What would the chemical name be for C13H8Cl3NO

The name of the pictureThe name of the pictureThe name of the pictureClash Royale CLAN TAG#URR8PPP












10












$begingroup$


enter image description hereFormula




C13H8Cl3NO




SMILES




C1=C(C(=CC(=C1)Cl)Cl)N(C(C2=CC=CC=C2)=O)Cl




I found the diagram on the left in a book and drew the one on the right using



https://pubchem.ncbi.nlm.nih.gov/edit2/index.html



And got the SMILES description from that.



Any clues as to what might be an IUPAC name and the formal way to write it out? Have I have even drawn it correctly? I could not do it exactly because the two rings kept connecting if I followed the same orientation. I don't know enough about double ring compounds to even hazard a guess.



Is there a automatic naming engine out there?



A compound called British Impregnite found in The Scientific method by Louis F. Fieser p.137










share|improve this question











$endgroup$







  • 1




    $begingroup$
    Try Chemspider chemspider.com
    $endgroup$
    – Waylander
    Feb 27 at 19:28






  • 4




    $begingroup$
    Chemdoodle thinks it is [N-Chloro(2,4-dichlorophenyl)amino]phenylformaldehyde but there is probably a less systematic version as well.
    $endgroup$
    – matt_black
    Feb 27 at 19:36






  • 4




    $begingroup$
    @matt_black Wow, that's like most complicated, but very much not systematic name I've seen.
    $endgroup$
    – Mithoron
    Feb 27 at 19:51






  • 5




    $begingroup$
    @matt_black That's Chemdoodle being Chemdoodle, I think:)
    $endgroup$
    – andselisk
    Feb 27 at 19:54















10












$begingroup$


enter image description hereFormula




C13H8Cl3NO




SMILES




C1=C(C(=CC(=C1)Cl)Cl)N(C(C2=CC=CC=C2)=O)Cl




I found the diagram on the left in a book and drew the one on the right using



https://pubchem.ncbi.nlm.nih.gov/edit2/index.html



And got the SMILES description from that.



Any clues as to what might be an IUPAC name and the formal way to write it out? Have I have even drawn it correctly? I could not do it exactly because the two rings kept connecting if I followed the same orientation. I don't know enough about double ring compounds to even hazard a guess.



Is there a automatic naming engine out there?



A compound called British Impregnite found in The Scientific method by Louis F. Fieser p.137










share|improve this question











$endgroup$







  • 1




    $begingroup$
    Try Chemspider chemspider.com
    $endgroup$
    – Waylander
    Feb 27 at 19:28






  • 4




    $begingroup$
    Chemdoodle thinks it is [N-Chloro(2,4-dichlorophenyl)amino]phenylformaldehyde but there is probably a less systematic version as well.
    $endgroup$
    – matt_black
    Feb 27 at 19:36






  • 4




    $begingroup$
    @matt_black Wow, that's like most complicated, but very much not systematic name I've seen.
    $endgroup$
    – Mithoron
    Feb 27 at 19:51






  • 5




    $begingroup$
    @matt_black That's Chemdoodle being Chemdoodle, I think:)
    $endgroup$
    – andselisk
    Feb 27 at 19:54













10












10








10


1



$begingroup$


enter image description hereFormula




C13H8Cl3NO




SMILES




C1=C(C(=CC(=C1)Cl)Cl)N(C(C2=CC=CC=C2)=O)Cl




I found the diagram on the left in a book and drew the one on the right using



https://pubchem.ncbi.nlm.nih.gov/edit2/index.html



And got the SMILES description from that.



Any clues as to what might be an IUPAC name and the formal way to write it out? Have I have even drawn it correctly? I could not do it exactly because the two rings kept connecting if I followed the same orientation. I don't know enough about double ring compounds to even hazard a guess.



Is there a automatic naming engine out there?



A compound called British Impregnite found in The Scientific method by Louis F. Fieser p.137










share|improve this question











$endgroup$




enter image description hereFormula




C13H8Cl3NO




SMILES




C1=C(C(=CC(=C1)Cl)Cl)N(C(C2=CC=CC=C2)=O)Cl




I found the diagram on the left in a book and drew the one on the right using



https://pubchem.ncbi.nlm.nih.gov/edit2/index.html



And got the SMILES description from that.



