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Investigation of the acid-catalyzed interaction of isobutylene with formaldehyde, forming 3-methylbutanediol-1,3

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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The influence of various factors upon the selectivity of the condensation of formaldehyde with isobutylene to 3-methylbutanediol-1,3 was investigated.

  2. 2.

    In accord with the carbonium ion mechanism of the process, the relative content of 3-methylbutanediol-1,3 in the catalyzate increases with increasing dilution of formaldehyde with water and does not depend upon the excess isobutylene used in the reaction.

  3. 3.

    The process of formation of 3-methylbutanediol-1,3 is accompanied by secondary reactions of hydrolytic cleavage of 4,4-dimethyldioxane-1,3 to the diol and dehydration of the diol to isopentenols and isoprene.

  4. 4.

    The influence of the temperature, isobutylene/formaldehyde ratio, and acidity of the medium upon the reaction rate was studied.

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Literature cited

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, USSR

    L. Kh. Freidlin, V. Z. Sharf, V. I. Kheifets, G. K. Oparina & V. I. Borisova

  2. All-Union Scientific Research and Planning Institute of Monomers, USSR

    L. Kh. Freidlin, V. Z. Sharf, V. I. Kheifets, G. K. Oparina & V. I. Borisova

Authors
  1. L. Kh. Freidlin
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  2. V. Z. Sharf
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  3. V. I. Kheifets
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  4. G. K. Oparina
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  5. V. I. Borisova
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Additional information

Translated from Izvestiya Akademi Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 514–518, March, 1968.

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Freidlin, L.K., Sharf, V.Z., Kheifets, V.I. et al. Investigation of the acid-catalyzed interaction of isobutylene with formaldehyde, forming 3-methylbutanediol-1,3. Russ Chem Bull 17, 503–506 (1968). https://doi.org/10.1007/BF00911599

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  • DOI: https://doi.org/10.1007/BF00911599

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