Styrene glycol

A second crystallization from dichloromethane-pentane is sometimes necessary to achieve material having this melting point. Styrene glycol dimesylate must be stored in a refrigerator, since slow decomposition takes place at room temperature. 

Styrene glycol is available from Aldrich Chemical Company, Inc. or from Eastman Organic Chemicals. Alternatively, it may be prepared by hydrolysis of styrene oxide.3 If the glycol melts at lower than 63°, it should be recrystallized before use. 

Styrene glycol dimesylate [ 1,2-Ethanediol, 1-phenyl-, dimethylsulfonate], 55,... 

Anionic polymerization of lactams was shown to proceed according to what is called the activated monomer mechanism. With bischloroformates of hydroxy-terminated poly(tetramethyleneglycol) and poly(styrene glycol) as precursors for a polymeric initiator containing N-acyl lactam ends, block copolymers with n-pyrrol-idone and e-caprolactam were obtained by bulk polymerizations in vacuum at 30 and 80 °C, respectively361. ... 

G. P. Carlson, Metabolism of Styrene Oxide to Styrene Glycol by Mouse Liver and Lung , J. Toxicol. Environ. Health 1998, 53, 19 - 27. 

Uses. Used as an intermediate in the production of styrene glycol and its derivatives as a reactive dilutent in the epoxy resin industry as a chemical intermediate for making P-phenethyl alcohol, a fragrance material... 

Parkki MG, Marniemi J, Vainio H Action of styrene and its metabolites styrene oxide and styrene glycol on activities of xenobiotic biotransformation enzymes in rat liver in vivo. Toxicol Appl Pharmacol 38 59-70, 1976... 

Antireflective polyester compositions for photoresists consisting of butanetetra-carboxylic acid dianhydride and styrene glycol, (I), and tetramethylglycol uril,... 

Sodium toluene dispersion of, 55, 65 Sodium p-toluenesulfinate, 57, 103 Spiro[4 n] alkenones, 58, 62 Spiro[cyclopentane-l,l -indene] 55, 94 Squalene, 56, 116 Squalene, 2,3-epoxy, 56, 116 Stannic chloride, 56, 97 Steroids synthesis, 58, 85 E Stilbene, 55, 115,58, 73 z-Stilbene, 58, 133 Styrene, 56, 35,58, 43 Styrene glycol, 55, 116 Styrene glycol dimesylate, 55, 116 Succinic acid, 58, 85 Succinic anhydride, 58, 85 Sucunimide, 56, 50, 58, 126 Succimmide, Vbromo, 55, 28, 56, 49 SULFIDE CONTRACTION, 55, 127 Sulfide, dimethyl-, 56, 37 SULFIDE SYNTHESIS, 58, 143,58, 138 SULFIDE SYNTHESIS ALKYL ARYL SULFIDES, 58, 143 SULFIDE SYNTHFSIS DIALKYL SULFIDES, 58, 143 SULFIDE SYNTHESIS UNSYMMETRI-CAL DIALKYL DISULFIDES, 58, 147 SULFONYL CYANIDES, 57, 88 Sulfur tetrafluoride, 57, 51... 

When the additive consisted of an Aroclor (a chlorinated biphenyl or terphenyl), a poly(styrene glycol), or an abietic acid derivative, the tensile moduli of the films increased as the concentration of additive was increased to about 30%. In two films (from the bisphenol I and bisphenol A polymers), the modulus increased as the concentration of a chlorinated terphenyl increased even to 40%. Instead of becoming more flexible, as would be expected, the films became stiffen Most of these additives, incidentally, were viscous or very viscous oils. The effect of two Aroclors on the tensile moduli is shown in Figure 1. 

Polyglycol 174-500 Poly (styrene glycol), mol. wt. 500 Polyglycol 174-750 Poly (styrene glycol), mol. wt. 750 Abalync Abietic acid, methyl ester... 

Figure 9. Surface of an acrylonitrile-styrene-glycol dimethacrylate popcorn polymer...

Stearyl bromide, b319 Styrene dibromide, d79 Styrene glycol, pill Styrene oxide, e9 Suberic acid, o24 Suberonitrile, d239 Succinic acid monoamide, sl2 Succinonitrile, b380... 