Any clues as to what might be an IUPAC name and the formal way to write it out? Have I have even drawn it correctly? I could not do it exactly because the two rings kept connecting if I followed the same orientation. I don't know enough about double ring compounds to even hazard a guess.



Is there a automatic naming engine out there?



A compound called British Impregnite found in The Scientific method by Louis F. Fieser p.137







organic-chemistry nomenclature molecular-structure






share|improve this question















share|improve this question













share|improve this question




share|improve this question








edited Feb 27 at 19:36









andselisk

18.6k657122




18.6k657122










asked Feb 27 at 19:16









KalleMPKalleMP

431218




431218







  • 1




    $begingroup$
    Try Chemspider chemspider.com
    $endgroup$
    – Waylander
    Feb 27 at 19:28






  • 4




    $begingroup$
    Chemdoodle thinks it is [N-Chloro(2,4-dichlorophenyl)amino]phenylformaldehyde but there is probably a less systematic version as well.
    $endgroup$
    – matt_black
    Feb 27 at 19:36






  • 4




    $begingroup$
    @matt_black Wow, that's like most complicated, but very much not systematic name I've seen.
    $endgroup$
    – Mithoron
    Feb 27 at 19:51






  • 5




    $begingroup$
    @matt_black That's Chemdoodle being Chemdoodle, I think:)
    $endgroup$
    – andselisk
    Feb 27 at 19:54












  • 1




    $begingroup$
    Try Chemspider chemspider.com
    $endgroup$
    – Waylander
    Feb 27 at 19:28






  • 4




    $begingroup$
    Chemdoodle thinks it is [N-Chloro(2,4-dichlorophenyl)amino]phenylformaldehyde but there is probably a less systematic version as well.
    $endgroup$
    – matt_black
    Feb 27 at 19:36






  • 4




    $begingroup$
    @matt_black Wow, that's like most complicated, but very much not systematic name I've seen.
    $endgroup$
    – Mithoron
    Feb 27 at 19:51






  • 5




    $begingroup$
    @matt_black That's Chemdoodle being Chemdoodle, I think:)
    $endgroup$
    – andselisk
    Feb 27 at 19:54







1




1




$begingroup$
Try Chemspider chemspider.com
$endgroup$
– Waylander
Feb 27 at 19:28




$begingroup$
Try Chemspider chemspider.com
$endgroup$
– Waylander
Feb 27 at 19:28




4




4




$begingroup$
Chemdoodle thinks it is [N-Chloro(2,4-dichlorophenyl)amino]phenylformaldehyde but there is probably a less systematic version as well.
$endgroup$
– matt_black
Feb 27 at 19:36




$begingroup$
Chemdoodle thinks it is [N-Chloro(2,4-dichlorophenyl)amino]phenylformaldehyde but there is probably a less systematic version as well.
$endgroup$
– matt_black
Feb 27 at 19:36




4




4




$begingroup$
@matt_black Wow, that's like most complicated, but very much not systematic name I've seen.
$endgroup$
– Mithoron
Feb 27 at 19:51




$begingroup$
@matt_black Wow, that's like most complicated, but very much not systematic name I've seen.
$endgroup$
– Mithoron
Feb 27 at 19:51




5




5




$begingroup$
@matt_black That's Chemdoodle being Chemdoodle, I think:)
$endgroup$
– andselisk
Feb 27 at 19:54




$begingroup$
@matt_black That's Chemdoodle being Chemdoodle, I think:)
$endgroup$
– andselisk
Feb 27 at 19:54










2 Answers
2






active

oldest

votes


















15












$begingroup$

Well, let's reconstruct that starting from the very right side, where it says a $ceC_6H_5$. The ring and the $ceCO$ group would be a benzaldehyde if it had an $ceH$ instead of an $ceN$, right? Or a benzoic acid if it was $ceOH$ instead of $ceN$. So what would it be if it had an $ceNH_2$-group? It would be a benzamide. If the $ceN$ is substituted with for example a chloride we call that N-chlorobenzamide. And now we have another $ceN$-centered ligand, the second phenyl ring. The ring has three positions, the one where it's connected to the rest of the molecule would be 1, so that makes a 2,4-dichlorophenyl.



