2892-63-9

Usage

Uses

Used in Chemical Industries:
3,4-Dichlorocyclobut-3-ene-1,2-dione is used as a chemical intermediate for various chemical reactions in the industry. Its organochlorine nature allows it to participate in a range of reactions, making it a valuable component in the synthesis of other compounds.
Used in Research Laboratories:
In research settings, 3,4-Dichlorocyclobut-3-ene-1,2-dione serves as a subject of study for understanding the properties and reactivity of organochlorine compounds. Its unique structure and composition make it an interesting candidate for exploring new chemical pathways and potential applications in various fields.

InChI:InChI=1/C4Cl2O2/c5-1-2(6)4(8)3(1)7

Upstream product

• 3200-96-2 2,3,4,4-tetrachloro-cyclobut-2-en-1-one 
• 2892-51-5 squaric acid 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 52427-63-1 3,4-Bis-(benzylthio)-cyclobuten-dion 
• 88299-40-5 cis-11,12-dichloro-3,9-bis-(2,4,6-trimethyl-phenyl)-1,4,7,10-tetraoxa-2,8-diaza-dispiro[4.0.4.2]dodeca-2,8,11-triene 
• 68239-27-0 3-Chlor-4-morpholino-3-cyclobuten-1,2-dion 
• 54153-95-6 di-morpholin-4-yl-cyclobutenedione 
• 102268-26-8 C₁₃H₁₃NO₃ 
• 147933-02-6 3-chloro-4-phenacylcyclobut-3-ene-1,2-dione 
• 137502-10-4 2,3-dichloro-4-hydroxy-4-phenacylcyclobut-2-enone 
• 137502-11-5 4-(1-benzoylethyl)-2,3-dichloro-4-hydroxycyclobut-2-enone 
• 37669-68-4 3-Chlor-4-(dimethylamino)-3-cyclobuten-1,2-dion 
• 146040-19-9 4-(3-carbethoxypropyl)-3-cyclohexylcyclobutene-1,2-dione 
• 102268-50-8 1-(2-Hydroxy-3,4-dioxo-cyclobutenyl)-triphenylarsonium-betain 
• 147933-03-7 3-chloro-4-(2-oxocyclohexyl)cyclobut-3-ene-1,2-dione 
• 147932-91-0 2-(2,3-dichloro-1-hydroxy-4-oxocyclobut-2-enyl)cyclohexanone 
• 97962-52-2 3-(N-Benzylanilino)-4-chlor-3-cyclobuten-1,2-dion 

Relevant academic research and scientific papers

Water-driven chemoselective reaction of squarate derivatives with amino acids and peptides

(Chemical Equation Presented) Here, we report a new class of highly chemoselective reactions between squarate derivatives and the amino acid cysteine or unprotected peptides with a N-terminus cysteine that proceed most efficiently in entirely aqueous solu

New, optimized preparation of 1,2-dichlorocyclobuten-3,4-dione (C4O2Cl2) from squaric acid and oxalyl chloride

1,2-Dichlorocyclobuten-3,4-dione, a key intermediate in the chemistry of cyclobutenes and their derivatives is obtained by the dimethylformamide catalyzed reaction of squaric acid and oxalyl chloride. The process was optimized by using guidelines from thermodynamics, transport properties, and experimental observations, and gives nearly quantitatively a product which can be easily brought to very high purity.

Heterotriangulene-based unsymmetrical squaraine dyes: synergistic effects of donor moieties and out-of-plane branched alkyl chains on dye cell performance

Unsymmetrical squaraine sensitizers with two different donor moieties, triphenylamine (NSQR) and heterotriangulene (NSQ1-3), for dye-sensitized solar cells (DSSCs) have been designed and synthesized. These dyes utilize the indolium moiety to control charge recombination dynamics at the TiO2-dye-electrolyte interface by connecting linear and branched alkyl functionalities. In the present study, an efficient heterotriangulene (HT) donor and a branched alkyl group at sp3-C atoms were strategically incorporated to increase the power conversion efficiency (PCE) of zwitterionic dyes by improving photo-current density (Jsc) and open-circuit potential (Voc) of the cell. Among these four dyes, NSQ3 exhibited the highest efficiency of 6.73% with a Jsc of 18.74 mA cm?2, Voc of 0.53 V, and fill factor (ff) of 68.3%, without any co-adsorbent under an irradiance of 100 mW cm?2 (simulated AM 1.5G sunlight). In the presence of 3α,7α-dihydroxy-5β-cholanic acid (CDCA), NSQ1, NSQ2 and NSQ3 showed an efficiency of 7.07%, 7.38% and 7.17%, respectively. Despite the low Voc, far red light harvesting efficiency, reduced dye aggregation, long lifetime (τ) of injected electrons and high quantum efficiency of NSQ1-3 played constructive roles in achieving high PCE efficiency. Deceleration of charge recombination for NSQ dye cells was further studied by electrochemical impedance spectroscopy (EIS) and open-circuit photo-voltage decay (OCVD) measurements.

