3100-04-7Relevant articles and documents
Kinetics of molecular encapsulation of 1-methylcyclopropene into α-cyclodextrin
Tze, Loon Neoh,Yamauchi, Kousuke,Yoshii, Hidefumi,Furuta, Takeshi
, p. 11020 - 11026 (2007)
1-Methylcyclopropene (1-MCP), an ethylene inhibiting regulator, is commercially available in the form of an inclusion complex with α-cyclodextrin (α-CD). In this study, molecular encapsulation of gaseous 1-MCP into aqueous α-CD was investigated in a closed, agitated vessel with a flat gas-liquid interface. Molecular encapsulation of gaseous 1-MCP by α-CD is a simultaneous two-step reaction which involves the aqueous dissolution of gaseous 1-MCP and the encapsulation of the dissolved molecules by α-CD. The kinetics and mechanism of molecular encapsulation were analyzed based on the depletion rate of 1-MCP in the headspace of the vessel. The encapsulation rates could be explained quantitatively by the gas absorption theory with a pseudo-first-order reaction between 1-MCP and α-CD. The negative value of the calculated apparent activation energy of encapsulation (-24.4 kJ/mol) implied the significant effect of exothermic aqueous dissolution of 1-MCP. An encapsulation temperature of 15°C was optimal; at this temperature, the highest 1-MCP yield and best inclusion ratio of inclusion complex were obtained. Changes in the X-ray diffraction pattern suggested that the crystal lattice structure of α-CD was altered upon inclusion of 1-MCP.
Highly efficient synthesis of methylenecyclopropane
Binger, Paul,Brinkmann, Axel,Wedemann, Petra
, p. 1344 - 1346 (2002)
An efficient procedure for the preparation of methylenecyclopropane (3), a valuable starting material in organic synthesis, has been developed from methallyl chloride (1) and alkali metal [bis(trimethylsilyl)]amide [M(BTMSA) (M = Na, K), 2b,c]. The advantages of this new method are the higher yield of methylenecyclopropane up to 79% and a homogenous reaction mixture, i.e. both substrates are soluble in organic solvents such as toluene and dibutyl ether.
METHODS FOR GENERATING PURIFIED CYCLOPROPENES
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Paragraph 0039; 0042, (2021/02/19)
The present invention relates to methods of preparing purified cyclopropylene (1-methylcyclopropylene) gas employing one or more non-reactive purification processes to purify substances including, without limitation, cyclopropene (1-methylcyclopropylene) gas and/or lithio-cyclopropene.
Activation and Functionalization of C-C σ Bonds of Alkylidene Cyclopropanes at Main Group Centers
Crimmin, Mark R.,Kong, Richard Y.
, p. 11967 - 11971 (2020/08/06)
Aluminum(I) and magnesium(I) compounds are reported for the C-C σ-bond activation of strained alkylidene cyclopropanes. These reactions result in the formal addition of the C-C σ bond to the main group center either at a single site (Al) or across a metal-metal bond (Mg-Mg). Mechanistic studies suggest that rather than occurring by a concerted oxidative addition, these reactions involve stepwise processes in which substrate binding to the main group metal acts as a precursor to α- or β-alkyl migration steps that break the C-C σ bond. This mechanistic understanding is used to develop the magnesium-catalyzed hydrosilylation of the C-C σ bonds of alkylidene cyclopropanes.
Stereo- and Regioselective 1,3-Dipolar Cycloaddition of the Stable Ninhydrin-Derived Azomethine Ylide to Cyclopropenes: Trapping of Unstable Cyclopropene Dipolarophiles
Filatov, Alexander S.,Wang, Siqi,Khoroshilova, Olesya V.,Lozovskiy, Stanislav V.,Larina, Anna G.,Boitsov, Vitali M.,Stepakov, Alexander V.
