Homework Answers
6 a)
b)
7.
8.
9.
1st conformer is found to be more stable
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6. Provide the IUPAC names for the compounds below Name: 7. Draw the following: cis-1-isobutyl-2-propyleyclopentane 8....
Which of the following two conformations of cis-1-isopropyl-4-methylcyclohexane is more stable? Use the strain energy increments...
Which of the following two conformations of
cis-1-isopropyl-4-methylcyclohexane is
more stable? Use the strain energy increments in the table below
estimate the energy difference (a positive number) between
them.
Which of the following two conformations of cis-1-isopropyl-4-methylcyclohexane is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them. 1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes SubstituentkJ/mol Substituent kJ/mol 0.4 0.5 -C CH, ethynyl 0.85 2.95 2.95 -CH-CH23.55 3.64 -CH2CH 3.65 -CN,...
7. Conformational Analysis: Chairs (25 points) Consider the following compounds: trans-1-Fluoro-2-iodocyclohexane and cis-1-Fluoro-2-iodocyclohexane Draw the skeletal...
7. Conformational Analysis: Chairs (25 points) Consider the following compounds: trans-1-Fluoro-2-iodocyclohexane and cis-1-Fluoro-2-iodocyclohexane Draw the skeletal structures and two chair conformations of each. Chair templates are provided for the cis compound. Redraw your own chairs for the trans compound. Circle the more stable conformation of each compound and briefly explain your selections below each pair, including the specific types of steric strain involved. Short phrases are great complete sentences not required! trans-1-Fluoro- 2-iodocyclohexane explanation for more stable conformation: cis-1-Fluoro- 2-lodocyclohexane...
1. Draw the structures of: a) (Z) 2-iodo-3-methyl-2-heptene b) cis non-3-en-5 yne Give the IUPAC name...
1. Draw the structures of: a) (Z) 2-iodo-3-methyl-2-heptene b) cis non-3-en-5 yne Give the IUPAC name of the following compounds, including steochemistry. a) F CH2CH2Br CH3CE 2. a) Draw the most stable chair conformation of cis 1,3-difluorocyclohexane. b) Draw a Newman projection of 2-iodo-3-methylpentane looking down the 3. Compound X has the formula CoHB2Br4. Compound X reacts with excess H2/Pd to give CATHa6Bra. How many does compound X have? Show how you got your answer. rings 4. For each pair...
the following compounds are chiral!? Which of the following 2-methylheptane 4-methylheptane wers on loose-leaf notebook paper...
the following compounds are chiral!? Which of the following 2-methylheptane 4-methylheptane wers on loose-leaf notebook paper frst names to show respect don Diege doke Caralin Noe hat these sies, selor and selora ae nat capitaliced ь. Br—CH-CH-сH-Вr 3-met CHC Br-CH Give the name of the following alkanes. 3. CH,CH,CH Н,сн,с b. CH-C(CH)CH(CH;CH,)CH,CH;CH(CH;) a. СICH,снь स्लट Use a Newman projection, about the indicted bond, to draw the most stable conformer for each compound 4 hexane about the C2-C3 bond 3-cthylhexane about...
6. Draw the two chair conformations for cis-1-sec-butyl-2-ethylcyclohexane. Predict the most stable conformer and draw the...
6. Draw the two chair conformations for cis-1-sec-butyl-2-ethylcyclohexane. Predict the most stable conformer and draw the corresponding Newman projection (4 pts) 7. Convert the following compounds from their 3D structure to their Fisher projection and vice-versa (4 pts) НО Br HO co₂me HN CI CO2Me НО -СІ НЕОН СН2ОН 5| Page 8. The specific rotation for (R)-methyl 2-chloro-2,3-dihydroxypropanoate is -126.7. A student prepare a sample of methyl 2-chloro-2,3-dihydroxypropanoate enantiomers that shows a specific rotation of +89.6, (a) Calculate the percent...
Name the following compounds. Don't forget to specify stercochemistry when appropriate 2. Draw the structures of...
Name the following compounds. Don't forget to specify stercochemistry when appropriate 2. Draw the structures of cis-2-ethylhexa-1,4-diene E-2,4-dimethylhexa-1,4-diene 3. Assign E or Z configuration to the following alkenes. (Circle highest priority groups) Br сн Вr сH,сн,Br NH2CH CH2CHCH CH,OH NH2 CH2CH2Br NEC Which of the following compounds that can exist as a mixture of stereoisomers? Draw each b. 1-chloro-2-methylbut-2-ene 4. a. 1-chloropropene c. 1,1-dichloroethene 5. Calculate the degree of unsaturation for codeine, CisHaiNO,. Show your work. 6. Rank the following...