Summarizing we get N-chloro-N-(2,4-dichlorophenyl)benzamide






share|improve this answer











$endgroup$












  • $begingroup$
    Thank you for the steps, it gives me great comfort to know it is no more complicated than Finnish grammar. To humour an inorganic chemistry fan like me how do you know to start with the right hand side? Is the fact that the one ring has a carbon attached the reason it is first? Could the substance be named by starting from the other ring?
    $endgroup$
    – KalleMP
    Feb 28 at 21:35






  • 1




    $begingroup$
    Intuition, the benzene ring + the carbonyl group directly reminded me of benzaldehyde. With an N-Cl attached it didn't become any harder as I showed above. From the other side I had to guess. A benzene ring with an N could be derived from Aniline, there are so called Benzanilides but the other way around it was much easier as it already had a name.
    $endgroup$
    – Justanotherchemist
    Mar 1 at 7:44


















10












$begingroup$

There is a paper [1] reporting a structural investigation of aromatic N-chloroamides.
They investigated polymorphs of similar compound they refer to as N-chloro-N-phenylbenzamide:




enter image description here




Chlorinated product, I suspect, is indeed is going to be named N‐chloro‐N‐(2,4‐dichlorophenyl)benzamide, as the first answer suggested.



References



  1. Naumov, P.; Topcu, Y.; Eckert-Maksić, M.; Glasovac, Z.; Pavošević, F.; Kochunnoonny, M.; Hara, H. Photoinduced Rearrangement of Aromatic N-Chloroamides to Chloroaromatic Amides in the Solid State: Inverted $Π_ceN–Σ_ceN$ Occupational Stability of Amidyl Radicals. The Journal of Physical Chemistry A 2011, 115 (26), 7834–7848. https://doi.org/10.1021/jp203771c.





share|improve this answer









$endgroup$












  • $begingroup$
    Thank you for your research and input. I am not sure why there are two N's if they refer to the one nitrogen. How does one know what to do if there were two nitrogens?
    $endgroup$
    – KalleMP
    Mar 1 at 20:22






  • 1




    $begingroup$
    I'm glad I could help. Two N-'s reflect the fact there are two groups attached to the same nitrogen; if there were more than one nitrogen, prime(s) ' and superscripted numerical locants would be used to differentiate nitrogen atoms.
    $endgroup$
    – andselisk
    Mar 2 at 4:28










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2 Answers
2






active

oldest

votes








2 Answers
2






active

oldest

votes









active

oldest

votes






active

oldest

votes









15












$begingroup$

Well, let's reconstruct that starting from the very right side, where it says a $ceC_6H_5$. The ring and the $ceCO$ group would be a benzaldehyde if it had an $ceH$ instead of an $ceN$, right? Or a benzoic acid if it was $ceOH$ instead of $ceN$. So what would it be if it had an $ceNH_2$-group? It would be a benzamide. If the $ceN$ is substituted with for example a chloride we call that N-chlorobenzamide. And now we have another $ceN$-centered ligand, the second phenyl ring. The ring has three positions, the one where it's connected to the rest of the molecule would be 1, so that makes a 2,4-dichlorophenyl.



Summarizing we get N-chloro-N-(2,4-dichlorophenyl)benzamide






share|improve this answer











$endgroup$












  • $begingroup$
    Thank you for the steps, it gives me great comfort to know it is no more complicated than Finnish grammar. To humour an inorganic chemistry fan like me how do you know to start with the right hand side? Is the fact that the one ring has a carbon attached the reason it is first? Could the substance be named by starting from the other ring?
    $endgroup$
    – KalleMP
    Feb 28 at 21:35






  • 1




    $begingroup$
    Intuition, the benzene ring + the carbonyl group directly reminded me of benzaldehyde. With an N-Cl attached it didn't become any harder as I showed above. From the other side I had to guess. A benzene ring with an N could be derived from Aniline, there are so called Benzanilides but the other way around it was much easier as it already had a name.
    $endgroup$
    – Justanotherchemist
    Mar 1 at 7:44















15












$begingroup$

Well, let's reconstruct that starting from the very right side, where it says a $ceC_6H_5$. The ring and the $ceCO$ group would be a benzaldehyde if it had an $ceH$ instead of an $ceN$, right? Or a benzoic acid if it was $ceOH$ instead of $ceN$. So what would it be if it had an $ceNH_2$-group? It would be a benzamide. If the $ceN$ is substituted with for example a chloride we call that N-chlorobenzamide. And now we have another $ceN$-centered ligand, the second phenyl ring. The ring has three positions, the one where it's connected to the rest of the molecule would be 1, so that makes a 2,4-dichlorophenyl.



