QUESTION IMAGE
Question
write the systematic name of each organic molecule:
| structure | name |
|---|---|
| (cl on a branched c, then ch2, then ch=ch2) | |
| (cl-cl on a c, double bond, then ch-ch3 with a ch3 branch) |
To solve the problem of naming the organic molecules, we follow the IUPAC nomenclature rules for alkenes with halogen substituents. Here are the systematic names for each structure:
First Molecule (Structure: $\ce{Cl-CH2-CH=CH(Cl)2}$)
Step 1: Identify the parent chain
The parent chain is the longest carbon chain containing the double bond. Here, it's a 4 - carbon chain (butene), with the double bond between C - 2 and C - 3 (numbering to give the double bond the lowest number).
Step 2: Identify substituents
- Chlorine atoms: One at C - 1, two at C - 3.
Step 3: Apply IUPAC rules
- Parent chain: But - 2 - ene (double bond at C - 2).
- Substituents: 1 - chloro, 3,3 - dichloro.
- Combine: Alphabetize the substituents (chloro comes first). So, 1 - chloro - 3,3 - dichlorobut - 2 - ene
Second Molecule (Structure: $\ce{Cl-CH(CH3)-CH2-CH=CH2}$)
Step 1: Identify the parent chain
Longest chain with double bond: 5 - carbon chain (pentene), double bond at C - 4 (numbering to give double bond lowest number, but wait—let's re - number. Wait, the double bond is at the end? Wait, the structure is $\ce{Cl - C(CH3) - CH2 - CH=CH2}$. Wait, no, let's count carbons: from the double bond (C = C) at the end (C - 4 and C - 5? No, wait, let's draw the chain: C1 (with Cl and CH3), C2, C3, C4 = C5. Wait, no, correct numbering: the double bond is between C - 4 and C - 5? No, better to number from the end closest to the double bond. Wait, the double bond is at the terminal (C - 4 and C - 5? No, the structure is $\ce{Cl - CH(CH3) - CH2 - CH=CH2}$. So the carbon chain is: C1 (Cl, CH3), C2, C3, C4, C5 (double bond between C4 and C5). Wait, no, numbering should give the double bond the lowest number. So start numbering from the double bond end: C1 = C2, C3, C4, C5 (with Cl at C4? No, that's not right. Wait, the correct structure: let's see, the molecule is $\ce{Cl - C(CH3) - CH2 - CH=CH2}$. So the carbon atoms:
- C1: = CH2
- C2: - CH2 -
- C3: - CH(CH3) -
- C4: - Cl
Wait, no, I think I messed up. Let's do it properly. The parent chain is the longest chain with the double bond. The double bond is between C - 4 and C - 5? No, the correct way: the chain has 5 carbons? Wait, no, the structure is $\ce{Cl - CH(CH3) - CH2 - CH=CH2}$. So the carbon atoms are:
- C1: CH2 (double bond with C2: C1 = C2)
- C2: CH2
- C3: CH(CH3)
- C4: CH(Cl)
Wait, no, that's not. Let's count the carbons: from the double bond (C = C) at the end (C1 and C2), then C3, C4 (with CH3 and Cl), C5? No, I think the correct parent chain is 5 carbons? Wait, no, the correct numbering: the double bond is at position 1 (terminal alkene). Then the substituent: Cl at C - 4, and CH3 at C - 4? Wait, no, the structure is $\ce{Cl - C(CH3) - CH2 - CH=CH2}$. So the carbon chain is:
- C1: = CH2
- C2: - CH2 -
- C3: - CH(CH3) -
- C4: - Cl
So the parent chain is 4 carbons? Wait, no, C1 (double bond), C2, C3, C4 (with Cl and CH3). Wait, I think I made a mistake. Let's re - examine: the structure is $\ce{Cl - CH(CH3) - CH2 - CH=CH2}$. So the carbon atoms are:
- C1: CH2 (double bond with C2: C1 = C2)
- C2: CH2
- C3: CH(CH3)
- C4: CH(Cl)
Wait, no, that's 4 carbons? No, C1, C2, C3, C4, C5? Wait, C1 = C2, C3, C4 (CH(CH3)), C5 (CH(Cl))? No, I'm confused. Let's use the correct IUPAC approach:
- Find the longest chain with the double bond: 5 carbons (pentene), double bond at C - 1 (terminal).
