Maleic anhydride structure

Unsaturated polyesters have been produced from reaction of ethylene glycol with phthalic anhydride, or maleic anhydride (structure 4.46). These polyesters may be dissolved in organic solvents and used as cross-linking resins for the production of fibrous glass-reinforced composites ... 

Another defect of fulgide derivatives is solvolysis. The maleic anhydride structure is destroyed in alcohols or protic solvents. To avoid such solvolysis the maleic anhydride structures were changed to maleimides the maleimide derivatives were stable in alcohol solutions. 

Natural products with a maleic anhydride structure, nonadrides, tautomydn, chaetomellic anhydride and other compounds, X. Chen, Y. Zheng and Y. Shen, Chem. Rev., 2007, 107, 1777. 

Natural products with maleic anhydride structure 07CRV1777. 

COT is prepared by the polymerization of ethyne at moderate temperature and pressure in the presence of nickel salts. The molecule is non-planar and behaves as a typical cyclic olefin, having no aromatic properties. It may be catalytically hydrogenated to cyclo-octene, but with Zn and dil. sulphuric acid gives 1,3,6-cyclooclairiene. It reacts with maleic anhydride to give an adduct, m.p. 166 C, derived from the isomeric structure bicyclo-4,2,0-octa-2,4,7-triene(I) ... 

Both acids 3deld succinic acid, m.p. 185°, upon catalytic reduction (see Section 111,150), thus establishing their structures. Maleic and fumaric acids are examples of compounds exhibiting cis-trans isomerism (or geometric isomerism). Maleic acid has the cm structure since inter alia it readily 3delds the anhydride (compare Section 111,93). Fumaric acid possesses the trans structure it does not form an anhydride, but when heated to a high temperature gives maleic anhydride. 

Furthermore, if the structural unit to be polymerized is a vinyl group, mixed reactions can be carried out with a second compound such as a vinyl derivative or maleic anhydride. 

Write structural formulas for maleic anhydride (M ) and stilbene (M2). Neither of these monomers homopolymerize to any significant extent, presumably owing to steric effects. These monomers form a copolymer,... 

The Diels-Alder addition of maleic anhydride gave a compound for which two structures were proposed (Scheme 41) (66DIS(B)102,43JCS654). 

The major aromatics (organics having at least one ring structure with six carbon atoms) manufactured include benzene, toluene, xylene, and naphthalene. Other aromatics manufactured include phenol, chlorobenzene, styrene, phthalic and maleic anhydride, nitrobenzene, and aniline. Benzene is generally recovered from cracker streams at petrochemical plants and is used for the manufacture of phenol, styrene, aniline, nitrobenzene, sulfonated detergents, pesticides such as hexachlorobenzene, cyclohexane (an important intermediate in synthetic fiber manufacture), and caprolactam, used in the manufacture of nylon. Benzene is also used as a general purpose solvent. 

Compare the geometry of maleic anhydride+propene, the ene transition state, to those of the reactants (maleic anhydride and propene). Is bond making and breaking occurring at once In particular, is the migrating hydrogen partially bonded to two carbons (rather than being fully bonded to one carbon ) Draw a Lewis structure to represent the transition state. Use dashed lines (.. and to represent partial bonds. 

Dimethylquinoxaline (303) has been reported to undergo a Diels-Alder reaction with maleic anhydride to give 304, 305 having been postulated to be the reactive form. However, attempted confirmation of this unexpected result has shown that 304 is not the correct structure of the reaction product. " In 1931, other chemical evidence was advanced in support of structure 305,but it would no longer be considered valid. 

Revised structures have been proposed for these compounds. The brownish-yellow acid obtained with maleic anhydride has been shown by ultraviolet, infrared, and nuclear magnetic resonance absorption measurements and oxidative degradation to have the tricyclic structure... 

The classic method for controlling stereochemistry is to perform reactions on cyclic substrates. A rather lengthy but nonetheless efficient example in the prostaglandin field uses bicyclic structures for this purpose. Bisacetic acid derivative S is available in five steps from Diels-Alder reaction of trans-piperylene and maleic anhydride followed by side-chain homologation. Bromolactonization locks the molecule as bicyclic intermediate Esterification, reductive dehalogen-... 

The triene shown here reacts with 2 equivalents of maleic anhydride to yield a product with the formula C17H160g. Predict a structure for the product. 

The equilibrium between oxepin and benzene oxide created interest in performing Diels-Alder reactions trapping one or both isomeric structures.1 The reaction of maleic anhydride or maleic imide with oxepin and substituted derivatives gives products 1 derived from the addition of the dienophile to the benzene oxide structure.2-l4-126 14 9 156 158 228 231-259... 