Summarizing we get N-chloro-N-(2,4-dichlorophenyl)benzamide






share|improve this answer











$endgroup$












  • $begingroup$
    Thank you for the steps, it gives me great comfort to know it is no more complicated than Finnish grammar. To humour an inorganic chemistry fan like me how do you know to start with the right hand side? Is the fact that the one ring has a carbon attached the reason it is first? Could the substance be named by starting from the other ring?
    $endgroup$
    – KalleMP
    Feb 28 at 21:35






  • 1




    $begingroup$
    Intuition, the benzene ring + the carbonyl group directly reminded me of benzaldehyde. With an N-Cl attached it didn't become any harder as I showed above. From the other side I had to guess. A benzene ring with an N could be derived from Aniline, there are so called Benzanilides but the other way around it was much easier as it already had a name.
    $endgroup$
    – Justanotherchemist
    Mar 1 at 7:44













15












15








15





$begingroup$

Well, let's reconstruct that starting from the very right side, where it says a $ceC_6H_5$. The ring and the $ceCO$ group would be a benzaldehyde if it had an $ceH$ instead of an $ceN$, right? Or a benzoic acid if it was $ceOH$ instead of $ceN$. So what would it be if it had an $ceNH_2$-group? It would be a benzamide. If the $ceN$ is substituted with for example a chloride we call that N-chlorobenzamide. And now we have another $ceN$-centered ligand, the second phenyl ring. The ring has three positions, the one where it's connected to the rest of the molecule would be 1, so that makes a 2,4-dichlorophenyl.



Summarizing we get N-chloro-N-(2,4-dichlorophenyl)benzamide






share|improve this answer











$endgroup$



Well, let's reconstruct that starting from the very right side, where it says a $ceC_6H_5$. The ring and the $ceCO$ group would be a benzaldehyde if it had an $ceH$ instead of an $ceN$, right? Or a benzoic acid if it was $ceOH$ instead of $ceN$. So what would it be if it had an $ceNH_2$-group? It would be a benzamide. If the $ceN$ is substituted with for example a chloride we call that N-chlorobenzamide. And now we have another $ceN$-centered ligand, the second phenyl ring. The ring has three positions, the one where it's connected to the rest of the molecule would be 1, so that makes a 2,4-dichlorophenyl.



Summarizing we get N-chloro-N-(2,4-dichlorophenyl)benzamide







share|improve this answer














share|improve this answer



share|improve this answer








edited Feb 27 at 19:37









Loong

34k884177




34k884177










answered Feb 27 at 19:32









JustanotherchemistJustanotherchemist

2,034721




2,034721











  • $begingroup$
    Thank you for the steps, it gives me great comfort to know it is no more complicated than Finnish grammar. To humour an inorganic chemistry fan like me how do you know to start with the right hand side? Is the fact that the one ring has a carbon attached the reason it is first? Could the substance be named by starting from the other ring?
    $endgroup$
    – KalleMP
    Feb 28 at 21:35






  • 1




    $begingroup$
    Intuition, the benzene ring + the carbonyl group directly reminded me of benzaldehyde. With an N-Cl attached it didn't become any harder as I showed above. From the other side I had to guess. A benzene ring with an N could be derived from Aniline, there are so called Benzanilides but the other way around it was much easier as it already had a name.
    $endgroup$
    – Justanotherchemist
    Mar 1 at 7:44
















  • $begingroup$
    Thank you for the steps, it gives me great comfort to know it is no more complicated than Finnish grammar. To humour an inorganic chemistry fan like me how do you know to start with the right hand side? Is the fact that the one ring has a carbon attached the reason it is first? Could the substance be named by starting from the other ring?
    $endgroup$
    – KalleMP
    Feb 28 at 21:35






  • 1




    $begingroup$
    Intuition, the benzene ring + the carbonyl group directly reminded me of benzaldehyde. With an N-Cl attached it didn't become any harder as I showed above. From the other side I had to guess. A benzene ring with an N could be derived from Aniline, there are so called Benzanilides but the other way around it was much easier as it already had a name.
    $endgroup$
    – Justanotherchemist
    Mar 1 at 7:44















