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I've been reading some papers about using self-assembled monolayers as hydrophobic coatings and came across this molecule: enter image description here

Throughout the entire article its simply referred to as "multibranched fluorinated thiol" and I was wondering if anyone knew what the proper IUPAC name for it might be? Here is the DOI to the journal article in case anyone is interested in it:

10.1021/acssuschemeng.8b00777

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  • $\begingroup$ What IUPAC name, PIN? $\endgroup$
    – Mithoron
    Dec 29, 2021 at 1:10

1 Answer 1

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You have already correctly identified the principal characteristic group of the compound as thiol. Thus, the parent structure is propane-1-thiol.

Next you can add the neopentyl ether group and get 3-(2,2-dimethylpropoxy)propane-1-thiol.

The fluorinated tert-butyl groups are named 1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-yl. Including the ether group, these substituents are [1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-yl]oxy.

Adding three of these substituents gives the complete name 3-[3-{[1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-yl]oxy}-2,2-bis({[1,1,1,3,3,3-hexafluoro-2-(trifluoromethyl)propan-2-yl]oxy}methyl)propoxy]propane-1-thiol.

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    $\begingroup$ That's a hell of a mouthful as a systematic name. Surely with something this symmetric there must be some neat simple but non-systematic name? It could be seen as a derivative of pentaerythritol, surely? Please. ;-) $\endgroup$
    – matt_black
    Dec 28, 2021 at 11:57
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    $\begingroup$ My organic tutor would have said something like "Just call it Fred's compound". Change Fred as appropriate. $\endgroup$
    – Ian Bush
    Dec 28, 2021 at 16:08
  • $\begingroup$ Thank you @Loong, that really is quite the mouthful! I can see why they decided to go with multibranched fluorinated thiol instead of giving the full name. $\endgroup$
    – Allod
    Jan 3, 2022 at 13:01

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