Acid-catalyzed hydration of alkynes in aqueous microemulsions

Zackaria Nairoukh; David Avnir; Jochanan Blum

doi:10.1002/cssc.201200838

Acid-catalyzed hydration of alkynes in aqueous microemulsions

Zackaria Nairoukh, David Avnir, Jochanan Blum^*

^*Corresponding author for this work

Institute of Chemistry

Research output: Contribution to journal › Article › peer-review

34 Scopus citations

Abstract

Terminal aromatic alkynes are converted rapidly into ketones in a regioselective manner by treatment of their microemulsions with 0.33 M mineral acid between 80 and 140 °C. Internal and aliphatic acetylenes are likewise hydrated, but require longer reaction periods. The products are easily isolated from the reaction mixtures by phase separation. Replacement of H₂O by D₂O leads to the formation of trideuteriomethyl ketones.

Original language	English
Pages (from-to)	430-432
Number of pages	3
Journal	ChemSusChem
Volume	6
Issue number	3
DOIs	https://doi.org/10.1002/cssc.201200838
State	Published - Mar 2013

Keywords

alkynes
green chemistry
homogeneous catalysis
microemulsions
synthetic methods

Access to Document

10.1002/cssc.201200838

Cite this

@article{149a5528e4894ec5a6f765bcb086158d,

title = "Acid-catalyzed hydration of alkynes in aqueous microemulsions",

abstract = "Terminal aromatic alkynes are converted rapidly into ketones in a regioselective manner by treatment of their microemulsions with 0.33 M mineral acid between 80 and 140 °C. Internal and aliphatic acetylenes are likewise hydrated, but require longer reaction periods. The products are easily isolated from the reaction mixtures by phase separation. Replacement of H2O by D2O leads to the formation of trideuteriomethyl ketones.",

keywords = "alkynes, green chemistry, homogeneous catalysis, microemulsions, synthetic methods",

author = "Zackaria Nairoukh and David Avnir and Jochanan Blum",

year = "2013",

month = mar,

doi = "10.1002/cssc.201200838",

language = "אנגלית",

volume = "6",

pages = "430--432",

journal = "ChemSusChem",

issn = "1864-5631",

publisher = "Wiley-VCH Verlag",

number = "3",

}

TY - JOUR

T1 - Acid-catalyzed hydration of alkynes in aqueous microemulsions

AU - Nairoukh, Zackaria

AU - Avnir, David

AU - Blum, Jochanan

PY - 2013/3

Y1 - 2013/3

N2 - Terminal aromatic alkynes are converted rapidly into ketones in a regioselective manner by treatment of their microemulsions with 0.33 M mineral acid between 80 and 140 °C. Internal and aliphatic acetylenes are likewise hydrated, but require longer reaction periods. The products are easily isolated from the reaction mixtures by phase separation. Replacement of H2O by D2O leads to the formation of trideuteriomethyl ketones.

AB - Terminal aromatic alkynes are converted rapidly into ketones in a regioselective manner by treatment of their microemulsions with 0.33 M mineral acid between 80 and 140 °C. Internal and aliphatic acetylenes are likewise hydrated, but require longer reaction periods. The products are easily isolated from the reaction mixtures by phase separation. Replacement of H2O by D2O leads to the formation of trideuteriomethyl ketones.

KW - alkynes

KW - green chemistry

KW - homogeneous catalysis

KW - microemulsions

KW - synthetic methods

UR - http://www.scopus.com/inward/record.url?scp=84874679006&partnerID=8YFLogxK

U2 - 10.1002/cssc.201200838

DO - 10.1002/cssc.201200838

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

C2 - 23401485

AN - SCOPUS:84874679006

SN - 1864-5631

VL - 6

SP - 430

EP - 432

JO - ChemSusChem

JF - ChemSusChem

IS - 3

ER -

Acid-catalyzed hydration of alkynes in aqueous microemulsions

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this