$begingroup$
Thank you for the steps, it gives me great comfort to know it is no more complicated than Finnish grammar. To humour an inorganic chemistry fan like me how do you know to start with the right hand side? Is the fact that the one ring has a carbon attached the reason it is first? Could the substance be named by starting from the other ring?
$endgroup$
– KalleMP
Feb 28 at 21:35




$begingroup$
Thank you for the steps, it gives me great comfort to know it is no more complicated than Finnish grammar. To humour an inorganic chemistry fan like me how do you know to start with the right hand side? Is the fact that the one ring has a carbon attached the reason it is first? Could the substance be named by starting from the other ring?
$endgroup$
– KalleMP
Feb 28 at 21:35




1




1




$begingroup$
Intuition, the benzene ring + the carbonyl group directly reminded me of benzaldehyde. With an N-Cl attached it didn't become any harder as I showed above. From the other side I had to guess. A benzene ring with an N could be derived from Aniline, there are so called Benzanilides but the other way around it was much easier as it already had a name.
$endgroup$
– Justanotherchemist
Mar 1 at 7:44




$begingroup$
Intuition, the benzene ring + the carbonyl group directly reminded me of benzaldehyde. With an N-Cl attached it didn't become any harder as I showed above. From the other side I had to guess. A benzene ring with an N could be derived from Aniline, there are so called Benzanilides but the other way around it was much easier as it already had a name.
$endgroup$
– Justanotherchemist
Mar 1 at 7:44











10












$begingroup$

There is a paper [1] reporting a structural investigation of aromatic N-chloroamides.
They investigated polymorphs of similar compound they refer to as N-chloro-N-phenylbenzamide:




enter image description here




Chlorinated product, I suspect, is indeed is going to be named N‐chloro‐N‐(2,4‐dichlorophenyl)benzamide, as the first answer suggested.



References



  1. Naumov, P.; Topcu, Y.; Eckert-Maksić, M.; Glasovac, Z.; Pavošević, F.; Kochunnoonny, M.; Hara, H. Photoinduced Rearrangement of Aromatic N-Chloroamides to Chloroaromatic Amides in the Solid State: Inverted $Π_ceN–Σ_ceN$ Occupational Stability of Amidyl Radicals. The Journal of Physical Chemistry A 2011, 115 (26), 7834–7848. https://doi.org/10.1021/jp203771c.





share|improve this answer









$endgroup$












  • $begingroup$
    Thank you for your research and input. I am not sure why there are two N's if they refer to the one nitrogen. How does one know what to do if there were two nitrogens?
    $endgroup$
    – KalleMP
    Mar 1 at 20:22






  • 1




    $begingroup$
    I'm glad I could help. Two N-'s reflect the fact there are two groups attached to the same nitrogen; if there were more than one nitrogen, prime(s) ' and superscripted numerical locants would be used to differentiate nitrogen atoms.
    $endgroup$
    – andselisk
    Mar 2 at 4:28















10












$begingroup$

There is a paper [1] reporting a structural investigation of aromatic N-chloroamides.
They investigated polymorphs of similar compound they refer to as N-chloro-N-phenylbenzamide:




enter image description here




Chlorinated product, I suspect, is indeed is going to be named N‐chloro‐N‐(2,4‐dichlorophenyl)benzamide, as the first answer suggested.



References



  1. Naumov, P.; Topcu, Y.; Eckert-Maksić, M.; Glasovac, Z.; Pavošević, F.; Kochunnoonny, M.; Hara, H. Photoinduced Rearrangement of Aromatic N-Chloroamides to Chloroaromatic Amides in the Solid State: Inverted $Π_ceN–Σ_ceN$ Occupational Stability of Amidyl Radicals. The Journal of Physical Chemistry A 2011, 115 (26), 7834–7848. https://doi.org/10.1021/jp203771c.





share|improve this answer









$endgroup$












  • $begingroup$
    Thank you for your research and input. I am not sure why there are two N's if they refer to the one nitrogen. How does one know what to do if there were two nitrogens?
    $endgroup$
    – KalleMP
    Mar 1 at 20:22






  • 1




    $begingroup$
    I'm glad I could help. Two N-'s reflect the fact there are two groups attached to the same nitrogen; if there were more than one nitrogen, prime(s) ' and superscripted numerical locants would be used to differentiate nitrogen atoms.
    $endgroup$
    – andselisk
    Mar 2 at 4:28













10












10








10





$begingroup$

There is a paper [1] reporting a structural investigation of aromatic N-chloroamides.
They investigated polymorphs of similar compound they refer to as N-chloro-N-phenylbenzamide:




enter image description here




Chlorinated product, I suspect, is indeed is going to be named N‐chloro‐N‐(2,4‐dichlorophenyl)benzamide, as the first answer suggested.