, p. 7017 - 7036 (2019/06/14)
A stereo- and regioselective 1,3-dipolar cycloaddition of the stable ninhydrin-derived azomethine ylide [2-(3,4-dihydro-2H-pyrrolium-1-yl)-1-oxo-1H-inden-3-olate, DHPO] to differently substituted cyclopropenes has been established. As a result, an efficient synthetic protocol was developed for the preparation of biologically relevant spiro[cyclopropa[a]pyrrolizine-2,2′-indene] derivatives. DHPO has proved to be an effective trap for such highly reactive and unstable substrates as parent cyclopropene, 1-methylcyclopropene, 1-phenylcyclopropene, and 1-halo-2-phenylcyclopropenes. It has also been found that 3-nitro-1,2-diphenylcyclopropene undergoes a nucleophilic substitution reaction in alcohols and thiols to afford 3-alkoxy- and 3-arylthio-substituted 1,2-diphenylcyclopropenes, which can be captured as corresponding 1,3-dipolar cycloadducts in the presence of DHPO. These new approaches provide a straightforward strategy for the synthesis of functionally substituted cyclopropa[a]pyrrolizine derivatives. The factors governing regio- and stereoselectivity have been revealed by means of quantum mechanical calculations (M11 density functional theory), including previously unreported Nylide-Hcyclopropene second-orbital interactions. The outcome of this work contributes to the study of 1,3-dipolar cycloaddition, as well as enriches chemistry of cyclopropenes and methods for the construction of polycyclic compounds with cyclopropane fragments.
DEVICE FOR GENERATING ULTRA PURE 1-METHYLCYCLOPROPENE
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Paragraph 11-12, (2019/01/10)
The present invention relates to a device for generating ultra pure 1-methyl-cyclopropene (1 -MCP) by using an improved carrier gas flow control system. The invention also relates to the use of a 1-MCP generating device for inhibiting the action of ethylene which accelerates the ripening process of plants such as fruits, flowers, vegetables and the like. Furthermore the invention encompasses a method for treating and storing harvested agricultural products using said 1-MCP generating device.
Preparation method of 1-methylcyclopropene
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Paragraph 0022-0025, (2017/08/31)
The invention discloses a preparation method of 1-methylcyclopropene. 3-chloro-2-methacrylonitrile generates a ring-closure reaction under the effect of a NaH strong base catalyst with methylbenzene as a solvent, 1-methylcyclopropene sodium salt is generated and precipitated from the solvent methylbenzene, surplus raw materials and byproducts are left in the solvent, the raw materials and the solvent can be recycled through simple distillation to be cyclically used indiscriminately, the sodium salt is decomposed with water, and high-purity 1-methylcyclopropene can be obtained.
COMPOSITIONS FOR CONTROLLED RELEASE OF ACTIVE INGREDIENTS AND METHODS OF MAKING SAME
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Page/Page column 49, (2017/09/08)
Compositions for controlled release of active ingredients and methods of making same are generally provided. In some embodiments, the composition comprises an active ingredient and a delivery material. In some embodiments, the composition comprises a volatile or gaseous active ingredient useful for applications in at least one of agriculture, pest control, odor control, and food preservation. In some embodiments, the active ingredient is a cyclopropene. In some embodiments, the active ingredient is an essential oil, a terpene, or a terpenoid. In some embodiments, the delivery material is a carbon material or a silicate material.
COMPLEXES OF 1-METHYLCYCLOPROPENE WITH METAL COORDINATION POLYMER NETWORKS
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Paragraph 0054, (2016/06/06)
Disclosed are adsorption complexes that include 1-methylcyclopropene (1-MCP) and a metal coordination polymer network (MCPN), wherein the MCPN is a porous material, and the 1-MCP is adsorbed into the MCPN. Also disclosed are kits for containing 1-MCP that include the adsorption complex in a 1-MCP-impermeable package. Also disclosed are methods of releasing 1-methylcyclopropene (1-MCP) from the kit that include the application of aqueous fluids, heat, and/or pressure.
Boron Complexes With Gradual 1- Methylcyclopropene Releasing Capability
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Paragraph 0052, (2016/03/09)
Compounds having one of the following formulae: wherein R1 and R2 are alkyl or aryl and R1 and R2 may be the same or different, wherein R1 is alkyl o aryl, or wherein alkyl is a liner or branched, saturated or unsaturated alkyl having C1-20 and wherein aryl is an aromatic ring having C1-15. Also methods of using the compounds, including method of inhibiting and ethylene response in a plant.