The comparison of rates of cycloaddition of maleic anhydride, tetracyanoethylene, and styrene to PPA shows that the latter, irrespective of the presence of electronegative groups, behaves in these reactions not as an electron-poor diene system. This fact, together with the composition of side products (giving evidence of PPA decarboxylation), allows the assumption to be made that the cycloaddition of dienophiles involves mainly decarboxylated polyene sections of cis-transoid structure213, 266. This is in agreement with the fact that PPA with predominant trans-transoid configuration interacts with these dienophiles at a substantially lower rate. The ultimate amounts of the dienophile combined with PPA of this structure is also considerably smaller. 

The remarkable 19-electron molybdenum half-sandwich complex Mo(r 5-C5HPh4)(CO)2L2 (L2 = 2,3-bis(diphenylphosphino)maleic anhydride) (44) was prepared from [Mo(r)5-C5HPh4)(CO)3]2 and L2 and its structure in the solid state determined [65]. The average distance from molybdenum to the ring ligand is... 

SS/MA may be structured in different ratios of sulfonated styrene to maleic anhydride. Typically, it is 3 1 (20,000 MW) or 1 1 (15,000 MW). The application rates of all calcium phosphate scale/sludge inhibitors or stabilizers vary, based on the amount of calcium present in the cooling system, with increased calcium hardness leading to higher levels of polymer required. 

Different dianhydrides have been syndiesized or are commercially available, and some structures arc shown in Fig. 5.9.64-66 An improved method for preparation of cyclobutanetetracarboxylic dianhydride (CBDA) by photochemical dimerization of die maleic anhydride has been developed by Nissan.67 The polyimide obtained by condensation of CBDA widi oxydianiline gives a transparent and colorless material. The transmittance of 50-pm-thick film is 82% and the UV cutoff is 310 nm. 

The effect of incorporating p-hydroxybenzoic acid (I) into the structures of various unsaturated polyesters synthesised from polyethylene terephthalate (PET) waste depolymerised by glycolysis at three different diethylene glycol (DEG) ratios with Mn acetate as transesterification catalyst, was studied. Copolyesters of PET modified using various I mole ratios showed excellent mechanical and chemical properties because of their liquid crystalline behaviour. The oligoesters obtained from the twelve modified unsaturated polyesters (MUP) were reacted with I and maleic anhydride, with variation of the I ratio with a view to determining the effect on mechanical... 

The largest single use of maleic anhydride is in the preparation of unsaturated polyester resins. It is first esterihed with a polyalcohol (two or more hydroxyls) and then the double bond is copolymerized (crosslinked) with a vinyl monomer such as styrene to form a rigid structure. Such resins are usually reinforced with hberglass (FRP). Maleic anhydride is also used to make oil additives and agricultural chemicals. 

Synthetic polymers and natural polymers suitable for drilling muds are listed in Tables 1-7 and 1-8, respectively. Polyacrylamides are eventually hydrolyzed in the course of time and temperature. This leads to a lack of tolerance toward electrolyte contamination and to a rapid degradation inducing a loss of their properties. Modifications of polyacrylamide structures have been proposed to postpone their thermal stability to higher temperatures. Monomers such as AMPS or sulfonated styrene/maleic anhydride can be used to prevent acrylamide comonomer from hydrolysis [92]. 

Mechanistic studies have been designed to determine if the concerted cyclic TS provides a good representation of the reaction. A systematic study of all the E- and Z-decene isomers with maleic anhydride showed that the stereochemistry of the reaction could be accounted for by a concerted cyclic mechanism.19 The reaction is only moderately sensitive to electronic effects or solvent polarity. The p value for reaction of diethyl oxomalonate with a series of 1-arylcyclopentenes is —1.2, which would indicate that there is little charge development in the TS.20 The reaction shows a primary kinetic isotope effect indicative of C—H bond breaking in the rate-determining step.21 There is good agreement between measured isotope effects and those calculated on the basis of TS structure.22 These observations are consistent with a concerted process. 

To synthesize new surfactants, having incorporated both structural elements, the known siloxanyl modified halogenated esters and ethers of dicyclopentadiene [5] were treated with different amines according to the reaction scheme. Triethylamine yielded quaternary ammonium salts directly. Alternatively, after reaction with diethylamine or morpholine, the isolated siloxanyl-modified tertiary amines were also converted to quaternary species. To obtain anionic surfactants, the halogenated precursors were initially reacted with n-propylamine. In subsequent reaction steps the secondary amines formed were converted with maleic anhydride into amides, and the remaining acid functions neutralized. Course and rate of each single reaction strongly depended on the structure of the initial ester or ether compound and the amine applied. The basicity of the latter played a less important role [6]. 

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