What is this fluorinated organic substance?Derivation of formula for the degree of unsaturationIs there a difference between imidazolidinone and imidazolidone?Naming substituted branched alkanes with different projectionsNomenclature of amoxicillinIUPAC Nomenclature for aldehydeNumbering in IUPAC name of a trisubstituted cyclohexaneNomenclature priority of prefixes consisting of identical letters but containing different locantsWhy do double bonds cause kinks in fatty acid chains?What reaction takes place here?What is the mechanism of ring contraction of 6-bromo-7-methoxy-2,3,4,7-tetrahydrooxepine from seven to five?

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What is this fluorinated organic substance?


Derivation of formula for the degree of unsaturationIs there a difference between imidazolidinone and imidazolidone?Naming substituted branched alkanes with different projectionsNomenclature of amoxicillinIUPAC Nomenclature for aldehydeNumbering in IUPAC name of a trisubstituted cyclohexaneNomenclature priority of prefixes consisting of identical letters but containing different locantsWhy do double bonds cause kinks in fatty acid chains?What reaction takes place here?What is the mechanism of ring contraction of 6-bromo-7-methoxy-2,3,4,7-tetrahydrooxepine from seven to five?






.everyoneloves__top-leaderboard:empty,.everyoneloves__mid-leaderboard:empty,.everyoneloves__bot-mid-leaderboard:empty margin-bottom:0;








11












$begingroup$


The corresponding author of the paper where this formula was published as appendix passed away. Can someone help me with identifying what is the name of this compound and why have strange zig-zag between Nitrogens



enter image description here










share|improve this question









$endgroup$


















    11












    $begingroup$


    The corresponding author of the paper where this formula was published as appendix passed away. Can someone help me with identifying what is the name of this compound and why have strange zig-zag between Nitrogens



    enter image description here










    share|improve this question









    $endgroup$














      11












      11








      11





      $begingroup$


      The corresponding author of the paper where this formula was published as appendix passed away. Can someone help me with identifying what is the name of this compound and why have strange zig-zag between Nitrogens



      enter image description here










      share|improve this question









      $endgroup$




      The corresponding author of the paper where this formula was published as appendix passed away. Can someone help me with identifying what is the name of this compound and why have strange zig-zag between Nitrogens



      enter image description here







      organic-chemistry identification






      share|improve this question













      share|improve this question











      share|improve this question




      share|improve this question










      asked Jun 29 at 6:52









      SSimonSSimon

      1809 bronze badges




      1809 bronze badges




















          2 Answers
          2






          active

          oldest

          votes


















          12












          $begingroup$

          That is generally known as Selectfluor, a source of electrophilic fluorine. The zig-zag line is a 2-D representation of the third ethylene $ce-CH2-CH_2 -$ unit that links the two nitrogens. more here and wikipedia






          share|improve this answer











          $endgroup$












          • $begingroup$
            thank you very much. do you know if there is other way to donate F?
            $endgroup$
            – SSimon
            Jun 29 at 7:56






          • 2




            $begingroup$
            Yes, there are several other sources of electrophilic fluorine. This Wikipedia article is a good starting point en.wikipedia.org/wiki/Electrophilic_fluorination
            $endgroup$
            – Waylander
            Jun 29 at 8:24


















          18












          $begingroup$

          The name of the compound is 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (CAS #: 140681-55-6), which is commonly known as Selectfluor, a trademark of Air Products and Chemicals (see Waylander's comment elsewhere). Different view of the compound is given below (to you to understand the zig-zag feature):



          selectfluor



          Introduced in 1992, this organic salt is used as a fluorine donor in organic synthesis (Ref.1). For example of using Selectfluor as a source of fluorine, see Ref.2:



          Selectfluor as a source of fluorine



          References:



          1. R. Eric Banks, Suad N. Mohialdin-Khaffaf, G. Sankar Lal, Iqbal Sharif, Robert G. Syvret, "1-Alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts: a novel family of electrophilic fluorinating agents," J. the Chem. Soc., Chem. Commun. 1992, (8), 595-596 (DOI: 10.1039/C39920000595).

