Open main menu
Home
Random
Recent changes
Special pages
Community portal
Preferences
About Wikipedia
Disclaimers
Incubator escapee wiki
Search
User menu
Talk
Dark mode
Contributions
Create account
Log in
Editing
Cumene process
(section)
Warning:
You are not logged in. Your IP address will be publicly visible if you make any edits. If you
log in
or
create an account
, your edits will be attributed to your username, along with other benefits.
Anti-spam check. Do
not
fill this in!
===Alternatives to phenol production=== *[[Hydroquinone]] is prepared by dialkylation of benzene with propene to give [[Diisopropylbenzenes|1,4-diisopropylbenzene]]. This compound reacts with air to afford the bis(hydroperoxide). Analogous to the behavior of [[cumene hydroperoxide]], it rearranges in acid to give [[acetone]] and hydroquinone. Oxidation of hydroquinone gives 1,4-benzoquinone:<ref>Gerhard Franz, Roger A. Sheldon "Oxidation" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2000 {{doi|10.1002/14356007.a18_261}}</ref> *:<chem>C6H4(CHMe2)2 + 2 1/2 O2 -> C6H4O2 + 2 OCMe2 + H2O</chem> *[[Resorcinol]] is analogously prepared by converting [[1,3-Diisopropylbenzene]] into the bis(hydroperoxide), which fragments to resorcinol and acetone.<ref>{{Ullmann |title=Resorcinol|author1=K. W. Schmiedel |author2=D. Decker |doi=10.1002/14356007.a23_111.pub2|year=2012}}</ref> *[[2-Naphthol]] can also be produced by a method analogous to the cumene process.<ref name=Ullmann2005>Gerald Booth "Naphthalene Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry, 2005, Wiley-VCH, Weinheim. {{doi|10.1002/14356007.a17_009}}.</ref> *[[3-Chlorophenol]], which does not arise by chlorination of phenol, can be produced by cumene process beginning with the alkylation of chlorobenzene with propylene.<ref>{{Ullmann|author1=François Muller |author2=Liliane Caillard |title=Chlorophenols |year=2011 |doi=10.1002/14356007.a07_001.pub2}}</ref> *[[Cresol]]s are produced from isopropyltoluene.<ref name=Patai>{{cite book |title=Syntheses and Uses of Hydroperoxides and Dialkylperoxides |editor1-first=Saul |editor1-last=Patai |author=Roger A. Sheldon |chapter=Synthesis and uses of alkyl hydroperoxides and dialkyl peroxides |year=1983 |publisher=John Wiley & Sons |doi=10.1002/9780470771730.ch6 |series=PATAI'S Chemistry of Functional Groups|pages=161–200 |isbn=978-0-471-10218-2 }}</ref>
Edit summary
(Briefly describe your changes)
By publishing changes, you agree to the
Terms of Use
, and you irrevocably agree to release your contribution under the
CC BY-SA 4.0 License
and the
GFDL
. You agree that a hyperlink or URL is sufficient attribution under the Creative Commons license.
Cancel
Editing help
(opens in new window)