8,13-Dimethylicosa-9,11-diyne-8,13-diol
, Odiljon E. Ziyadullaev 1,†, Vasiliy M. Muzalevskiy 2 and Askar B. Parmanov 3,*Round 1
Reviewer 1 Report
Parmanov et al. reported the synthesis of 8,13-dimethylicosa-9,11-diyne-8,13-diol by using a newly developed protocol. The dimerization reaction of acetylene alcohol was carried out in the presence of CuCl/TMEDA/CCl4/MeOH catalytic system, obtaining the corresponding diol in 82% yield. The short note is convincing, and it offers new methodology for the preparation of biologically active compounds containing diacetylene diols. Taking into consideration all above mentioned, I would recommend the acceptance for publication of this short note after the following Minor Revisions:
- In all structures (in both the manuscript and supporting information), the alkyne moieties should be represented planar due to the sp hybridization of carbon atoms.
- Rather than repeat in the text the product name 8,13-dimethylicosa-9,11-diyne-8,13-diol, substituted it with 2a.
- In the 1H NMR spectrum of 2a, the signals centered at 2.96 ppm and 2.89 ppm at which protons are related?
- In the 1H NMR spectra, the signals should be integrated correctly.
- In the supporting information, the authors should include the elemental analysis report.
Author Response
Response 1: According to the suggestion, all the sp hybridized carbon atoms were changed to a planar state.
Response 2: Indeed, 8,13-dimethylicosa-9,11-diyne-8,13-diol was repeated several times, and it was replaced by 2a after its initial use.
Response 3: The question in this third point is very appropriate. We further analyzed the 1H NMR spectrum of 2a and found that the signals at 2.96 ppm and 2.89 ppm belong to DMF. It is hard to say. Maybe the NMR ampoule was with traces of DMF.
Response 4: With more careful approach, we determined correctly the integrals of the signals in the 1H NMR spectrum.
Response 5: For supporting information, we can not send the elemental analyze, but we hope this can not be a hindrance for publication process.
Your efforts, opinions and feedbacks are really appreciated! We would be happy if process was accelereted!
Author Response File: 
Author Response.pdf