1.) Name the following compounds including stereochemistry. + Br 2.) Assign configurations to each of the...
1.) Name the following compounds including stereochemistry. + Br 2.) Assign configurations to each of the chiral centers and circle the stereochemical relationship of the two compounds shown below in Fischer notation? CH3 C2H5 Br- H CH HCI Brt CzH5 A) enantiomers. B) diastereomers - C) constitutional isomers- D) cis/trans - isomers E) meso - same structure CH3 3.) Draw the structure of the meso form of 1,3-dichlorocyclopentane. Take particular care to indicate three-dimensional stereochemical detail properly. -
ох 1. Provide the name of the following compounds. så stk 2. Provide the name of...
ох 1. Provide the name of the following compounds. så stk 2. Provide the name of the following compounds. 3. Provide the line structure given the following names. A. 2,6,6,8-tetramethyl-5-neopentyldecane R. 7-methylbicycln[4.2.2]decane ох 4. A. Draw the Newman Projection of pentane looking down the C2-C3 bond in a stageered confirmation B. Draw an energy diagram showing the conformational analysis using the Newman Projection above (showing a 360 degree total rotation, 60 degrees at a time). Hint - see Figure 46,...
1. How many constitutional Date: utional isomers are possible for the formula CH? 2. The IUPAC...
1. How many constitutional Date: utional isomers are possible for the formula CH? 2. The IUPAC name for A) 6-Ethyl-3,4-dimethylheptane B) 2-Ethyl-4,5-dimethylheptane (C) 3,4,6-Trimethyloctane D) 3,5,6-Trimethyloctane E) 2-(1-Methylpropyl)-4-methylhexane 3. Isopentyl is the common name for which alkyl group? CH3CH,CH,CH- A) CH3 B) CH3CH2CHCH2- CH CH,CHCH,CH- CH; CH3CH2CH- CH.CH CH CH3CCH,— D) E) CH Write structural formula for each of the following (b) 2,2-Dimethyl-3-ethylheptane (a) Neopentyl bromide (c) 4-Methyl-2-penten-2-ol (e) 1,4-Dicyclopropylcyclohexane (d) trans-4-7-Butylcyclohexanol (1) Bicylo[3,1,1 Jheptane Give IUPAC Name for each...
Analyze each pair of compounds structures represent. Your cho cach pair of compounds below. Identify which...
Analyze each pair of compounds structures represent. Your cho cach pair of compounds below. Identify which class of isomers each pair of s represent. Your choices are: (i) constitutional, (ii) conformational, (iii) omers, (iv) diastereomer or (v) identical (non-isomers). Only one label for each pair should be used. For each case show work (drawings, (R)/(S), rotation of bonds, chair- "ps, etc) which led you to each answer for the pairs below. Any differences of answers between you and your peers...
Which of the following two conformations of
cis-1-isopropyl-4-methylcyclohexane is
more stable? Use the strain energy increments in the table below
estimate the energy difference (a positive number) between
them.
Which of the following two conformations of cis-1-isopropyl-4-methylcyclohexane is more stable? Use the strain energy increments in the table below estimate the energy difference (a positive number) between them. 1,3-Diaxial Strain Energies for Monosubstituted Cyclohexanes SubstituentkJ/mol Substituent kJ/mol 0.4 0.5 -C CH, ethynyl 0.85 2.95 2.95 -CH-CH23.55 3.64 -CH2CH 3.65 -CN,...
7. Conformational Analysis: Chairs (25 points) Consider the following compounds: trans-1-Fluoro-2-iodocyclohexane and cis-1-Fluoro-2-iodocyclohexane Draw the skeletal structures and two chair conformations of each. Chair templates are provided for the cis compound. Redraw your own chairs for the trans compound. Circle the more stable conformation of each compound and briefly explain your selections below each pair, including the specific types of steric strain involved. Short phrases are great complete sentences not required! trans-1-Fluoro- 2-iodocyclohexane explanation for more stable conformation: cis-1-Fluoro- 2-lodocyclohexane...
