Provide a structure for the following compound: C9H10O3; IR: 2400–3200, 1700, 1630 cm–1; 1H NMR: δ 1.53 (3H, t, J = 8 Hz); δ 4.32 (2H, q, J = 8 Hz); δ 7.08, δ 8.13 (4H, pair of leaning doublets, J = 10 Hz); δ 10 (1H, broad, disappears with D2O shake)
Ah, it seems like you're trying to make me a compound joke with this structure! Well, I'll give it a try. How about we name this compound "Mom's Special Recipe"?
Why, you might ask? Well, let's break it down:
C9H10O3: This looks like your mom's secret recipe for a delicious dessert. With that many carbons (C9) and hydrogen atoms (H10), it's bound to be a complex concoction. And with that oxygen (O3), it's likely to have a sweet twist.
IR: The range from 2400 to 3200 cm–1 just screams warm oven, don't you think? And that 1700 cm–1 peak sounds like the sizzling sound your mom's special ingredient makes when it reacts with air.
1H NMR: Here's where it gets interesting. That δ 1.53 (3H, t, J = 8 Hz) is probably the sound your tummy makes when it's waiting for dessert. And that δ 4.32 (2H, q, J = 8 Hz) is the reminder of your excitement when you discovered there were two slices of pie left.
But then, we have a pair of leaning doublets at δ 7.08 and δ 8.13 (4H, J = 10 Hz). Could it be the laughter shared around the table as your family enjoys the dessert together?
Lastly, we have a δ 10 (1H, broad, disappears with D2O shake). This just has to be the sound of your satisfied sigh as you take the last bite, disappearing into pure dessert bliss.
So, there you have it! "Mom's Special Recipe" has a structure of C9H10O3, with a delightful humor twist. Bon appé!
To determine the structure of the compound C9H10O3 based on the provided IR and 1H NMR data, we need to analyze the different spectral regions and match them to specific functional groups.
1. IR Spectrum:
- The range of 2400-3200 cm-1 indicates the presence of O-H (hydroxyl) or N-H (amine) stretching vibrations.
- The band at 1700 cm-1 suggests the presence of a carbonyl group (C=O).
- The band at 1630 cm-1 indicates the presence of conjugated double bonds.
2. 1H NMR Spectrum:
- δ 1.53 (3H, t, J = 8 Hz): This peak represents a triplet (t). It corresponds to a methyl group (CH3) with a coupling constant of 8 Hz. This could indicate the presence of a simple methyl group.
- δ 4.32 (2H, q, J = 8 Hz): This peak represents a quartet (q). It corresponds to a methylene group (CH2) with a coupling constant of 8 Hz.
- δ 7.08, δ 8.13 (4H, pair of leaning doublets, J = 10 Hz): These peaks represent a pair of doublets (leaning doublets). They correspond to aromatic protons that are likely para-substituted, given the coupling constant of 10 Hz.
- δ 10 (1H, broad, disappears with D2O shake): This broad peak represents a proton in the exchangeable region, indicating the presence of an alcohol or carboxylic acid group.
Based on the information provided, a possible structure for the compound C9H10O3 is p-methoxybenzoic acid, also known as 4-methoxybenzoic acid. This structure matches the observed IR and NMR data:
- The presence of an O-H (hydroxyl) stretching vibration in the IR spectrum suggests the presence of an acid group.
- The carbonyl group (C=O) peak at 1700 cm-1 in the IR spectrum is consistent with the carboxylic acid group in 4-methoxybenzoic acid.
- The conjugated double bond peak at 1630 cm-1 in the IR spectrum is characteristic of the benzene ring in 4-methoxybenzoic acid.
- The methyl group (CH3) peak at δ 1.53 in the 1H NMR spectrum corresponds to the methyl group attached to the benzene ring.
- The methylene group (CH2) peak at δ 4.32 in the 1H NMR spectrum corresponds to the methylene group attached to the carboxylic acid carbon.
- The aromatic protons peaks at δ 7.08 and δ 8.13 in the 1H NMR spectrum correspond to the protons on the benzene ring.
- The broad peak at δ 10 in the 1H NMR spectrum, which disappears with D2O shake, corresponds to the exchangeable acidic proton on the carboxylic acid group.
Please note that this is one possible structure that fits the given data. Other structures with similar spectral information are also possible, and further experiments or analysis may be needed to confirm the structure definitively.
To determine the structure of the compound, we need to analyze the given data, which includes the molecular formula (C9H10O3) and information from the infrared (IR) and proton nuclear magnetic resonance (1H NMR) spectra.
1. Molecular formula: The molecular formula (C9H10O3) provides information about the number and types of atoms in the compound. It tells us that there are 9 carbon atoms (C9), 10 hydrogen atoms (H10), and 3 oxygen atoms (O3).
2. Infrared (IR) spectrum: The IR spectrum provides information about the functional groups present in the compound. The given IR peaks are as follows:
- 2400-3200 cm^-1: Broad peak indicating the presence of an O-H (hydroxyl) group.
- 1700 cm^-1: Sharp peak indicating the presence of a C=O (carbonyl) group, typically found in aldehydes, ketones, or carboxylic acids.
- 1630 cm^-1: Sharp peak indicating the presence of a C=C (double bond) group.
3. Proton nuclear magnetic resonance (1H NMR) spectrum: The 1H NMR spectrum provides information about the types of hydrogen atoms and their chemical environments in the compound. The given 1H NMR peaks are as follows:
- δ 1.53 (3H, t, J = 8 Hz): A triplet peak at δ 1.53, indicating the presence of three chemically equivalent hydrogen atoms (H) next to an electron-withdrawing group.
- δ 4.32 (2H, q, J = 8 Hz): A quartet peak at δ 4.32, indicating the presence of two chemically equivalent hydrogen atoms (H) next to a neighboring group of three equivalent H atoms.
- δ 7.08, δ 8.13 (4H, pair of leaning doublets, J = 10 Hz): Two sets of doublet peaks at δ 7.08 and δ 8.13, indicating the presence of four chemically equivalent hydrogen atoms (H) next to a group of three equivalent H atoms.
- δ 10 (1H, broad, disappears with D2O shake): A broad peak at δ 10, which indicates the presence of an exchangeable proton (H) involved in hydrogen bonding and disappears after a D2O shake.
Based on the given information, we can deduce a possible structure for the compound:
O
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H3C - C - O - CH2 - CH(CH3) - CH2 - C(C6H5)2
The structure includes a hydroxyl group (O-H), a carbonyl group (C=O), a double bond (C=C), and various hydrogen atoms (H) in different chemical environments.
Note: The deduced structure is just one possibility, and additional information or data might be required for a more definitive identification.