Butane Derivatives Research Articles

Benzvalene—Properties and Synthetic Potential

AbstractToday, thanks to the versatile synthesis developed by Katz et al., benzvalene is not only the most extensively studied valence isomer of benezene but also one of the most easily synthesized bicyclo[1.1.0]butane derivatives. The double bond in this highly strained hydrocarbon is particulary reactive owing to interactions between the σ system and the double bond. Benzvalene is one of the most reactive olefins toward electron deficient substrates. Furthermore, the compound is bifunctional, since after addition to the π system the ring strain of the σ system provides the driving force for rearrangement or further addition reactions. This paper summarizes the spectroscopic properties and the reactivity of benzvalene. In order to demonstrate the importance of benzvalene and its derivatives as building blocks in organic synthesis the chemistry of compounds arising from benzvalene is also discussed. The article concludes with a summary of substituted benzvalenes.

Dreikomponentenreaktionen. X. Methoxychlorierung von Butadien. 2. Spektroskopische Strukturzuordnung einiger diastereomerer 1, 2, 3, 4‐tetrasubstituierter Butane

Three‐Component Reactions. X. Methoxychlorination of Butadiene. 2. Spectroscopic Studies of Some Diastereomeric 1, 2, 3, 4‐tetrasubstituted ButanesConformations and configurations of diastereomeric butane derivatives are discussed on the basis of their 1H‐n.m.r. and infrared spectra. Bulky substituents (chlorine, methoxy groups) on the terminal CC bonds were found predominantly gauche to each other in the meso and erythro isomers but not in the dl and threo isomers.

ChemInform Abstract: BONDING RELATIONS IN BICYCLO(1.1.0)BUTANE DERIVATIVES

Chemischer InformationsdienstVolume 10, Issue 51 Physical Organic Chemistry ChemInform Abstract: BONDING RELATIONS IN BICYCLO(1.1.0)BUTANE DERIVATIVES H. IRNGARTINGER, H. IRNGARTINGERSearch for more papers by this authorK. L. LUKAS, K. L. LUKASSearch for more papers by this author H. IRNGARTINGER, H. IRNGARTINGERSearch for more papers by this authorK. L. LUKAS, K. L. LUKASSearch for more papers by this author First published: December 18, 1979 https://doi.org/10.1002/chin.197951091AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume10, Issue51December 18, 1979 RelatedInformation

Steric factors in lymphocyte stimulation by organomercurials

Resting human lymphocytes were stimulated to initiate DNA synthesis by divalent mercury ions or by the divalent organomercurial, 1,4-bismercury-3, 4-dihydroxybutane. Monovalent methylmercury was ineffective, as was mercury-substituted dextran which is a polyvalent compound where the mercury atoms are farther apart than in the divalent butane derivative. These findings suggest that for organomercurials to stimulate lymphocyte DNA synthesis, they must crosslink protein sulfhydryl groups and bring these groups into close proximity.

Photoreaction of nitroso compounds in solution. XI. Secondary reactions in the photoaddition of N-nitrosopiperidine to olefins

Irradiation of N-nitrosopiperidine and 3,3-dimethyl-1-butene in a Pyrex apparatus gave 3,3-dimethyl-1-piperidino-2-(N-nitrosohydroxylamino)butane as the major product, in contrast to similar additions to 1-hexene and other olefins. Depending on the conditions, minor amounts of 3,3-dimethyl-1-piperidino-2-(N-hydroxylformamido)butane and 3,3-dimethyl-1-piperidino-2-butanone oxime were also isolated. It was proposed that the butane derivatives were formed by the reactions of the C-nitroso monomer with HNO and formaldehyde respectively which were photolytically generated from N-nitrosopiperidine and methanol. In agreement with this proposal, irradiation of a mixture of trans-dimer of 1-piperidino-2-nitrosohexane and N-nitrosopiperidine gave 1-piperidino-2-(N-nitrosohydroxylamino)hexane. By adjusting the irradiation conditions, this nitrosohydroxylamine could be obtained as the major product from addition of the nitrosamine to 1-hexene.

Optical Properties of the αω-Dimethanesulphonoxyalkanes

THE well-known alternation of the melting points with chain-length of a homologous series of compounds (for example, the normal paraffins, mono- and di-basic fatty acids, n-acetyl L-amino-acids) has been observed in the series of αω-dimethanesulphonoxyalkanes CH3SO2O(CH2)nOSO2CH3 1. The melting points of this series are shown plotted in Fig. 1, from which it is observed that the butane derivative (n = 4) exhibits a melting point which is very much larger than the rest of the series. A discontinuity of this kind is unusual, and it is of interest to examine it further.

Studies on Internal Rotation of Ethane, Propane and Butane Derivatives by the Raman Effect

分子内部廻轉軸を有する化合物,即ち1-クロルプロパン, 1-ブロムプロパン, 1-ヨードプロパン, 1-ブロムブタン,エチレングリコル,エチレンクロルヒドリン,エチレンブロムヒドリン,エチレンヨードヒドリンの液體及び固體に於けるラマン・スペクトルを撮影し大體に於て固體のラマン線の數は液體の線の數の約半分になる事を見た.液體に於ては自由廻轉軸の爲に二種の形態が混じて居り,固體になると格子力の爲に一方の形態のみが殘存すると考へると上の事實が一應簡單に説明される. (但しエチレンヨードヒドリンの實驗結果は他のものと少し異つてゐた.)此の外1-ブロムプロパンとエチレンクロルヒドリンの溶液のラマン・スペクトルより溶媒分子の影響及び分子内原子相互間の作用を推論し,これより上記化合物の液體及び固體に於ける可能な形態を推定した.