Pentene with reaction

Wnte the stmcture of the major organic product formed in the reaction of 1 pentene with each of the following... 

Isomerization of fluoroolefins by a shift of a double bond is catalyzed by halide 10ns [7] The presence of crown ether makes this reaction more efficient [74] Prolonged reaction time favors the rearranged product with an internal double bond (equations 3-5) Isomerization of perfluoro-l-pentene with cesium fluoride yields perfluoro-2-pentenes in a Z ratio of 1 6 [75] Antimony pentafluoride also causes isomenzation of olefins leading to more substituted products [76]... 

Another approach for producing isoprene is the dimerization of propylene to 2-methyl-1-pentene. The reaction occurs at 200°C and about 200 atmospheres in the presence of a tripropyl aluminum catalyst combined with nickel or platinum. 

What products would you obtain from reaction of 2,4-climethyl-2-pentene with (a) BH3, followed by H2O2., OH- (b) Hg(OAc)2, followed by NaBH ... 

The palladium-catalyzed asymmetric allylic substitution using seven different phosphano-oxazoline ligands at various ligand-to-metal ratios was also studied.112 An aluminum block containing 27 wells was placed in a dry box in which the reactions were carried out in parallel. Analyses were performed by conventional chiral GC equipped with an autosampler. Such a setup allowed about 33 catalyst evaluations per day. Apparently, only a few dozen were carried out in the study, resulting in the identification of a catalyst showing an ee-value of 74% in the reaction of 4-acyloxy-2-pentene with malonate.112 It is not clear whether further ligand diversification would lead to catalysts more selective than the record set in this case by the Trost-catalyst (92% ee).113... 

The first investigations of the rhodium-catalysed hydroformylation in room temperature ionic liquids were published by Chauvin et al. in 1995 [44], The hydroformylation of 1-pentene with the neutral catalysts [Rh(CO)2(acac)]/triarylphosphine was carried out in a biphasic reaction using [BMIM][PF6] as the ionic liquid (see Scheme 7.2). 

Because olefin migration was very rapid under the conditions used, internal alkenes could be used. Thus, treatment of ( )-2-pentene or ( )-3-pentene with Tf2NH (1.1 eq) and (p-ClC6H4)3P in chlorobenzene at 65 °C for 24 h both gave the 1-pentylphosphonium salt in 91% yields (Scheme 21). The use of mixtures of alkene regioisomers and stereoisomers for the reaction may have a synthetic advantage. 

The treatment of 23 with methyllithium in the presence of furan gave rise to the tetracyclic product 26, which is obviously a [4 + 2]-cycloadduct of furan to the 1,2-cyclopentadiene derivative 25 [27]. The feature that the oxanorbornene system of 26 carries its saturated substituent in the endo-position is analogous to the [4 + 2]-cycloadducts of furan to all six-membered cyclic allenes (see Section 6.3). Balci et al. [36] also provided evidence for the generation of l-phenyl-l,2-cyclopentadiene. They postulated this species to be an intermediate in the reaction of l-phenyl-2-iodocydo-pentene with potassium tert-butoxide in benzene at 240 °C, which resulted in the formation of 1-phenyl- and 1,2-diphenylcyclopentene. Both products were considered as evidence in favor of the diradical nature rather than the allene structure of 1-phe-nyl-1,2 -cyclopentadiene. 

Photolytic. The reported reaction rate constants for the reaction of 2-methyTl-pentene with OH radicals and ozone in the atmosphere are 1.05 x lO and 6.26 x 10 " cmVmolecule-sec, respectively (Atkinson and Carter, 1984 Atkinson, 1985). 

The addition of cobalt hydrocarbonyl to olefins has been investigated and information on the detailed mechanism of the reaction obtained. The reaction of 1-pentene with cobalt hydrocarbonyl to produce a mixture of 1- and 2-pentylcobalt tetracarbonyls was shown to be inhibited by carbon monoxide (46). The inhibition very likely arises because the reactive species is cobalt hydrotricarbonyl rather than the tetracarbonyl. The carbon monoxide, by a mass action effect, reduces the concentration of the reactive species. 

