Question

MODULE 2 SCENARIO-BASED PROBLEMS Fixing dis-functional organic chemical data Ester recently commenced work at the company "Functional Compounds", a supplier of organic chemicals. She discovered a database had become corrupted, affecting some chemical names, structures, reaction descriptions and other data. Ester's task is to sort out the chemical database. Listed below are some of the mistakes she noticed and must therefore correct. The first task is to sort out compounds with the same molecular formula of C5H8 but different chemical properties. Ten structural isomers with the formula C5H8 are missing. Only C5H8 compounds that incorporate 3 or 4 membered rings were retained in the database, e.g. 1-methylcyclobutene methylenecyclobutane ethenylcyclopropane Q1 (a). Draw line structures for all 10 of the possible structural (not geometric) isomers of C5H8 that do not have 3 or 4 membered rings. Next to each isomer, write their correct IUPAC names. Use a table laid out like the template on the next page. (hint: triple or double bonds will be required, and the set may include cumulenes that contain consecutive double bonds) Ester realised that some of these compounds might have geometric isomers and that they should be identified. (b) Draw and clearly label Z and E isomers for any of the 10 compounds from part (a) that have geometric isomers. ANSWER: [Insert image of your drawing here] Q1(a) ANSWER: [Insert image(s) of your structure drawings here, use the following table as a guide to answer this question. Either print the table below or sketch it roughly with your answers] Isomer number | Structural Isomer of C5H8 | IUPAC name 1 2 3 4 5 6 7 8 9 10

MODULE 2 SCENARIO-BASED PROBLEMS
Fixing dis-functional organic chemical data

Ester recently commenced work at the company "Functional Compounds", a supplier of organic chemicals. She discovered a database had become corrupted, affecting some chemical names, structures, reaction descriptions and other data. Ester's task is to sort out the chemical database. Listed below are some of the mistakes she noticed and must therefore correct.

The first task is to sort out compounds with the same molecular formula of C5H8 but different chemical properties. Ten structural isomers with the formula C5H8 are missing. Only C5H8 compounds that incorporate 3 or 4 membered rings were retained in the database, e.g.

1-methylcyclobutene
methylenecyclobutane
ethenylcyclopropane

Q1 (a). Draw line structures for all 10 of the possible structural (not geometric) isomers of C5H8 that do not have 3 or 4 membered rings. Next to each isomer, write their correct IUPAC names. Use a table laid out like the template on the next page.

(hint: triple or double bonds will be required, and the set may include cumulenes that contain consecutive double bonds)

Ester realised that some of these compounds might have geometric isomers and that they should be identified.

(b) Draw and clearly label Z and E isomers for any of the 10 compounds from part (a) that have geometric isomers.

ANSWER:
[Insert image of your drawing here]

Q1(a) ANSWER:
[Insert image(s) of your structure drawings here, use the following table as a guide to answer this question. Either print the table below or sketch it roughly with your answers]

Isomer number | Structural Isomer of C5H8 | IUPAC name
1
2
3
4
5
6
7
8
9
10

MODULE 2 SCENARIO-BASED PROBLEMS
Fixing dis-functional organic chemical data

Ester recently commenced work at the company "Functional Compounds", a supplier of organic chemicals. She discovered a database had become corrupted, affecting some chemical names, structures, reaction descriptions and other data. Ester's task is to sort out the chemical database. Listed below are some of the mistakes she noticed and must therefore correct.

The first task is to sort out compounds with the same molecular formula of C5H8 but different chemical properties. Ten structural isomers with the formula C5H8 are missing. Only C5H8 compounds that incorporate 3 or 4 membered rings were retained in the database, e.g.

1-methylcyclobutene
methylenecyclobutane
ethenylcyclopropane

Q1 (a). Draw line structures for all 10 of the possible structural (not geometric) isomers of C5H8 that do not have 3 or 4 membered rings. Next to each isomer, write their correct IUPAC names. Use a table laid out like the template on the next page.

(hint: triple or double bonds will be required, and the set may include cumulenes that contain consecutive double bonds)

Ester realised that some of these compounds might have geometric isomers and that they should be identified.

(b) Draw and clearly label Z and E isomers for any of the 10 compounds from part (a) that have geometric isomers.

ANSWER:
[Insert image of your drawing here]

Q1(a) ANSWER:
[Insert image(s) of your structure drawings here, use the following table as a guide to answer this question. Either print the table below or sketch it roughly with your answers]

Isomer number | Structural Isomer of C5H8 | IUPAC name
1
2
3
4
5
6
7
8
9
10

Added by Jessica M.

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