          2. Timothy J. Barker, Dale L. Boger, "$ceFe(III)$/$ceNaBH4$-Mediated Free Radical Hydrofluorination of Unactivated Alkenes," J. Am. Chem. Soc. 2012, 134(33), 13588-13591 (https://doi.org/10.1021/ja3063716).





          share|improve this answer









          $endgroup$












          • $begingroup$
            is this substance toxic to cells or not environmentally friendly?
            $endgroup$
            – SSimon
            Jun 29 at 13:33










          • $begingroup$
            Not related to the question Which application do you use for these figures? Is there an open-source alternative (if the one you're using is proprietary)?
            $endgroup$
            – Eashaan Godbole
            Jun 29 at 15:51










          • $begingroup$
            @SSimon yes Selectfluor is a toxic substance. PPE is very necessary when handling it.
            $endgroup$
            – Waylander
            Jun 29 at 20:56










          • $begingroup$
            @Waylander thank you. Is there any substance that can give F ions but that is not toxic?
            $endgroup$
            – SSimon
            Jun 30 at 11:36






          • 3




            $begingroup$
            @SSimon - there are many compounds that can give an "F ion" -- i.e., fluoride. For example, NaF gives F ions when dissolved in water. It is sufficiently nontoxic that it is added to toothpaste and drinking water. However, the point of Selectfluor is that is does not donate an ion; it donates a neutral F which forms a covalent bond with the target. Any compound that can perform this function on a wide variety of organic compounds must be toxic. Why? Because people are made out of a wide variety of organic compounds, and we do not want to be fluorinated.
            $endgroup$
            – brendan
            Jun 30 at 21:45













          Your Answer








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          2 Answers
          2






          active

          oldest

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          2 Answers
          2






          active

          oldest

          votes









          active

          oldest

          votes






          active

          oldest

          votes









          12












          $begingroup$

          That is generally known as Selectfluor, a source of electrophilic fluorine. The zig-zag line is a 2-D representation of the third ethylene $ce-CH2-CH_2 -$ unit that links the two nitrogens. more here and wikipedia






          share|improve this answer











          $endgroup$












          • $begingroup$
            thank you very much. do you know if there is other way to donate F?
            $endgroup$
            – SSimon
            Jun 29 at 7:56






          • 2




            $begingroup$
            Yes, there are several other sources of electrophilic fluorine. This Wikipedia article is a good starting point en.wikipedia.org/wiki/Electrophilic_fluorination
            $endgroup$
            – Waylander
            Jun 29 at 8:24















          12












          $begingroup$

          That is generally known as Selectfluor, a source of electrophilic fluorine. The zig-zag line is a 2-D representation of the third ethylene $ce-CH2-CH_2 -$ unit that links the two nitrogens. more here and wikipedia






          share|improve this answer











          $endgroup$












          • $begingroup$
            thank you very much. do you know if there is other way to donate F?
            $endgroup$
            – SSimon
            Jun 29 at 7:56






          • 2




            $begingroup$
            Yes, there are several other sources of electrophilic fluorine. This Wikipedia article is a good starting point en.wikipedia.org/wiki/Electrophilic_fluorination
            $endgroup$
            – Waylander
            Jun 29 at 8:24













          12












          12








          12





          $begingroup$

          That is generally known as Selectfluor, a source of electrophilic fluorine. The zig-zag line is a 2-D representation of the third ethylene $ce-CH2-CH_2 -$ unit that links the two nitrogens. more here and wikipedia






          share|improve this answer











          $endgroup$



          That is generally known as Selectfluor, a source of electrophilic fluorine. The zig-zag line is a 2-D representation of the third ethylene $ce-CH2-CH_2 -$ unit that links the two nitrogens. more here and wikipedia







          share|improve this answer














          share|improve this answer



          share|improve this answer








          edited Jun 29 at 12:57









          Karl

          6,70614 silver badges36 bronze badges




          6,70614 silver badges36 bronze badges










          answered Jun 29 at 7:18









          WaylanderWaylander

          8,2111 gold badge18 silver badges29 bronze badges




          8,2111 gold badge18 silver badges29 bronze badges











          • $begingroup$
            thank you very much. do you know if there is other way to donate F?
            $endgroup$
            – SSimon
            Jun 29 at 7:56






          • 2




            $begingroup$
            Yes, there are several other sources of electrophilic fluorine. This Wikipedia article is a good starting point en.wikipedia.org/wiki/Electrophilic_fluorination
            $endgroup$
            – Waylander
            Jun 29 at 8:24
















          • $begingroup$
            thank you very much. do you know if there is other way to donate F?
            $endgroup$
            – SSimon
            Jun 29 at 7:56






          • 2




            $begingroup$
            Yes, there are several other sources of electrophilic fluorine. This Wikipedia article is a good starting point en.wikipedia.org/wiki/Electrophilic_fluorination
            $endgroup$
            – Waylander
            Jun 29 at 8:24















