Active hydrogen reaction

Diazonium groups react with active hydrogen sites on aromatic rings to give covalent diazo bonds. Generation of a diazonium functional group usually is done from an aromatic amine 

Crosslinking using diazonium compounds usually creates deeply colored products characteristic of the diazo bonds. Occasionally, the conjugated molecules may turn dark brown or even black. The diazo linkages are reversible by addition of 0.1 M sodium dithionite in 0.2 M sodium borate, pH 9.0. Upon cleavage, the color of the complex is lost. 

---

Features Provides durability features active hydrogen reaction, chain transfer, end blocking reacts with min. fillers to improve rubber dynamic props., modulus, tear str., flex life rec. with sulfur or metal oxide cures... 

Features Provides durability features active hydrogen reaction, end blocking... 

The acetoacetic ester condensation (involving the acylation of an ester by an ester) is a special case of a more general reaction term the Claisen condensation. The latter is the condensation between a carboxylic ester and an ester (or ketone or nitrile) containing an a-hydrogen atom in the presence of a base (sodium, sodium alkoxide, sodamide, sodium triphenylmethide, etc.). If R—H is the compound containing the a- or active hydrogen atom, the Claisen condensation may be written ... 

The mechanism of the reaction, which is of the aldol type, involves the car-bonyl group of tlie aldehyde and an active methylene group of the anhydride the function of the basic catalyst B (acetate ion 0H3000 or triethylamine N(0,Hb)j) is to form the anion of the active hydrogen component, i.e., by the extraction of a proton from the anhydride ... 

A radically different course is followed when the reaction of 2-alkyl-substituted thiazoles is periormed in methanol or acetonitrile (335), 2 1 adducts containing seven-membered azepine rings (91) are being formed in which two of the original activated hydrogen atoms have altered positions (Scheme 55). A similar azepine adduct (92) was obtained by... 

This particular representation makes it easy to visualize formaldehyde as a step-growth monomer of functionality 2. Our principal interest is in the reactions of formaldehyde with the active hydrogens in phenol, urea, and melamine, compounds [II] [IV], respectively ... 

Further reaction of the active hydrogens on nitrogen in the urethane groups (3) can occur with additional isocyanate (1) at higher temperatures to cause formation of aHophanate stmctures. The active hydrogens in urea groups can also react with additional isocyanate to form disubstituted ureas which can stiU further react with isocyanate to form biurets (13). 

Developments in aliphatic isocyanates include the synthesis of polymeric aliphatic isocyanates and masked or blocked diisocyanates for appflcafions in which volatility or reactivity ate of concern. Polymeric aliphatic isocyanates ate made by copolymerizing methacrylic acid derivatives, such as 2-isocyanatoethyl methacrylate, and styrene [100-42-5] (100). Blocked isocyanates ate prepared via the reaction of the isocyanate with an active hydrogen compound, such as S-caprolactam, phenol [108-95-2] or acetone oxime. 

MEK is a colorless, stable, flammable Hquid possessing the characteristic acetone-type odor of low molecular weight aUphatic ketones. MEK undergoes typical reactions of carbonyl groups with activated hydrogen atoms on adjacent carbon atoms, and condenses with a variety of reagents. Condensation of MEK with formaldehyde produces methylisopropenyl ketone (3-methyl-3-buten-2-one) ... 

Phosphoms halides are subject to reactions with active hydrogen compounds and result in the elimination of hydrogen halide. They are convenient reagents in the synthesis of many esters, amides, and related compounds. However, because the involved hydrogen halide frequendy catalyzes side reactions, it is usually necessary to employ a hydrogen halide scavenger to remove the by-product. 

Formaldehyde may react with the active hydrogens on both the urea and amine groups and therefore the polymer is probably highly branched. The amount of formaldehyde (2—4 mol per 1 mol urea), the amount and kind of polyamine (10—15%), and resin concentration are variable and hundreds of patents have been issued throughout the world. Generally, the urea, formaldehyde, polyamine, and water react at 80—100°C. The reaction may be carried out in two steps with an initial methylolation at alkaline pH, followed by condensation to the desired degree at acidic pH, or the entire reaction may be carried out under acidic conditions (63). The product is generally a symp with 25—35% soHds and is stable for up to three months. 

Urethanes. The basis for urethane chemistry is the reaction of an isocyanate group with a component containing an active hydrogen. 

With Unsaturated Compounds. The reaction of unsaturated organic compounds with carbon monoxide and molecules containing an active hydrogen atom leads to a variety of interesting organic products. The hydroformylation reaction is the most important member of this class of reactions. When the hydroformylation reaction of ethylene takes place in an aqueous medium, diethyl ketone [96-22-0] is obtained as the principal product instead of propionaldehyde [123-38-6] (59). Ethylene, carbon monoxide, and water also yield propionic acid [79-09-4] under mild conditions (448—468 K and 3—7 MPa or 30—70 atm) using cobalt or rhodium catalysts containing bromide or iodide (60,61). 

The great reactivity of the sulfurane prepared by this procedure toward active hydrogen compounds, coupled with an indefinite shelf life in the absence of moisture, makes this compound a useful reagent for dehydrations,amide cleavage reactions, epoxide formation, sulfilimine syntheses, and certain oxidations and coupling reactions. 

The epoxy ring may then be readily attacked not only by active hydrogen and available ions but even by tertiary amines. For example, with the latter it is believed that the reaction mechanism is as follows ... 

The reactions indicated above in fact lead only to chain extension. In practice, however, polyamines are used so that the number of active hydrogen atoms exceeds two and so cross-linkage occurs. 

Isocyanates are highly reactive materials and enter into a number of reactions with groups containing active hydrogen. The reactions of most important in the formation of polyurethanes are ... 

---