2873-74-7

Usage

Chemical Properties

CLEAR COLORLESS TO YELLOW OR RED-BROWNISH LIQUID

InChI:InChI=1/C5H6Cl2O2/c6-4(8)2-1-3-5(7)9/h1-3H2

Upstream product

• 110-94-1 1,5-pentanedioic acid 
• 111-29-5 1 ,5-pentanediol 
• 108-55-4 glutaric anhydride, 
• 124-04-9 Adipic acid 
• 110-15-6 succinic acid 
• 544-13-8 Glutaronitrile 
• 7719-09-7 thionyl chloride 

Downstream Products

• 4649-00-7 glutaric acid di-p-tolyl ester 
• 4609-11-4 1,5-bis(4-methoxyphenyl)pentane-1,5-dione 
• 102172-47-4 glutaric acid bis-(2-methoxy-phenyl ester) 
• 13424-80-1 N,N,N′,N′-tetramethylglutaramide 
• 6280-01-9 1,5-Bis-(2,4-dimethyl-phenyl)-pentan-1,5-dion 
• 420119-85-3 5-(2,4-dimethylphenyll)-5-oxopentanoic acid 
• 35333-17-6 1,5-bis-(4-chloro-phenyl)-pentane-1,5-dione 
• 101684-67-7 1,5-bis-(4-ethoxy-phenyl)-pentane-1,5-dione 
• 854704-82-8 N,N'-dimethyl-N,N'-diphenyl-glutaramide 
• 25344-24-5 N¹,N⁶-dibenzyladipamide 
• 43052-39-7 glutaric acid di(tert-butyl)ester 
• 47172-89-4 diphenyl glutarate 
• 102660-63-9 N,N'-Di-p-thiotoluyl-glutarsaeure-diamid 
• 106170-55-2 Glutarsaeure-bis--anhydrid 

Relevant academic research and scientific papers

Construction of the A/B/C core of mexicanolides via a tandem double-aldol reaction

An efficient and concise approach for rapid assembly of the ABC tricyclic carbon skeleton of mexicanolide-type limonoids is described. The acetal/ketal diketoester precursors were prepared from simple starting materials by LiOH-mediated Michael reactions. The ABC tricyclic skeleton bearing multiple stereogenic centers was efficiently constructed by a powerful one-pot cascade reaction, which includes acetal/ketal hydrolysis, double intramolecular aldol condensation, and alkene migration.

Copper(I)-catalyzed [2 + 2] photocycloadditions with tethered linkers: Synthesis of syn-photodimers of dicyclopentadienes

Cu(I)-catalyzed intramolecular photocycloadditions of diesters made of endo-dicyclopentadiene derivatives linked by the ester bonds with tethers are highly regio- and stereoselective and complete within hours, and the tethers can be easily cleaved afterward upon reduction with LiAlH4. Irradiation of the diesters afforded a 1:1 mixture of the heretofore unknown exo-cis-exo dimer, originating from the (R,S/S,R) diastereomer of the diester and the exo-trans-exo, deriving frond the (R,R/S,S) diastereomer. The intermolecular photodimerization yielded, instead, only exo-transexo isomers and side products after irradiation for several days. The role of the tether's length and structure on the course of the photocycloadditions was investigated, and it was observed that short tethers introduce considerable strain in the products' framework. Adamantyl-containing tethers the shortest reaction times and highest yields. X-ray diffraction analysis of an exo-cis-exo provided stereoisomer containing adamantane in the tether exhibited an unusually close approach between H atoms on the methylene bridges and a long C-C distance in the cyclobutane ring. A rearrangement induced by X-ray irradiation was observed in this molecule.

Aziridine-2-carboxylic acid derivatives and its open-ring isomers as a novel PDIA1 inhibitors

[Figure not available: see fulltext.] Acyl derivatives of aziridine-2-carboxylic acid have been synthesized and tested as PDIA1 inhibitors. Calculations of charge value and distribution in aziridine ring system and some alkylating agents were performed. For the first time was found that acyl derivatives of aziridine-2-carboxylic acid are weak to moderately active PDIA1 inhibitors.

Fluorescent molecular photoswitch based on basket-shaped porphyrins

Here we present two novel basket-shaped porphyrins bridged by photochromic diarylethene derivatives, which show significant photoswitchable fluorescent properties. Their synthesis, structures, photochromism and fluorescence characteristics were reported in detail. They are desirable for reversible light-driven fluorescent molecular switches.

