2,6-Dichloroquinone-4-chloroimide
目录号 : GC681322,6-Dichloroquinone-4-chloroimide 是一种用于有机化合物的喷雾试剂。2,6-Dichloroquinone-4-chloroimid 可用于薄层色谱。2,6-Dichloroquinone-4-chloroimid 可用作光学传感器，用于快速检测处理过的木材中的氯菊酯。
Cas No.:101-38-2
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >97.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
2,6-Dichloroquinone-4-chloroimide is a spray reagent for organic compounds. 2,6-Dichloroquinone-4-chloroimide can be used in thin-layer chromatograms. 2,6-Dichloroquinone-4-chloroimide can be used as an optical sensor for rapid detection of permethrin in treated wood[1][2].
[1]. Joseph H. Ross, et al. 2,6-Dichloroquinone 4-chloroimide as a reagent for amines and aromatic hydrocarbons on thin-layer chromatograms. Anal. Chem. 1968, 40, 14, 2138-2143.
[2]. Arip MN, et al. Reaction of 2,6-dichloroquinone-4-chloroimide (Gibbs reagent) with permethrin - an optical sensor for rapid detection of permethrin in treated wood. Chem Cent J. 2013 Jul 16;7:122.
| Cas No. | 101-38-2 | SDF | Download SDF |
| 分子式 | C6H2Cl3NO | 分子量 | 210.45 |
| 溶解度 | DMSO : 100 mg/mL (475.17 mM; Need ultrasonic) | 储存条件 | Store at -20°C,protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 4.7517 mL | 23.7586 mL | 47.5172 mL |
| 5 mM | 0.9503 mL | 4.7517 mL | 9.5034 mL |
| 10 mM | 0.4752 mL | 2.3759 mL | 4.7517 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Formation of 2,6-dichloro-1,4-benzoquinone from aromatic compounds after chlorination
Water Res 2017 Mar 1;110:48-55.PMID:27984805DOI:10.1016/j.watres.2016.12.005.
Halobenzoquinones are a group of disinfection byproducts formed by chlorination of certain substances in water. However, to date, the identities of halobenzoquinone precursors remain unknown. In this study, the formation of 2,6-dichloro-1,4-benzoquinone (DCBQ), a typical halobenzoquinone, from 31 aromatic compounds was investigated after 60 min of chlorination. DCBQ was formed from 21 compounds at molar formation yields ranging from 0.0008% to 4.9%. Phenol and chlorinated phenols served as DCBQ precursors, as reported previously. Notably, DCBQ was also formed from para-substituted phenolic compounds. Compounds with alkyl and carboxyl groups as para-substituents led to relatively higher molar formation yields of DCBQ. Moreover, p-quinone-4-chloroimide, 2,6-Dichloroquinone-4-chloroimide (2,6-DCQC), and para-substituted aromatic amines (e.g., aniline and N-methyl aniline) served as DCBQ precursors upon chlorination. It was deduced that DCBQ was formed from the para-substituted aromatic amines via 3,5-dichloroquinone-4-chloroimide, a structural isomer of 2,6-DCQC. These results suggested that DCBQ was formed by chlorination of natural organic matter containing para-substituted phenolic species and para-substituted aromatic amines, despite the absence of phenol in water.
Reaction of 2,6-Dichloroquinone-4-chloroimide (Gibbs reagent) with permethrin - an optical sensor for rapid detection of permethrin in treated wood
Chem Cent J 2013 Jul 16;7:122.PMID:23867006DOI:10.1186/1752-153X-7-122.
Background: A novel optical sensor for the rapid and direct determination of permethrin preservatives in treated wood was designed. The optical sensor was fabricated from the immobilisation of 2,6-dichloro-p-benzoquinone-4-chloroimide (Gibbs reagent) in nafion/sol-gel hybrid film and the mode of detection was based on absorption spectrophotometry. Physical entrapment was employed as a method of immobilisation. Results: The sensor gave a linear response range of permethrin between 2.56-383.00 μM with detection limit of 2.5 μM and demonstrated good repeatability with relative standard deviation (RSD) for 10 μM at 5.3%, 100 μM at 2.7%, and 200 μM at 1.8%. The response time of the sensor was 40 s with an optimum response at pH 11. Conclusions: The sensor was useful for rapid screening of wood or treated wood products before detailed analysis using tedious procedure is performed. The validation study of the optical sensor against standard method HPLC successfully showed that the permethrin sensor tended to overestimate the permethrin concentration determined.
