Methyl Isocyanate - Reactions

Reactions

Methyl isocyanate reacts readily with many substances that contain N-H or O-H groups. With water, it forms 1,3-dimethylurea and carbon dioxide with the evolution of heat (325 calories per gram of MIC):

At 25 °C, in excess water, half of the MIC is consumed in 9 min.; if the heat is not efficiently removed from the mixture, the rate of the reaction will increase and rapidly cause the MIC to boil. If MIC is in excess, 1,3,5-trimethylbiuret is formed along with carbon dioxide. Alcohols and phenols, which contain an O-H group, react slowly with MIC, but the reaction can be catalyzed by trialkylamines or dialkyltin dicarboxylate.Oximes, hydroxylamines, and enols also react with MIC to form methylcarbamates. These reactions produce the products described below (Uses).

Ammonia, primary, and secondary amines rapidly react with MIC to form substituted ureas. Other N-H compounds, such as amides and ureas, react much more slowly with MIC.

It also reacts with itself to form a trimer or higher molecular weight polymers. In the presence of catalysts, MIC reacts with itself to form a solid trimer, trimethyl isocyanurate, or a higher molecular weight polymer:

Sodium methoxide, triethyl phosphine, ferric chloride and certain other metal compounds catalyze the formation of the MIC-trimer, while the high-molecular-weight polymer formation is catalyzed by certain trialkylamines. Since the formation of the MIC trimer is exothermic (298 calories per gram of MIC), the reaction can lead to violent boiling of the MIC. The high-molecular-weight polymer hydrolyzes in hot water to form the trimethyl isocyanurate. Since catalytic metal salts can be formed from impurities in commercial grade MIC and steel, this product must not be stored in steel drums or tanks.

Read more about this topic:  Methyl Isocyanate

Other articles related to "reaction, reactions":

Chemical Kinetics - Factors Affecting Reaction Rate - Catalysts
... a substance that accelerates the rate of a chemical reaction but remains chemically unchanged afterwards ... The catalyst increases rate reaction by providing a different reaction mechanism to occur with a lower activation energy ... In autocatalysis a reaction product is itself a catalyst for that reaction leading to positive feedback ...
Oprelvekin - Information For Patients/'non-specialized' People
... Most important are severe allergic reactions, which can occur at any time of Neumega-therapy ... shortness of breath, hypotension, shock, fever or skin reactions (urticaria, rash) ... Reactions at the injection site are usually mild and consist of skin-reaction (dermatitis), pain or discoloration ...
Glycation - Endogenous
... through a complex series of very slow reactions in the body known as Amadori reactions, Schiff base reactions, and Maillard reactions which lead to advanced ... collagen are damaged), Alzheimer's disease (amyloid proteins are side-products of the reactions progressing to AGEs), cancer (acrylamide and other side-products are released ...
Skeletal Fluorosis - Mechanism of Action
... Exposed tissues will be utilized by HF in neutralization reactions ... oxidizer known currently, it is immune to phase 1 metabolic reactions, which are generally oxidation reactions, in the liver ... These reactions are the body’s first line of defense to biotransform harmful compounds into something more hydrophilic and more easily excreted ...
Iron(III) Fluoride - Preparation, Occurrence, Reactions
... The material is a fluoride acceptor ... With xenon hexafluoride it forms XeF5] ...

Famous quotes containing the word reactions:

    Cuteness in children is totally an adult perspective. The children themselves are unaware that the quality exists, let alone its desirability, until the reactions of grownups inform them.
    Leontine Young (20th century)

    In this Journal, my pen is a delicate needle point, tracing out a graph of temperament so as to show its daily fluctuations: grave and gay, up and down, lamentation and revelry, self-love and self-disgust. You get here all my thoughts and opinions, always irresponsible and often contradictory or mutually exclusive, all my moods and vapours, all the varying reactions to environment of this jelly which is I.
    W.N.P. Barbellion (1889–1919)

    We have all had the experience of finding that our reactions and perhaps even our deeds have denied beliefs we thought were ours.
    James Baldwin (1924–1987)