- Substituents: Cl at C - 4, CH3 at C - 4.
- So the name: 4 - chloro - 4 - methylpent - 1 - ene
Third Molecule (Structure: $\ce{Cl2C=CH - CH(CH3)2}$)
Step 1: Identify the parent chain
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To solve the problem of naming the organic molecules, we follow the IUPAC nomenclature rules for alkenes with halogen substituents. Here are the systematic names for each structure:
First Molecule (Structure: $\ce{Cl-CH2-CH=CH(Cl)2}$)
Step 1: Identify the parent chain
The parent chain is the longest carbon chain containing the double bond. Here, it's a 4 - carbon chain (butene), with the double bond between C - 2 and C - 3 (numbering to give the double bond the lowest number).
Step 2: Identify substituents
- Chlorine atoms: One at C - 1, two at C - 3.
Step 3: Apply IUPAC rules
- Parent chain: But - 2 - ene (double bond at C - 2).
- Substituents: 1 - chloro, 3,3 - dichloro.
- Combine: Alphabetize the substituents (chloro comes first). So, 1 - chloro - 3,3 - dichlorobut - 2 - ene
Second Molecule (Structure: $\ce{Cl-CH(CH3)-CH2-CH=CH2}$)
Step 1: Identify the parent chain
Longest chain with double bond: 5 - carbon chain (pentene), double bond at C - 4 (numbering to give double bond lowest number, but wait—let's re - number. Wait, the double bond is at the end? Wait, the structure is $\ce{Cl - C(CH3) - CH2 - CH=CH2}$. Wait, no, let's count carbons: from the double bond (C = C) at the end (C - 4 and C - 5? No, wait, let's draw the chain: C1 (with Cl and CH3), C2, C3, C4 = C5. Wait, no, correct numbering: the double bond is between C - 4 and C - 5? No, better to number from the end closest to the double bond. Wait, the double bond is at the terminal (C - 4 and C - 5? No, the structure is $\ce{Cl - CH(CH3) - CH2 - CH=CH2}$. So the carbon chain is: C1 (Cl, CH3), C2, C3, C4, C5 (double bond between C4 and C5). Wait, no, numbering should give the double bond the lowest number. So start numbering from the double bond end: C1 = C2, C3, C4, C5 (with Cl at C4? No, that's not right. Wait, the correct structure: let's see, the molecule is $\ce{Cl - C(CH3) - CH2 - CH=CH2}$. So the carbon atoms:
- C1: = CH2
- C2: - CH2 -
- C3: - CH(CH3) -
- C4: - Cl
Wait, no, I think I messed up. Let's do it properly. The parent chain is the longest chain with the double bond. The double bond is between C - 4 and C - 5? No, the correct way: the chain has 5 carbons? Wait, no, the structure is $\ce{Cl - CH(CH3) - CH2 - CH=CH2}$. So the carbon atoms are:
- C1: CH2 (double bond with C2: C1 = C2)
- C2: CH2
- C3: CH(CH3)
- C4: CH(Cl)
Wait, no, that's not. Let's count the carbons: from the double bond (C = C) at the end (C1 and C2), then C3, C4 (with CH3 and Cl), C5? No, I think the correct parent chain is 5 carbons? Wait, no, the correct numbering: the double bond is at position 1 (terminal alkene). Then the substituent: Cl at C - 4, and CH3 at C - 4? Wait, no, the structure is $\ce{Cl - C(CH3) - CH2 - CH=CH2}$. So the carbon chain is:
- C1: = CH2
- C2: - CH2 -
- C3: - CH(CH3) -
- C4: - Cl
So the parent chain is 4 carbons? Wait, no, C1 (double bond), C2, C3, C4 (with Cl and CH3). Wait, I think I made a mistake. Let's re - examine: the structure is $\ce{Cl - CH(CH3) - CH2 - CH=CH2}$. So the carbon atoms are:
- C1: CH2 (double bond with C2: C1 = C2)
- C2: CH2
- C3: CH(CH3)
- C4: CH(Cl)
Wait, no, that's 4 carbons? No, C1, C2, C3, C4, C5? Wait, C1 = C2, C3, C4 (CH(CH3)), C5 (CH(Cl))? No, I'm confused. Let's use the correct IUPAC approach:
- Find the longest chain with the double bond: 5 carbons (pentene), double bond at C - 1 (terminal).