          $begingroup$
          thank you very much. do you know if there is other way to donate F?
          $endgroup$
          – SSimon
          Jun 29 at 7:56




          $begingroup$
          thank you very much. do you know if there is other way to donate F?
          $endgroup$
          – SSimon
          Jun 29 at 7:56




          2




          2




          $begingroup$
          Yes, there are several other sources of electrophilic fluorine. This Wikipedia article is a good starting point en.wikipedia.org/wiki/Electrophilic_fluorination
          $endgroup$
          – Waylander
          Jun 29 at 8:24




          $begingroup$
          Yes, there are several other sources of electrophilic fluorine. This Wikipedia article is a good starting point en.wikipedia.org/wiki/Electrophilic_fluorination
          $endgroup$
          – Waylander
          Jun 29 at 8:24













          18












          $begingroup$

          The name of the compound is 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (CAS #: 140681-55-6), which is commonly known as Selectfluor, a trademark of Air Products and Chemicals (see Waylander's comment elsewhere). Different view of the compound is given below (to you to understand the zig-zag feature):



          selectfluor



          Introduced in 1992, this organic salt is used as a fluorine donor in organic synthesis (Ref.1). For example of using Selectfluor as a source of fluorine, see Ref.2:



          Selectfluor as a source of fluorine



          References:



          1. R. Eric Banks, Suad N. Mohialdin-Khaffaf, G. Sankar Lal, Iqbal Sharif, Robert G. Syvret, "1-Alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts: a novel family of electrophilic fluorinating agents," J. the Chem. Soc., Chem. Commun. 1992, (8), 595-596 (DOI: 10.1039/C39920000595).

          2. Timothy J. Barker, Dale L. Boger, "$ceFe(III)$/$ceNaBH4$-Mediated Free Radical Hydrofluorination of Unactivated Alkenes," J. Am. Chem. Soc. 2012, 134(33), 13588-13591 (https://doi.org/10.1021/ja3063716).





          share|improve this answer









          $endgroup$












          • $begingroup$
            is this substance toxic to cells or not environmentally friendly?
            $endgroup$
            – SSimon
            Jun 29 at 13:33










          • $begingroup$
            Not related to the question Which application do you use for these figures? Is there an open-source alternative (if the one you're using is proprietary)?
            $endgroup$
            – Eashaan Godbole
            Jun 29 at 15:51










          • $begingroup$
            @SSimon yes Selectfluor is a toxic substance. PPE is very necessary when handling it.
            $endgroup$
            – Waylander
            Jun 29 at 20:56










          • $begingroup$
            @Waylander thank you. Is there any substance that can give F ions but that is not toxic?
            $endgroup$
            – SSimon
            Jun 30 at 11:36






          • 3




            $begingroup$
            @SSimon - there are many compounds that can give an "F ion" -- i.e., fluoride. For example, NaF gives F ions when dissolved in water. It is sufficiently nontoxic that it is added to toothpaste and drinking water. However, the point of Selectfluor is that is does not donate an ion; it donates a neutral F which forms a covalent bond with the target. Any compound that can perform this function on a wide variety of organic compounds must be toxic. Why? Because people are made out of a wide variety of organic compounds, and we do not want to be fluorinated.
            $endgroup$
            – brendan
            Jun 30 at 21:45















          18












          $begingroup$

          The name of the compound is 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (CAS #: 140681-55-6), which is commonly known as Selectfluor, a trademark of Air Products and Chemicals (see Waylander's comment elsewhere). Different view of the compound is given below (to you to understand the zig-zag feature):



          selectfluor



          Introduced in 1992, this organic salt is used as a fluorine donor in organic synthesis (Ref.1). For example of using Selectfluor as a source of fluorine, see Ref.2:



          Selectfluor as a source of fluorine



          References:



          1. R. Eric Banks, Suad N. Mohialdin-Khaffaf, G. Sankar Lal, Iqbal Sharif, Robert G. Syvret, "1-Alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts: a novel family of electrophilic fluorinating agents," J. the Chem. Soc., Chem. Commun. 1992, (8), 595-596 (DOI: 10.1039/C39920000595).