References



  1. Naumov, P.; Topcu, Y.; Eckert-Maksić, M.; Glasovac, Z.; Pavošević, F.; Kochunnoonny, M.; Hara, H. Photoinduced Rearrangement of Aromatic N-Chloroamides to Chloroaromatic Amides in the Solid State: Inverted $Π_ceN–Σ_ceN$ Occupational Stability of Amidyl Radicals. The Journal of Physical Chemistry A 2011, 115 (26), 7834–7848. https://doi.org/10.1021/jp203771c.





share|improve this answer









$endgroup$



There is a paper [1] reporting a structural investigation of aromatic N-chloroamides.
They investigated polymorphs of similar compound they refer to as N-chloro-N-phenylbenzamide:




enter image description here




Chlorinated product, I suspect, is indeed is going to be named N‐chloro‐N‐(2,4‐dichlorophenyl)benzamide, as the first answer suggested.



References



  1. Naumov, P.; Topcu, Y.; Eckert-Maksić, M.; Glasovac, Z.; Pavošević, F.; Kochunnoonny, M.; Hara, H. Photoinduced Rearrangement of Aromatic N-Chloroamides to Chloroaromatic Amides in the Solid State: Inverted $Π_ceN–Σ_ceN$ Occupational Stability of Amidyl Radicals. The Journal of Physical Chemistry A 2011, 115 (26), 7834–7848. https://doi.org/10.1021/jp203771c.






share|improve this answer












share|improve this answer



share|improve this answer










answered Feb 27 at 19:52









andseliskandselisk

18.6k657122




18.6k657122











  • $begingroup$
    Thank you for your research and input. I am not sure why there are two N's if they refer to the one nitrogen. How does one know what to do if there were two nitrogens?
    $endgroup$
    – KalleMP
    Mar 1 at 20:22






  • 1




    $begingroup$
    I'm glad I could help. Two N-'s reflect the fact there are two groups attached to the same nitrogen; if there were more than one nitrogen, prime(s) ' and superscripted numerical locants would be used to differentiate nitrogen atoms.
    $endgroup$
    – andselisk
    Mar 2 at 4:28
















  • $begingroup$
    Thank you for your research and input. I am not sure why there are two N's if they refer to the one nitrogen. How does one know what to do if there were two nitrogens?
    $endgroup$
    – KalleMP
    Mar 1 at 20:22






  • 1




    $begingroup$
    I'm glad I could help. Two N-'s reflect the fact there are two groups attached to the same nitrogen; if there were more than one nitrogen, prime(s) ' and superscripted numerical locants would be used to differentiate nitrogen atoms.
    $endgroup$
    – andselisk
    Mar 2 at 4:28















$begingroup$
Thank you for your research and input. I am not sure why there are two N's if they refer to the one nitrogen. How does one know what to do if there were two nitrogens?
$endgroup$
– KalleMP
Mar 1 at 20:22




$begingroup$
Thank you for your research and input. I am not sure why there are two N's if they refer to the one nitrogen. How does one know what to do if there were two nitrogens?
$endgroup$
– KalleMP
Mar 1 at 20:22




1




1




$begingroup$
I'm glad I could help. Two N-'s reflect the fact there are two groups attached to the same nitrogen; if there were more than one nitrogen, prime(s) ' and superscripted numerical locants would be used to differentiate nitrogen atoms.
$endgroup$
– andselisk
Mar 2 at 4:28




$begingroup$
I'm glad I could help. Two N-'s reflect the fact there are two groups attached to the same nitrogen; if there were more than one nitrogen, prime(s) ' and superscripted numerical locants would be used to differentiate nitrogen atoms.
$endgroup$
– andselisk
Mar 2 at 4:28

















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