Electronic, infrared, and 1HNMR spectral studies of the novel charge-transfer complexes of o-tolidine and p-toluidine with alternation pi-acceptors (3,5-dinitro benzoic acid and 2,6-Dichloroquinone-4-chloroimide) in CHCl3 solvent
Spectrochim Acta A Mol Biomol Spectrosc 2006 Jun;64(3):778-88.PMID:16387536DOI:10.1016/j.saa.2005.07.076.
The rapid interaction between o-tolidine and p-toluidine (pi-donors) with the pi-acceptors, e.g., 3,5-dinitrobenzoic acid (DNB) and 2,6-Dichloroquinone-4-chloroimide (DCQ) results in the formation of 1:1 charge-transfer complexes as the final products, [(o-tolidine) (acceptor)] and [(p-toluidine) (acceptor)]. The final products of the reactions have been isolated and characterized using FTIR, 1HNMR spectroscopy and elemental analysis as well as photometric titration. The stoichiometry and apparent formation constants of the complexes formed were determined by applying the conventional spectrophotometric molar ratio method.
Haloquinone Chloroimides as Toxic Disinfection Byproducts Identified in Drinking Water
Environ Sci Technol 2021 Dec 21;55(24):16347-16357.PMID:34881563DOI:10.1021/acs.est.1c01690.
Haloquinone chloroimides (HQCs) are suspected to be highly toxic contaminants, and their production during drinking water disinfection is predicted. However, HQC disinfection byproducts (DBPs) have not been reported in drinking water to date because of analytical limitations. In this study, we developed an analytical method to detect five HQCs, including 2,6-Dichloroquinone-4-chloroimide (2,6-DCQC), 2,6-dibromoquinone-4-chloroimide (2,6-DBQC), 2-chloroquinone-4-chloroimide (2-CQC), 3-chloroquinone-4-chloroimide (3-CQC), and 2,6-dichloroquinone-3-methyl-chloroimide (2,6-DCMQC). This method combined a derivatization reaction of HQCs with phenol in alkaline solutions to produce halogenated indophenols, a solid-phase extraction pretreatment using hydrophilic-lipophilic balanced (HLB) cartridges, and a multiple reaction monitoring (MRM) method for quantification. The method was demonstrated to be sensitive and accurate with recoveries of 71-85% and limits of detection of 0.1-0.2 ng/L for the five tested HQCs. Using this method, five tested HQCs were identified in drinking water samples from nine water treatment plants and water distribution systems as new DBPs at concentrations of up to 23.1 ng/L. The cytotoxicity of the five tested HQCs in HepG2 cells was higher than or comparable to that of 2,6-dichloro-1,4-benzoquinone (2,6-DCBQ), an emerging DBP that was hundreds to thousands of times more toxic than regulated DBPs. This study presents the first analytical method for HQC DBPs in drinking water and the first set of occurrence and cytotoxicity data of HQC DBPs.
Increasing the Efficacy of Seproxetine as an Antidepressant Using Charge-Transfer Complexes
Molecules 2022 May 20;27(10):3290.PMID:35630766DOI:10.3390/molecules27103290.
The charge transfer interactions between the seproxetine (SRX) donor and π-electron acceptors [picric acid (PA), dinitrobenzene (DNB), p-nitrobenzoic acid (p-NBA), 2,6-Dichloroquinone-4-chloroimide (DCQ), 2,6-dibromoquinone-4-chloroimide (DBQ), and 7,7',8,8'-tetracyanoquinodi methane (TCNQ)] were studied in a liquid medium, and the solid form was isolated and characterized. The spectrophotometric analysis confirmed that the charge-transfer interactions between the electrons of the donor and acceptors were 1:1 (SRX: π-acceptor). To study the comparative interactions between SRX and the other π-electron acceptors, molecular docking calculations were performed between SRX and the charge transfer (CT) complexes against three receptors (serotonin, dopamine, and TrkB kinase receptor). According to molecular docking, the CT complex [(SRX)(TCNQ)] binds with all three receptors more efficiently than SRX alone, and [(SRX)(TCNQ)]-dopamine (CTcD) has the highest binding energy value. The results of AutoDock Vina revealed that the molecular dynamics simulation of the 100 ns run revealed that both the SRX-dopamine and CTcD complexes had a stable conformation; however, the CTcD complex was more stable. The optimized structure of the CT complexes was obtained using density functional theory (B-3LYP/6-311G++) and was compared.