SUBSTITUTED HETEROCYCLIC INHIBITORS OF LYSINE BIOSYNTHESIS VIA THE DIAMINOPIMELATE PATHWAY

The present invention relates to certain heterocyclic compounds of Formula (I) that have the ability to inhibit lysine biosynthesis via the diaminopimelate biosynthesis pathway in certain organisms. As a result of this activity these compounds can be used in applications where inhibition of lysine biosynthesis is useful. Applications of this type include the use of the compounds as herbicides. Formula (I)

Photostimulus-Responsive Large-Area Two-Dimensional Covalent Organic Framework Films

Using an external stimulus to modulate the electronic structure of covalent organic frameworks (COFs) is very important because such a response will endow them with additional functions. A two-dimensional (2D) COF, constructed from a photo-responsive unit (1,2-bis(5-formyl-2-methylthien-3-yl)cyclopentene), can reversibly switch its electrical conductivity 200 times from low state (the open form) to high state (the closed form) upon irradiation with UV light and reversible with visible light. This reversible phenomenon can be monitored through a circuit containing a light-emitting diode (LED). Photoinduced ring-closing/opening reactions do not destroy the integrity of the frameworks, and both processes follow logarithmic carrier generation with time. Moreover, the correlation between COFs electronic properties and changes in photoinduced kinetics and absorption curves has been demonstrated.

Synthesis and properties of tetraphenylethylene derivatived diarylethene with photochromism and aggregation-induced emission

A series of new diarylethene compounds with both photochromism and aggregation-induced emission have been synthesized by connecting tetraphenylethene and triphenylethene to the bisthienylethene. All the four compounds exhibit good photochromism upon irradiation with alternative UV and visible light. And they are all provided with aggregation-induced emission properties in tetrahydrofuran solution with different fraction of water, non-emissive in the pure tetrahydrofuran solution but yellowish green fluorescence in the aggregate or solid state. Furthermore, the compounds connecting tetraphenylethene to the bisthienylethene were found to exhibit the stronger fluorescence emission in the aggregate or solid state than the ones connecting triphenylethene to the bisthienylethene.

Novel bivalent securinine mimetics as topoisomerase I inhibitors

A series of novel bivalent securinine mimetics incorporating different linkers between C-15 and C-15′ were synthesized and their topoisomerase I (Topo I) inhibitory activities evaluated. It was thus revealed that mimetic R2 incorporating a rigid m-substituted benzene linker exhibits Topo I inhibitory activity three times that of parent securinine. Comprehensive structure-activity relationship analyses in combination with docking studies were used to rationalize the potent activity of these bivalent mimetics. Mechanistic studies served to confirm the deductions arising from docking studies that the active bivalent mimetics not only inhibited complexation between Topo I and DNA but also stabilized the Topo I-DNA complex itself.

A Two-Directional Synthesis of (+)-β-Isosparteine

A two-directional synthesis of (+)-β-isosparteine is described in five steps from glutaric acid, where the entire carbon and nitrogen backbone of the alkaloid, possessing the requisite relative and absolute stereochemistry at its four stereogenic centers, is assembled using a double imino-aldol reaction.

Thermotropic liquid crystalline polyesters derived from 2-chloro hydroquinone

Abstract: Synthesis of thermotropic liquid crystalline polyesters derived from bis[4-hydroxy benzoyloxy]-2-chloro-1,4-benzene (BHBOCB) and aliphatic dicarboxylic acid chlorides by interfacial polycondensation methodology is presented. Synthesised polyesters consist of bis[4-hydroxy benzoyloxy]-2-chloro-1,4-benzene as a mesogen and aliphatic diacid chloride as flexible spacer. The length of oligomethylene units in the polymer was varied from the trimethylene to the dodecamethylene groups. Synthesized polyesters were characterized by differential scanning calorimetry and optical microscopy. The transition temperatures and thermodynamic properties were studied for all these polymers. These polyesters exhibited thermotropic liquid crystalline behavior and showed nematic texture except decamethylene spacer. Decamethylene spacer based polyester showed marble texture of smectic C. Mesophase stability of these polyesters was higher than 123 °C (except first heating cycle of PE-1). Graphical Abstract:: SYNOPSIS The present study deals with the synthesis of thermotropic liquid crystalline polyesters derived from bis[4-hydroxy benzoyloxy]-2-chloro-1,4-benzene (BHBOCB) and aliphatic dicarboxylic acid chlorides by interfacial polycondensation methodology. [Figure not available: see fulltext.].