29296-32-0

Usage

Uses

Used in Coordination Chemistry:
Cyclam is utilized as a chelating agent for the formation of stable complexes with metal ions, which is instrumental in coordination chemistry. Its high affinity for metal ions allows for the precise control of metal ion coordination environments, facilitating the study and application of metal complexes in various chemical processes.
Used in Metal Extraction and Separation Processes:
In the field of metallurgy, 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane is employed as a selective extractant for metal ions. Its ability to form stable complexes with specific metal ions enables efficient separation and purification in metal extraction processes, which is crucial for the production of high-purity metals.
Used in the Development of Functional Materials:
Cyclam is used as a building block in the synthesis of functional materials such as molecular sieves and catalysts. Its unique structure and metal-ion binding properties contribute to the creation of materials with tailored properties for applications in catalysis, gas separation, and other industrial processes.
Used in Drug Delivery and Medical Imaging:
Cyclam derivatives are being investigated for their potential use in drug delivery systems and medical imaging. 1,4,10,13-TETRAOXA-7,16-DIAZACYCLOOCTADECANE's ability to form stable complexes with metal ions can be leveraged to improve the targeting and delivery of therapeutic agents, as well as to enhance the contrast in medical imaging techniques, thereby improving diagnostic capabilities.
Used in Materials Science:
In materials science, 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane is used as a component in the design and synthesis of advanced materials with specific properties. Its incorporation into material structures can lead to the development of new materials with applications in areas such as sensors, energy storage, and electronic devices.

InChI:InChI=1/C12H26N2O4/c1-5-15-9-10-17-7-3-14-4-8-18-12-11-16-6-2-13-1/h13-14H,1-12H2/p+2

Upstream product

• 1467-05-6 4-ethylbenzylchloride 
• 24249-98-7 p-chloromethyl-2-bromoethylbenzene 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 73291-09-5 4-chloromethylbenzaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 53459-40-8 1-(2-chloroethyl)-4-(chloromethyl)benzene 
• 103-63-9 1-phenyl-2-bromoethane 
• 60-12-8 2-phenylethanol 
• 35793-35-2 p-chloromethyl-α-bromoethylbenzene 
• 100-41-4 ethylbenzene 
• 100-42-5 styrene 
• 107-30-2 chloromethyl methyl ether 
• 1074-61-9 (4-vinyl-phenyl)-methanol 
• 76297-21-7 1-(4-chloromethylphenyl)ethanol 

Downstream Products

• 67030-86-8 4-vinylbenzyl thioacetate 
• 188116-54-3 1,4,7-Tris-(4-vinyl-benzyl)-[1,4,7]triazonane 
• 906562-58-1 2-[5-methyl-5-(4-vinyl-benzyloxymethyl)-[1,3]dioxan-2-ylidene]-malononitrile 
• 1208862-96-7 (E)-methyl 5-(4-(chloromethyl)phenyl)pent-4-enoate 
• 32456-97-6 4-octenedioic acid dimethyl ester 
• 1146339-92-5 C₁₂H₂₈B₁₂S₂ 
• 172530-02-8 4-vinylbenzyldimethylammonio propanesulfonate 

Relevant academic research and scientific papers

Preparation method of P-chloromethyl styrene

The invention relates to the field of organic chemistry, in particular to a preparation method of p-chloromethyl styrene. The invention provides a preparation method of p-chloromethyl styrene, which comprises the following step: carrying out elimination reaction on 1-(2-chloroethyl)-4-chloromethylbenzene under alkaline conditions to prepare the p-chloromethyl styrene. According to the preparation method, the reaction raw materials with relatively low price are utilized, the manufacturing cost is reduced, the manufacturing process is simple and safe, various side reactions are less, the product conversion rate is high, the purity is high, and thus a good industrialization prospect can be realized.

Synthesis method of p-chloromethyl styrene

The invention relates to a synthesis method of an organic intermediate, in particular, a synthesis method of p-chloromethyl styrene. According to the synthesis method, a phase-transfer catalytic method is adopted; p-chloromethyl-alpha-bromoethylbenzene and potassium hydroxide are taken as the raw materials; toluene is taken as the solvent; and a phase-transfer catalysis is added to synthesize p-chloromethyl styrene. The synthesis method has the advantages that the reactions are mild, the energy consumption is low, no high pressure or high temperature is needed during the reaction process, thereactants do not react with the solvent or the phase-transfer catalyst, the yield is increased, the side reactions are reduced, and a high quality product is obtained.