Styrene glycol dimethyl ether, meso- 1,4-dimcthoxy- 287 ... 

We misassigned the structure of the main product produced by the reaction of styrene glycol with benzoic acid, DEAD and PhsP O. Mitsunobu, J. Kimura, K. lizumi and N. Yanagida, Bull. Chem. Soc. Jpn., 1976, 49, 310. 

In a study by Berti et al., acid-catalyzed hydrolysis of styrene oxide was reported to occur with 67% inversion and 33% retention at the benzyl carbon.45 In a later study, it was reported that the styrene glycol product formed in the acid-catalyzed hydrolysis of chiral styrene oxide is completely racemic, which would indicate an A-l mechanism.46 As these two results indicate quite different mechanisms for this reaction, the glycol product from acid-catalyzed hydrolysis of chiral styrene oxide was converted to its bis-( + )-a-(methoxy-a-trifluoromethyl)phenylacetate diester derivative, and the composition of the diastereomeric diester mixture was determined by H NMR.47 This study agreed with those of Berti et al. and showed that acid-catalyzed hydrolysis of styrene oxide occurs with 67% inversion and 33% retention at the benzyl carbon. Acid-catalyzed methanolysis of styrene oxide is reported to occur with 89% inversion at the benzyl carbon.48 The fact that the diol product from acid-catalyzed hydrolysis of chiral styrene oxide is not completely racemic demonstrates that the lifetime of the carbocation is not sufficiently long for it to become symmetrically solvated. 

Figure 2 Recombinant expression of human mEH protects V79 Chinese hamster cells (V79 cells) from styrene-7,8-oxide-induced DNA single-strand breaks. (A) Western blot analysis of mEH transfected (lanes 1—6) and mock transfected (lane V) V79 cells. S9 fractions of the different clones were analyzed with a polyclonal antibody against purified human mEH raised in rabbits. Lane M prestained molecular weight markers (195, 112, 84, 63, 52, 35, and 32 kd). (73) mEH activity of the same clones using styrene-7,8-oxide as a substrate. Values are expressed as nanomoles of styrene glycol formed per minute and milligrams of protein. (C) Effect of styrene-7,8-oxide on DNA single-strand breaks using mEH transfected clone No. 3 [from (A) and (73)] and mock transfected V79 cells (7).

Ionic polymers 120 containing a mesylate anion were prepared by the quaterniza-tion of poly(4-vinylpyridine/styrene) 118 with tri(ethylene glycol) monomesylate monomethyl ether 119. These polymers were used to immobilize OSO4, as shown in Scheme 3.33. The resultant polymer 122 showed excellent catalytic performance in the Sharpless asymmetric dihydroxylation of styrene derivatives [63]. For example, 123 was dihydroxylated to styrene glycol 124 in 88% yield with 99% ee. 

The synthesis of a nucleotide-like phosphoramidite building block in which the nucleic base has been replaced by a tert-butyldimethylsilyl-protected styrene glycol (47) has been described. After its incorporation in an oligonucleotide by automated synthesis, the terminal alcohol has been oxidized with NaI04 after fluoride deprotection. A similar phosphoramidate in which the nucleic base has been replaced by an alkyl diol (48) has been incorporated in an oligonucleotide and further conjugated with biotin after oxidation to the aldehydic functional-ity. ... 

Back extraction of the acid iayer yields an insignificant amount of diol in this case. However, it may be necessary for more water-soluble diols. For example, in the case of the diol from methyl 2-octenoate the yield is increased by 30% with one back extraction, while styrene glycol requires repeated prolonged extraction. 

Phenylacetaldehyde. BenzeneacetatdeHyde a-loluic aldehyde a-tolualdehyde Hyacinthin. C(H,0 mol wt 120.14. c 79.97%, H 6.71%, O 13.32%. C(HyCH,CHO. Prepd by oxidizing phenylethyl alcohol with chromic acid. High-yield synthesis from styrene oxide or styrene glycol G. Paparatto. G. Gregorio, Tetrahedron Letters 29, 1471 (1988). 

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