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DIETHYL 2-BROMOETHYLPHOSPHONATE is a clear, colorless to slightly yellow liquid that is utilized as a versatile reactant in various chemical reactions and applications across different industries. It is known for its ability to participate in radical coupling, click-chemistry, and other advanced chemical processes.

5324-30-1

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5324-30-1 Usage

Uses

Used in Chemical Synthesis:
DIETHYL 2-BROMOETHYLPHOSPHONATE is used as a reactant for the synthesis of organosoluble zirconium phosphonate nanocomposites, which are valuable materials in various applications due to their unique properties.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, DIETHYL 2-BROMOETHYLPHOSPHONATE is used as a reactant for the synthesis of hydrolytically stable phosphonic acids. These phosphonic acids are essential components in the formulation of dental adhesives, contributing to their effectiveness and durability.
Used in Advanced Chemical Reactions:
DIETHYL 2-BROMOETHYLPHOSPHONATE is employed as a reactant in click-chemistry, a set of powerful and selective reactions that are widely used in the synthesis of complex organic molecules. Its involvement in these reactions allows for the creation of novel compounds with potential applications in various fields.
Used in Asymmetric Epoxidation:
In the field of asymmetric epoxidation, DIETHYL 2-BROMOETHYLPHOSPHONATE is used as a reactant to facilitate the selective oxidation of unfunctionalized olefins. This process is crucial in the synthesis of enantiomerically pure compounds, which are essential in the pharmaceutical and agrochemical industries.
Used in Negishi Alkyl-Aryl Cross-Coupling:
DIETHYL 2-BROMOETHYLPHOSPHONATE is also used as a reactant in Negishi alkyl-aryl cross-coupling, a widely employed method for the formation of carbon-carbon bonds in organic synthesis. This reaction is particularly useful in the production of complex organic molecules and materials.
Overall, DIETHYL 2-BROMOETHYLPHOSPHONATE is a valuable chemical with a diverse range of applications across various industries, including pharmaceuticals, materials science, and advanced chemical synthesis. Its versatility and unique properties make it an essential component in the development of new products and technologies.

Check Digit Verification of cas no

The CAS Registry Mumber 5324-30-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,2 and 4 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 5324-30:
(6*5)+(5*3)+(4*2)+(3*4)+(2*3)+(1*0)=71
71 % 10 = 1
So 5324-30-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H14BrO3P/c1-3-9-11(8,6-5-7)10-4-2/h3-6H2,1-2H3

5324-30-1 Well-known Company Product Price

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  • TCI America

  • (B1781)  Diethyl 2-Bromoethylphosphonate  >95.0%(GC)

  • 5324-30-1

  • 5g

  • 430.00CNY

  • Detail
  • TCI America

  • (B1781)  Diethyl 2-Bromoethylphosphonate  >95.0%(GC)

  • 5324-30-1

  • 25g

  • 1,230.00CNY

  • Detail
  • Alfa Aesar

  • (B21156)  Diethyl 2-bromoethylphosphonate, 97%   

  • 5324-30-1

  • 5g

  • 314.0CNY

  • Detail
  • Alfa Aesar

  • (B21156)  Diethyl 2-bromoethylphosphonate, 97%   

  • 5324-30-1

  • 25g

  • 1349.0CNY

  • Detail
  • Aldrich

  • (D91152)  Diethyl2-bromoethylphosphonate  97%

  • 5324-30-1

  • D91152-5G

  • 383.76CNY

  • Detail
  • Aldrich

  • (D91152)  Diethyl2-bromoethylphosphonate  97%

  • 5324-30-1

  • D91152-25G

  • 1,618.11CNY

  • Detail

5324-30-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Bromoethylphosphonic Acid Diethyl Ester

1.2 Other means of identification

Product number -
Other names (2-Bromoethyl)phosphonic acid diethyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5324-30-1 SDS

5324-30-1Relevant academic research and scientific papers

Synthesis, structures and antimicrobial activities of nickel(II) and zinc(II) diaminomaleonitrile-based complexes

Sheikhshoaie, Iran,Lotfi, Najmeh,Sieler, Joachim,Krautscheid, Harald,Khaleghi, Moj

, p. 555 - 562 (2018)

Three Ni(II) and Zn(II) complexes [Ni(L1)], [Ni(L2)], and [Zn(L3)(DMSO)] (L1?=?2,3-bis(2-hydroxybenzylideneimino)-2,3-butenedinitrile, L2?=?2,3-bis(2-hydroxy-3-methoxybenzylideneimino)-2,3-butenedinitrile, L3?=?2,3-bis(2-hydroxy-1-naphthylideneimino)-2,3-butenedinitrile) were obtained in DMSO by one-pot syntheses. The complexes were characterized by physicochemical and spectroscopic methods. Also, their solid-state structures were determined by single-crystal X-ray diffraction. The geometries of the Ni(II) and Zn(II) complexes were square planar and square pyramidal, respectively. The complexes were screened in vitro against a fungal species and eight species of bacteria, revealing their antimicrobial activity.