Highly selective halogenation of unactivated C(sp3)-H with NaX under co-catalysis of visible light and Ag@AgX

The direct selective halogenation of unactivated C(sp3)-H bonds into C-halogen bonds was achieved using a nano Ag/AgCl catalyst at RT under visible light or LED irradiation in the presence of an aqueous solution of NaX/HX as a halide source, in air. The halogenation of hydrocarbons provided mono-halide substituted products with 95% selectivity and yields higher than 90%, with the chlorination of toluene being 81%, far higher than the 40% conversion using dichlorine. Mechanistic studies demonstrated that the reaction is a free radical process using blue light (450-500 nm), with visible light being the most effective light source. Irradiation is proposed to cause AgCl bonding electrons to become excited and electron transfer from chloride ions induces chlorine radical formation which drives the substitution reaction. The reaction provides a potentially valuable method for the direct chlorination of saturated hydrocarbons.

Structurally Defined Molecular Hypervalent Iodine Catalysts for Intermolecular Enantioselective Reactions

Molecular structures of the most prominent chiral non-racemic hypervalent iodine(III) reagents to date have been elucidated for the first time. The formation of a chirally induced supramolecular scaffold based on a selective hydrogen-bonding arrangement provides an explanation for the consistently high asymmetric induction with these reagents. As an exploratory example, their scope as chiral catalysts was extended to the enantioselective dioxygenation of alkenes. A series of terminal styrenes are converted into the corresponding vicinal diacetoxylation products under mild conditions and provide the proof of principle for a truly intermolecular asymmetric alkene oxidation under iodine(I/III) catalysis.

Aromatic cation activation: Nucleophilic substitution of alcohols and carboxylic acids

A new method for the nucleophilic substitution of alcohols and carboxylic acids using aromatic tropylium cation activation has been developed. This article reports the use of chloro tropylium chloride for the rapid generation of alkyl halides and acyl chlorides under very mild reaction conditions. It demonstrates, for the first time, the synthetic potential of tropylium cations in promoting chemical transformations.

Polymerizable compound having mildew resistance and polymer thereof

A novel mildew resistant polymerizable compound of the formula: STR1 wherein X is --0-- or --S--; and Y is a residue of a known mildew proofing compound, preferably, a residue of a compound selected from the group consisting of phenol substituted with 1 to 5 halogen atoms, p-chloro-m-cresol, o-phenylphenol, p-chloro-m-xylenol, salicylanilide, 8-hydroxyquinoline, 2-(4'-thiazolyl)benzimidazole, 2,5-dibromo-4-methylaniline, 1,2-benzoisothiazolin-3-one and 2-pyridinethiol-1-oxide. A polymer of the compound [I] and polyurethane composition containing the polymer are also disclosed.

Carboxy containing monomers

Certain ethylenically unsaturated polymerizable monomers having a reactive carboxy group are useful for preparing homo- and copolymers for a variety of uses, including diagnostic assays. The polymers can be supplied as latex particles in aqueous compositions. The monomers are represented by the structure: STR1 wherein: R is hydrogen, halo or alkyl of 1 to 3 carbon atoms, M is hydrogen, an alkali metal ion or an ammonium ion, and L is a linking group having from 8 to 50 atoms in its linking chain, and comprises two or more divalent hydrocarbon groups connected or terminated with one or more nitrogen, oxygen or sulfur atoms, or with one or more groups containing such atoms in the linking chain, provided L has at least one arylene which is not directly connected to the terminal STR2 group, and further provided that none of the hydrocarbon groups has non-aromatic unsaturation.

FACILE SYNTHESIS OF p-CHLOROMETHYLATED STYRENE BY ELIMINATION REACTION OF p-(2-BROMOETHYL)BENZYLCHLORIDE USING POTASSIUM HYDROXIDE AS A BASE UNDER PHASE TRANSFER CATALYSIS

Phase transfer catalyzed elimination reactions of p-(2-bromoethyl)-benzylchloride with potassium hydroxide gave p-chloromethylated styrene in high yield.