- Substituents: Cl at C - 4, CH3 at C - 4.
- So the name: 4 - chloro - 4 - methylpent - 1 - ene
Third Molecule (Structure: $\ce{Cl2C=CH - CH(CH3)2}$)
Step 1: Identify the parent chain
Longest chain with double bond: 5 - carbon chain? Wait, no: C1 (Cl2C =), C2 (CH -), C3 (CH(CH3)2). Wait, the parent chain is 4 carbons? Wait, C1 (Cl2C =), C2 (CH -), C3 (CH -), C4 (CH3)2? No, let's count:
- C1: C(Cl)2 (double bond with C2)
- C2: CH
- C3: CH(CH3)
- C4: CH3
Wait, no, the parent chain is 4 carbons? Wait, C1, C2, C3, C4. The double bond is between C1 and C2. Substituents: two Cl at C1, and CH3 at C3 (isopropyl? No, CH(CH3)2 is isopropyl, but on C3). Wait, no, the structure is $\ce{Cl2C=CH - CH(CH3)2}$. So the carbon chain:
- C1: C(Cl)2
- C2: CH
- C3: CH(CH3)
- C4: CH3
Wait, no, C3 has two CH3? No, $\ce{CH(CH3)2}$ is a substituent on C3? No, the structure is $\ce{Cl2C=CH - CH(CH3)2}$, so the parent chain is 5 carbons? Wait, C1 (Cl2C =), C2 (CH -), C3 (CH -), C4 (CH3), C5 (CH3)? No, I think the correct parent chain is 4 carbons: C1 (Cl2C =), C2 (CH -), C3 (CH(CH3) -), C4 (CH3). Wait, no, let's do it properly:
- Parent chain: longest chain with double bond. The chain is 4 carbons? Wait, $\ce{Cl2C=CH - CH(CH3)2}$: the carbon atoms are C1 (Cl2C =), C2 (CH -), C3 (CH(CH3) -), C4 (CH3). Wait, no, C3 has $\ce{CH(CH3)2}$, which is a substituent? No, $\ce{CH(CH3)2}$ is part of the parent chain? Wait, no, the parent chain should include the double bond and the longest continuous carbon chain. So the correct parent chain is 5 carbons? Wait, I'm making a mistake. Let's use the correct method:
- The double bond is between C - 1 and C - 2.
- The parent chain: let's count the carbons: C1 (Cl2C =), C2 (CH -), C3 (CH -), C4 (CH3), C5 (CH3)? No, $\ce{CH(CH3)2}$ is a group on C3, so the parent chain is 4 carbons: C1, C2, C3, C4, with C3 having a $\ce{CH3}$ substituent? No, I think the correct name is:
- Parent chain: but - 1 - ene (4 carbons, double bond at C1).
- Substituents: 1,1 - dichloro (at C1), 3 - methyl (at C3).
- So the name: 1,1 - dichloro - 3 - methylbut - 1 - ene
Final Answers (in table format)
| structure | name |
|---|---|
| $\ce{Cl-CH(CH3)-CH2-CH=CH2}$ | 4 - chloro - 4 - methylpent - 1 - ene |
| $\ce{Cl2C=CH - CH(CH3)2}$ | 1,1 - dichloro - 3 - methylbut - 1 - ene |
(Note: The numbering and naming might need re - verification based on precise bond - line structures, but the above follows IUPAC principles for alkene nomenclature with halogen substituents.)