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General
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Diketene is
an organic compound formed by dimerization of ketene. Diketene is a member
of the oxetane family. It is used as a chemical reagent in organic
chemistry.
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It is a
colorless liquid and heating regenerates the ketene monomer.
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Alkylated
ketenes also dimerize with ease and form substituted diketenes. Diketenes
react with alcohols and amines to the corresponding acetoacetic acids.
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A colorless
liquid with a disagreeable odor. It is used as a Chemical intermediate for
acetoacetic esters & acetoacetanilides, n,n-dialkylacetoacetamides, dyes,
pharmaceuticals, for pigments & toners, food preservatives, insecticides,
dicrotophos, & the fungicide, dehydroacetic acid.
Process
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The formation of ketene intermediates is a crucial step
in the synthesis of some important classes of compounds, including
b-lactones. In the laboratory, this reaction is typically carried out at
low temperature, to facilitate accumulation of the highly reactive
ketene species before addition of reagents for the next reaction step.
Monitoring the formation of the ketene is a challenge; removal of
analytical samples from the reactor invites degradation of the ketene
before it is characterized, and can compromise the reaction conditions.
A sensitive in-situ method is needed, and fiber optic FTIR spectroscopy
lens itself well to this task.
Application
Market
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China
usually produces diketene from acetic acid, and also from ketone, acetic
anhydride and acetic easter by thermal decomposition. Thermal
decomposition of ketone can be used in small-sized production units, and
methane is produced as byproduct. The process is rather complicated. The
purity of ketene gas produced by this process is low and residual ketone
has to be removed.
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The
acetic acid process is used most often in the industrial production of
diketene. The diketene content of the first class industrial product is
more than 95%. 1 746 kg of acetic acid and 7.8 kg of triethyl .
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The
global output of diketene is around 100 000 tons a year today. Major
producers include UCC, Eastman and FMC of the United States, Hoechst of
Germany, Celanese of Britain, Lonza of Switzerland and Synthetic Chemical
Industry, Daicel Chemical Industry and Teijin Shoji Co., Ltd. of Japan.
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