Copolymers of 4-methyl-l-pentene with an n-olefin are obtained when 4-methyl-l-pentene is initially polymerized in the absence of the comonomer and then the comonomer is added to the reaction vessel to permit copolymer formation. Initially, pure 4-methyl-l-pentene homopolymer is produced in order to reduce the solubility of the later formed copolymer so that eventually the copolymer does not contain more than about 5% weight percent of homopolymer. 

A wide variety of acid-catalyzed reactions besides those described above have been investigated with heteropoly compounds as catalysts. Al203-supported H3PW12O40 (probably decomposed) catalyzed propylene-ethylene codimerization at 573 K to form pentenes with a selectivity of 56% (butenes 17%, hexenes 27%) (224). Propylene oligomerization proceeded on various kinds of salts of H3PWl204o (225). The activities of the salts decrease in the order A1 > Co > Ni, NH4 > H, Cu > Fe, Ce > K. The A1 salt gave trimers with 90% conversion at 503 K. The selectivities to trimer are about 40% for Al, Ce, Co, and Cu, while that of the acid form is 25%. 

The hydroformylation of ( )- and (Z)-3-methyl-2-pentene with [RhH(CO)(PPh3)3] (34) was investigated to clarify the stereochemistry of the reaction. By use of D2 it was shown that the addition of the H and CHO groups to the alkene occurred with high selectivity in a cis manner.308 Some further reports of hydroformylation catalyzed by complex (34) are collected in Table 6. 

Flowers et al.164 reacted perfluoro-2-methyl-2-pentene with 2-aminopyri-dine or 2-amino-4-methylpyridine in tetrahydrofuran at room temperature to obtain the pyrido[1.2-u]pyrimidines (95). Reaction with 2-amino-6-methylpyridine yielded the 1,8-naphthyridine (96). 

PROBLEM 23.18 The reaction of 2-pentene with H20 in the presence of H2S04 yields a mixture of two alcohol products. Draw their structures. 

The product from the reaction of 1-pentene with Cl2 in H20 is named ... 

Prior to Takegami s studies, the effect of isomerization of acylcobalt carbonyls on the products of the reaction between cobalt hydrocarbonyl and olefins had received little attention. Terminal olefins had been found to give a mixture of linear and branched products at low temperatures under carbon monoxide, and this was taken as reflecting the mode of addition of cobalt hydrocarbonyl (62, 73, 147). In view of the slow rate of isomerization of acylcobalt carbonyls this seems justified. However, it is worth noting that branched products predominated in the reaction of 1-pentene with hydrocarbonyl under nitrogen even when the olefin had isomerized only to the extent of 50% (73). Both isobutylene and alkyl acrylates had been found to produce branched products. It was suggested that isobutylene, with an... 

Fig. Reaction of 3-methyl-2-pentene with bromine and water. Addition of Water...

Kinetic Results. The reactions were followed by measuring the rate of liberation of chloride ion from the reaction of 4-chloro-2-pentene with stabilizer in chlorobenzene. 

The reaction of 4-chloro-2-pentene with dibutyltin dilaurate, one of the first to be studied, provided some interesting observations. A plot of liberated chlorine vs. time (Figure 1) shows the reaction to be auto-catalytic. Investigation led to the discovery that dibutyltin dichloride, a product of the stabilization reaction, is a catalyst for the reaction (Figure 1). Further investigation revealed that at the outset all the reaction takes place by the unimolecular decomposition of the allylic chloride and that not until species with tin—chlorine bonds are present does this stabilizer undergo reaction with the allylic chloride. The reactive stabilizer in this instance is dibutyltin laurate chloride. Dibutyltin dilaurate does not react with the allylic chloride, and dibutyltin dichloride, which is very reactive,... 

Figure 4. RCl vs. time for the reaction of 4-chloro-2-pentene with dibutyltin bis(monobutylmaleate) at 80° C. Letters L, /, N, M designate different...

For the synthesis of (9Z,11 )-9,11-tetradecadienyl acetate the molecule, because its reversed geometry compared with the examples described above, its appropriately synthesized by a reversed sequence of olefmation steps. The reaction of ( )-2-pentenal with ylides of 9-substituted alkyl-triphenylphosphonium salts gives (9Z,11 )-9,11-tetradecadiene derivatives with 80-95 % isomeric purity 188,190,m 193). 

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