 CO2 + 2 H2O If 222 grams of C2H2 reacts completely in this reaction: What mass of O2 will be required?...

A compound has an M+ ion at 102 amu. There is no M+2 peak. The only...

A compound has an M+ ion at 102 amu. There is no M+2 peak. The only IR absorbances in the interpretable region are at 3500 and 2900 cm−1. The 13C NMR spectrum shows three resonances at δ 70 (d), 35 (t), and 30 (t). Draw a structure consistent with this information.

An unidentified covalent molecular compound contains only carbon, hydrogen, and oxygen. When 5.00 mg of this...

An unidentified covalent molecular compound contains only carbon, hydrogen, and oxygen. When 5.00 mg of this compound is burned, 11.61 mg of CO2 and 1.27 mg of H2O are produced. The freezing point of camphor is lowered by 34.4°C when 4.705 g of the compound is dissolved in 19.25 g of camphor (Kf = 40.0°C kg/mol). What is the molecular formula of the unidentified compound? Choose appropriate coefficients in the molecular formula below. C H O

An unidentified covalent molecular compound contains only carbon, hydrogen, and oxygen. When 7.40 mg of this...

An unidentified covalent molecular compound contains only carbon, hydrogen, and oxygen. When 7.40 mg of this compound is burned, 21.98 mg of CO2 and 3.00 mg of H2O are produced. The freezing point of camphor is lowered by 10.4

1- On a mass spectrum, the molecular ion has an m/z = 58. What is the...

1- On a mass spectrum, the molecular ion has an m/z = 58. What is the name of the peak at m/z = 59? Select one: a. molecular ion b. M+1 c. M+2 d. A peak has no name. 2-Assume a molecule has an even value of m/z for its molecular ion. Choose all of the possible numbers of nitrogens this molecule may contain. Select one or more: a. 2 b. 1 c. 4 d. 0 e. 3

A gaseous compound has a composition by mass of 29.8% carbon, 2.1% hydrogen, and oxygen. The...

A gaseous compound has a composition by mass of 29.8% carbon, 2.1% hydrogen, and oxygen. The gas has a molar mass of about 50g/mol. Draw the most likely Lewis structure that fits these facts. Label each central atom with a hybridzation, bond angle, and Lewis notation. Indicate if the molecule has a dipole with an arrow, or else write that the molecule has no dipole.

1. The composition of a compound is 34.6% carbon, 3.9% hydrogen, and 61.5% oxygen . What...

1. The composition of a compound is 34.6% carbon, 3.9% hydrogen, and 61.5% oxygen . What is the empirical formula of the compound? 2. A mixture consisting of 15.0 g of iron(II) sulfate and 15.0 g of sodium phosphate is reacted in the following reaction: 3 F e S O 4 ( a q ) + 2 N a 3 P O 4 ( a q ) ⟶ F e 3 ( P O 4 ) 2 ( s )...

Question