The Industrial Phase-Transfer Catalysis Experts

PTC Tip of the Month E-Newsletter

PTC Reaction of the Month - March 2012

PTC Methyl Iodide Destruction for Nuclear Accidents

By Marc Halpern, the leading expert in industrial phase-transfer catalysis.

This patent US 8,142,665 issued 4 days ago describes PTC technology for the destruction of methyl iodide by thiosulfate that is very similar to earlier technology patented for the destruction of methyl bromide by thiosulfate, issued to our sister company in US Patent 7,678,353 and in another Value Recovery Inc. patent using PTC which is US Patent 7,090,812.

A major goal of the earlier Value Recovery Inc patents is to destroy methyl bromide used in fumigation of fruit or in buildings contaminated with anthrax. Another goal was the general scrubbing of alkyl halides. One goal of the March 2012 patent shown in the figure is to convert volatile organic iodide into non-volatile ionic iodide to avoid release of iodine into the environment after a nuclear power plant (NPP) disaster. The volatile iodine released in an NPP disaster lodges in the thyroid gland and causes cancer, so it is essential to convert the iodine into a non-volatile form.

The advantage of both patents is that the methyl bromide or methyl iodide are very effectively reacted and decomposed into non-volatile inorganic ammonium bromide or iodide.

However, the inventors of the March 2012 patent chose Aliquat 336 as the phase-transfer catalyst, which can be unfortunate. This is because when the ionic iodide, which is a good nucleophile reacts with the methyl group of Aliquat 336 (with the trialkylamine Alamine 336 being a leaving group), it can re-form methyl iodide which is exactly the volatile compound that they are trying to prevent from being released.

If you or your company can benefit from achieving higher process performance in a shorter development time for this PTC reaction or any other reaction, by having access to the best PTC expertise available, NOW CONTACT Marc Halpern to inquire about using phase-transfer catalysis to achieve low-cost high-performance green chemistry. Remember, PTC excels in thousands of reactions in more than 30 reaction categories including strong base reactions, nucleophilic substitutions, oxidations and reductions

If you’re not sure if PTC can help your reaction, now fill out the PTC Project Evaluation Form and E-mail a scanned copy to Marc Halpern or send it by fax to Dr. Halpern at +1 856-222-1124. If your company does not have a secrecy agreement with PTC Organics Inc. already in place, please use “R-groups” instead of the exact chemical structures.


About Marc Halpern

Marc Halpern

Dr. Halpern is founder and president of PTC Organics, Inc., the only company dedicated exclusively to developing low-cost high-performance green chemistry processes for the manufacture of organic chemicals using Phase Transfer Catalysis. Dr. Halpern has innovated PTC breakthroughs for pharmaceuticals, agrochemicals, petrochemicals, monomers, polymers, flavors & fragrances, dyes & pigments and solvents. Dr. Halpern has provided PTC services on-site at more than 260 industrial process R&D departments in 37 countries and has helped chemical companies save > $200 million. Dr. Halpern co-authored five books including the best-selling “Phase-Transfer Catalysis: Fundamentals, Applications and Industrial Perspectives” and has presented the 2-day course “Practical Phase-Transfer Catalysis” at 50 locations in the US, Europe and Asia.

Dr. Halpern founded the journal “Industrial Phase-Transfer Catalysis” and “The PTC Tip of the Month” enjoyed by 2,100 qualified subscribers, now beyond 130 issues. In 2014, Dr. Halpern is celebrating his 30th year in the chemical industry, including serving as a process chemist at Dow Chemical, a supervisor of process chemistry at ICI, Director of R&D at Sybron Chemicals and founder and president of PTC Organics Inc. (15 years) and PTC Communications Inc. (20 years). Dr. Halpern also co-founded PTC Interface Inc. in 1989 and PTC Value Recovery Inc. in 1999. His academic breakthroughs include the PTC pKa Guidelines, the q-value for quat accessibility and he has achieved industrial PTC breakthroughs for a dozen strong base reactions as well as esterifications, transesterifications, epoxidations and chloromethylations plus contributed to more than 100 other industrial PTC process development projects.

Dr. Halpern has dedicated his adult life to his family and to phase-transfer catalysis (in that order!).

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