One-step synthesis of alkyl 2-chloropyrimido[1,2-a]benzimidazole-3-carboxylates under catalyst-free: Combined experimental and computational studies

An efficient method for the preparation of pyrimido[1,2-a]benzimidazole derivatives utilizing squaric acid dichloride has been developed at room temperature without catalyst. This method provided a rapid synthesis of pyrimido[1,2-a]benzimidazole system. T

Synthesis and antiplasmodial activity of bisindolylcyclobutenediones

Malaria is one of the most dangerous infectious diseases. Because the causative Plasmod-ium parasites have developed resistances against virtually all established antimalarial drugs, novel antiplasmodial agents are required. In order to target plasmodial

COMPOUNDS, INFRARED ABSORBERS, INFRARED ABSORBING/BLOCKING FILMS, PHOTOELECTRIC DEVICES, SENSORS, AND ELECTRONIC DEVICES

A compound is represented by Chemical Formula 1. In Chemical Formula 1, R1 to R4, R11a to R14c, and n are the same as defined in the detailed description.

Discovery of Benzocyclic Sulfone Derivatives as Potent CXCR2 Antagonists for Cancer Immunotherapy

Increasing evidence shows that the CXC chemokine receptor 2 (CXCR2) signaling pathway is essentially implicated in the recruitment of myeloid-derived suppressor cells (MDSCs) to the tumor microenvironment and leads to MDSC-mediated immune suppression. Therefore, CXCR2 has recently emerged as a promising drug target for cancer immunotherapy. In this paper, benzocyclic sulfone derivatives were designed as potent CXCR2 antagonists. Structure-activity relationship studies resulted in two lead compounds 9b and 11h, which demonstrated double-digit nanomolar potencies against CXCR2 and significantly inhibited neutrophil infiltration into the air pouch in an in vivo setting. More importantly, 9b and 11h dose-dependently inhibited the tumor growth through oral administration in the Pan02 mouse model. Further cytometry and immunohistochemical analyses revealed that 9b and 11h could reduce the infiltration of neutrophils and MDSCs and enhance the infiltration of CD3+ T lymphocytes into the Pan02 tumor tissues, shedding light on their mechanisms of action in cancer immunotherapy.

Acrylic organic micromolecular hole transport material and application thereof

The invention discloses an acrylic organic micromolecular hole transport material and application thereof, and relates to the technical field of photoelectric materials. or. The method provided by the invention has high hole mobility and photoelectric con

NOVEL OXADIAZOLE COMPOUNDS FOR CONTROLLING OR PREVENTING PHYTOPATHOGENIC FUNGI

The present invention discloses a compound of formula (I), wherein, R1, L1,A, k, L2, W, L4, R5, R8 and R9 are as defined in the detailed description. The present invention furthe

Highly efficient crystal red fluorescent 1,2-squaraine dyes with excellent biocompatibility and bioimaging

A new family of asymmetrical 1,2-squaraine dyes (1,2-SQs) were designed and synthesized in high yields. The photophysical analysis presented that these 1,2-SQs showed strong red fluorescence in crystal state but weak fluorescence in solution, suggesting their aggregation-induced emission enhancement (AIEE) properties. Single crystals X-ray diffraction revealed that the intense fluorescence in the crystal state can be attributed to the effects of long alkyl chains or large group substituents in the molecules, which efficiently prevented the tight intermolecular contact and reduced π–π interactions. The biocompatibility and cell imaging applications of SQ4 were further investigated. The results demonstrated that SMMC-7721 cell can be clearly imaged by SQ4, which inferred SQ4 had excellent biocompatibility and potential value for bioimaging.