          2. Timothy J. Barker, Dale L. Boger, "$ceFe(III)$/$ceNaBH4$-Mediated Free Radical Hydrofluorination of Unactivated Alkenes," J. Am. Chem. Soc. 2012, 134(33), 13588-13591 (https://doi.org/10.1021/ja3063716).





          share|improve this answer









          $endgroup$












          • $begingroup$
            is this substance toxic to cells or not environmentally friendly?
            $endgroup$
            – SSimon
            Jun 29 at 13:33










          • $begingroup$
            Not related to the question Which application do you use for these figures? Is there an open-source alternative (if the one you're using is proprietary)?
            $endgroup$
            – Eashaan Godbole
            Jun 29 at 15:51










          • $begingroup$
            @SSimon yes Selectfluor is a toxic substance. PPE is very necessary when handling it.
            $endgroup$
            – Waylander
            Jun 29 at 20:56










          • $begingroup$
            @Waylander thank you. Is there any substance that can give F ions but that is not toxic?
            $endgroup$
            – SSimon
            Jun 30 at 11:36






          • 3




            $begingroup$
            @SSimon - there are many compounds that can give an "F ion" -- i.e., fluoride. For example, NaF gives F ions when dissolved in water. It is sufficiently nontoxic that it is added to toothpaste and drinking water. However, the point of Selectfluor is that is does not donate an ion; it donates a neutral F which forms a covalent bond with the target. Any compound that can perform this function on a wide variety of organic compounds must be toxic. Why? Because people are made out of a wide variety of organic compounds, and we do not want to be fluorinated.
            $endgroup$
            – brendan
            Jun 30 at 21:45













          18












          18








          18





          $begingroup$

          The name of the compound is 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (CAS #: 140681-55-6), which is commonly known as Selectfluor, a trademark of Air Products and Chemicals (see Waylander's comment elsewhere). Different view of the compound is given below (to you to understand the zig-zag feature):



          selectfluor



          Introduced in 1992, this organic salt is used as a fluorine donor in organic synthesis (Ref.1). For example of using Selectfluor as a source of fluorine, see Ref.2:



          Selectfluor as a source of fluorine



          References:



          1. R. Eric Banks, Suad N. Mohialdin-Khaffaf, G. Sankar Lal, Iqbal Sharif, Robert G. Syvret, "1-Alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts: a novel family of electrophilic fluorinating agents," J. the Chem. Soc., Chem. Commun. 1992, (8), 595-596 (DOI: 10.1039/C39920000595).

          2. Timothy J. Barker, Dale L. Boger, "$ceFe(III)$/$ceNaBH4$-Mediated Free Radical Hydrofluorination of Unactivated Alkenes," J. Am. Chem. Soc. 2012, 134(33), 13588-13591 (https://doi.org/10.1021/ja3063716).





          share|improve this answer









          $endgroup$



          The name of the compound is 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (CAS #: 140681-55-6), which is commonly known as Selectfluor, a trademark of Air Products and Chemicals (see Waylander's comment elsewhere). Different view of the compound is given below (to you to understand the zig-zag feature):



          selectfluor



          Introduced in 1992, this organic salt is used as a fluorine donor in organic synthesis (Ref.1). For example of using Selectfluor as a source of fluorine, see Ref.2:



          Selectfluor as a source of fluorine



          References:



          1. R. Eric Banks, Suad N. Mohialdin-Khaffaf, G. Sankar Lal, Iqbal Sharif, Robert G. Syvret, "1-Alkyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane salts: a novel family of electrophilic fluorinating agents," J. the Chem. Soc., Chem. Commun. 1992, (8), 595-596 (DOI: 10.1039/C39920000595).

          2. Timothy J. Barker, Dale L. Boger, "$ceFe(III)$/$ceNaBH4$-Mediated Free Radical Hydrofluorination of Unactivated Alkenes," J. Am. Chem. Soc. 2012, 134(33), 13588-13591 (https://doi.org/10.1021/ja3063716).






          share|improve this answer












          share|improve this answer



          share|improve this answer










          answered Jun 29 at 8:08









          Mathew MahindaratneMathew Mahindaratne

          10.1k1 gold badge12 silver badges36 bronze badges




          10.1k1 gold badge12 silver badges36 bronze badges











          • $begingroup$
            is this substance toxic to cells or not environmentally friendly?
            $endgroup$
            – SSimon
            Jun 29 at 13:33










          • $begingroup$
            Not related to the question Which application do you use for these figures? Is there an open-source alternative (if the one you're using is proprietary)?
            $endgroup$
            – Eashaan Godbole
            Jun 29 at 15:51










          • $begingroup$
            @SSimon yes Selectfluor is a toxic substance. PPE is very necessary when handling it.
            $endgroup$
            – Waylander
            Jun 29 at 20:56