1. Draw the structures of: a) (Z) 2-iodo-3-methyl-2-heptene b) cis non-3-en-5 yne Give the IUPAC name of the following compounds, including steochemistry. a) F CH2CH2Br CH3CE 2. a) Draw the most stable chair conformation of cis 1,3-difluorocyclohexane. b) Draw a Newman projection of 2-iodo-3-methylpentane looking down the 3. Compound X has the formula CoHB2Br4. Compound X reacts with excess H2/Pd to give CATHa6Bra. How many does compound X have? Show how you got your answer. rings 4. For each pair...
the following compounds are chiral!? Which of the following 2-methylheptane 4-methylheptane wers on loose-leaf notebook paper frst names to show respect don Diege doke Caralin Noe hat these sies, selor and selora ae nat capitaliced ь. Br—CH-CH-сH-Вr 3-met CHC Br-CH Give the name of the following alkanes. 3. CH,CH,CH Н,сн,с b. CH-C(CH)CH(CH;CH,)CH,CH;CH(CH;) a. СICH,снь स्लट Use a Newman projection, about the indicted bond, to draw the most stable conformer for each compound 4 hexane about the C2-C3 bond 3-cthylhexane about...
6. Draw the two chair conformations for cis-1-sec-butyl-2-ethylcyclohexane. Predict the most stable conformer and draw the corresponding Newman projection (4 pts) 7. Convert the following compounds from their 3D structure to their Fisher projection and vice-versa (4 pts) НО Br HO co₂me HN CI CO2Me НО -СІ НЕОН СН2ОН 5| Page 8. The specific rotation for (R)-methyl 2-chloro-2,3-dihydroxypropanoate is -126.7. A student prepare a sample of methyl 2-chloro-2,3-dihydroxypropanoate enantiomers that shows a specific rotation of +89.6, (a) Calculate the percent...
Name the following compounds. Don't forget to specify stercochemistry when appropriate 2. Draw the structures of cis-2-ethylhexa-1,4-diene E-2,4-dimethylhexa-1,4-diene 3. Assign E or Z configuration to the following alkenes. (Circle highest priority groups) Br сн Вr сH,сн,Br NH2CH CH2CHCH CH,OH NH2 CH2CH2Br NEC Which of the following compounds that can exist as a mixture of stereoisomers? Draw each b. 1-chloro-2-methylbut-2-ene 4. a. 1-chloropropene c. 1,1-dichloroethene 5. Calculate the degree of unsaturation for codeine, CisHaiNO,. Show your work. 6. Rank the following...
1.) Name the following compounds including stereochemistry. + Br 2.) Assign configurations to each of the chiral centers and circle the stereochemical relationship of the two compounds shown below in Fischer notation? CH3 C2H5 Br- H CH HCI Brt CzH5 A) enantiomers. B) diastereomers - C) constitutional isomers- D) cis/trans - isomers E) meso - same structure CH3 3.) Draw the structure of the meso form of 1,3-dichlorocyclopentane. Take particular care to indicate three-dimensional stereochemical detail properly. -
ох 1. Provide the name of the following compounds. så stk 2. Provide the name of the following compounds. 3. Provide the line structure given the following names. A. 2,6,6,8-tetramethyl-5-neopentyldecane R. 7-methylbicycln[4.2.2]decane ох 4. A. Draw the Newman Projection of pentane looking down the C2-C3 bond in a stageered confirmation B. Draw an energy diagram showing the conformational analysis using the Newman Projection above (showing a 360 degree total rotation, 60 degrees at a time). Hint - see Figure 46,...
1. How many constitutional Date: utional isomers are possible for the formula CH? 2. The IUPAC name for A) 6-Ethyl-3,4-dimethylheptane B) 2-Ethyl-4,5-dimethylheptane (C) 3,4,6-Trimethyloctane D) 3,5,6-Trimethyloctane E) 2-(1-Methylpropyl)-4-methylhexane 3. Isopentyl is the common name for which alkyl group? CH3CH,CH,CH- A) CH3 B) CH3CH2CHCH2- CH CH,CHCH,CH- CH; CH3CH2CH- CH.CH CH CH3CCH,— D) E) CH Write structural formula for each of the following (b) 2,2-Dimethyl-3-ethylheptane (a) Neopentyl bromide (c) 4-Methyl-2-penten-2-ol (e) 1,4-Dicyclopropylcyclohexane (d) trans-4-7-Butylcyclohexanol (1) Bicylo[3,1,1 Jheptane Give IUPAC Name for each...
Analyze each pair of compounds structures represent. Your cho cach pair of compounds below. Identify which class of isomers each pair of s represent. Your choices are: (i) constitutional, (ii) conformational, (iii) omers, (iv) diastereomer or (v) identical (non-isomers). Only one label for each pair should be used. For each case show work (drawings, (R)/(S), rotation of bonds, chair- "ps, etc) which led you to each answer for the pairs below. Any differences of answers between you and your peers...
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