          • $begingroup$
            @Waylander thank you. Is there any substance that can give F ions but that is not toxic?
            $endgroup$
            – SSimon
            Jun 30 at 11:36






          • 3




            $begingroup$
            @SSimon - there are many compounds that can give an "F ion" -- i.e., fluoride. For example, NaF gives F ions when dissolved in water. It is sufficiently nontoxic that it is added to toothpaste and drinking water. However, the point of Selectfluor is that is does not donate an ion; it donates a neutral F which forms a covalent bond with the target. Any compound that can perform this function on a wide variety of organic compounds must be toxic. Why? Because people are made out of a wide variety of organic compounds, and we do not want to be fluorinated.
            $endgroup$
            – brendan
            Jun 30 at 21:45
















          • $begingroup$
            is this substance toxic to cells or not environmentally friendly?
            $endgroup$
            – SSimon
            Jun 29 at 13:33










          • $begingroup$
            Not related to the question Which application do you use for these figures? Is there an open-source alternative (if the one you're using is proprietary)?
            $endgroup$
            – Eashaan Godbole
            Jun 29 at 15:51










          • $begingroup$
            @SSimon yes Selectfluor is a toxic substance. PPE is very necessary when handling it.
            $endgroup$
            – Waylander
            Jun 29 at 20:56










          • $begingroup$
            @Waylander thank you. Is there any substance that can give F ions but that is not toxic?
            $endgroup$
            – SSimon
            Jun 30 at 11:36






          • 3




            $begingroup$
            @SSimon - there are many compounds that can give an "F ion" -- i.e., fluoride. For example, NaF gives F ions when dissolved in water. It is sufficiently nontoxic that it is added to toothpaste and drinking water. However, the point of Selectfluor is that is does not donate an ion; it donates a neutral F which forms a covalent bond with the target. Any compound that can perform this function on a wide variety of organic compounds must be toxic. Why? Because people are made out of a wide variety of organic compounds, and we do not want to be fluorinated.
            $endgroup$
            – brendan
            Jun 30 at 21:45















          $begingroup$
          is this substance toxic to cells or not environmentally friendly?
          $endgroup$
          – SSimon
          Jun 29 at 13:33




          $begingroup$
          is this substance toxic to cells or not environmentally friendly?
          $endgroup$
          – SSimon
          Jun 29 at 13:33












          $begingroup$
          Not related to the question Which application do you use for these figures? Is there an open-source alternative (if the one you're using is proprietary)?
          $endgroup$
          – Eashaan Godbole
          Jun 29 at 15:51




          $begingroup$
          Not related to the question Which application do you use for these figures? Is there an open-source alternative (if the one you're using is proprietary)?
          $endgroup$
          – Eashaan Godbole
          Jun 29 at 15:51












          $begingroup$
          @SSimon yes Selectfluor is a toxic substance. PPE is very necessary when handling it.
          $endgroup$
          – Waylander
          Jun 29 at 20:56




          $begingroup$
          @SSimon yes Selectfluor is a toxic substance. PPE is very necessary when handling it.
          $endgroup$
          – Waylander
          Jun 29 at 20:56












          $begingroup$
          @Waylander thank you. Is there any substance that can give F ions but that is not toxic?
          $endgroup$
          – SSimon
          Jun 30 at 11:36




          $begingroup$
          @Waylander thank you. Is there any substance that can give F ions but that is not toxic?
          $endgroup$
          – SSimon
          Jun 30 at 11:36




          3




          3




          $begingroup$
          @SSimon - there are many compounds that can give an "F ion" -- i.e., fluoride. For example, NaF gives F ions when dissolved in water. It is sufficiently nontoxic that it is added to toothpaste and drinking water. However, the point of Selectfluor is that is does not donate an ion; it donates a neutral F which forms a covalent bond with the target. Any compound that can perform this function on a wide variety of organic compounds must be toxic. Why? Because people are made out of a wide variety of organic compounds, and we do not want to be fluorinated.
          $endgroup$
          – brendan
          Jun 30 at 21:45




          $begingroup$
          @SSimon - there are many compounds that can give an "F ion" -- i.e., fluoride. For example, NaF gives F ions when dissolved in water. It is sufficiently nontoxic that it is added to toothpaste and drinking water. However, the point of Selectfluor is that is does not donate an ion; it donates a neutral F which forms a covalent bond with the target. Any compound that can perform this function on a wide variety of organic compounds must be toxic. Why? Because people are made out of a wide variety of organic compounds, and we do not want to be fluorinated.
          $endgroup$
          – brendan
          Jun 30 at 21:45

















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