Phosphonated homopolymers and copolymers via ring opening metathesis polymerization: Tg tuning, flame resistance, and photolithography

Zhang, Xiaojuan,Zhang, Qian,Xie, Chao,Gao, Aiting,Chang, Zheng,Kwon Oh, Jung,Yang, Peng,Li, Pengfei

, p. 1396 - 1408 (2016)

Phosphonated and epoxy-containing norbornene based monomers were prepared by Diels-Alder reaction. They were then combined with three other commercial cyclic unsaturated monomers to synthesize phosphonated homopolymers and copolymers via ring opening metathesis polymerization (ROMP) using second-generation Grubbs catalyst. Glass transitions of these polymers were tunable in a broad range from -14 to 91 °C by varying the flexibility of comonomer. Interestingly, copolymerization with cyclopentene inhibited the crystallization of polycyclopentene, and instead, led to a copolymer with two Tgs. Paradoxically, results from thermogravimetric analysis (TGA) were not consistent with the followed flame-retarding experiment, implying that the early weight loss from phosphonated moieties did not deleteriously affect the flame-resistant property which actually depended more on the percentage of char residual after thermal degradation. In application studies, the norbornene derivative phosphonated polymer was tested for the first time as flame retarding material, and showed significant self-extinguishing ability. In a second study, photolithography was also successfully performed via thiol-ene "click" chemistry, which allowed the phosphonated polymer a promising negative photoresist.

Syntheses and properties of poly(diethyl vinylphosphonate) initiated by lanthanide tris(borohydride) complexes: Polymerization controllability and mechanism

Li, Jing,Ni, Xufeng,Ling, Jun,Shen, Zhiquan

, p. 2409 - 2415 (2013)

Polymerization of diethyl vinylphosphonate (DEVP) is achieved by using lanthanide tris(borohydride) complexes, Ln(BH4)3(THF) 3 (Ln = Y, La, Nd, Sm, Gd, Dy, Lu) as an initiator. The characteristics and mechanism of polymerization as well as the properties of the resulting poly(diethyl vinylphophonate)s (PDEVPs) are studied. The effects of the lanthanide elements, the molar ratios of monomer to initiator ([M]/[ln]), reaction temperature and time on polymerization have been investigated in detail. The optimized polymerization conditions are 40 °C, 1 h in bulk with [M]/[ln] = 300. The kinetic study indicates that the polymerization of DEVP undergoes a controlled manner as the molecular weights (MWs) of PDEVPs increase with monomer conversion linearly maintaining moderate MW distribution (1.7-1.9). Additionally, a coordination anionic polymerization mechanism is proved by end-group analysis with ESI mass and 1H NMR spectroscopy. The obtained PDEVPs have low glass transition temperature (Tg = -62 °C) and high thermal decomposition temperature (Td > 300 °C) determined by differential scanning calorimetry and thermogravimetric analysis respectively. The thermosensitive behavior of PDEVP is characterized by evaluating the lower critical solution temperature of PDEVP in water by ultraviolet transmittance.

An Efficient Synthesis of 1,2,3-Triazole Bridge-Connected Phosphonate Derivatives of Coumarin

Li, Xu,Chen, Xiaolan,Yuan, Jinwei,Liu, Yang,Li, Peipei,Qu, Lingbo,Zhao, Yufen

, p. 961 - 971 (2015)

An efficient general synthetic approach giving the possibility of a facile access to a wide range of novel 1,2,3-triazole bridge-connected phosphonate derivatives of coumarin, based on a copper(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition, has been developed. Under the optimized conditions, a novel series of 1,2,3-triazole bridge-connected phosphonate derivatives of coumarin was synthesized in high yields, and their structures were elucidated by NMR, IR, and HR MS.

Regioselective Synthesis of Novel Functionalized Pyrano[2′,3′:4,5]pyrimido[1,6-b][1,2,4,5]triazaphosphepines

Ali,Assiri,Yahia,Zahran,Meselhy,Hussien

, p. 79 - 84 (2021/03/04)

Abstract: The reactions of6-acetyl-3-amino-4-imino-7-methyl-5-phenyl-3,5-dihydro-4H-pyrano[2,3-d]pyrimidine with triethyl phosphite and some electrophilicreagents, namely 1,2-dibromoethane, oxalyl chloride, chloroacetyl chloride, andethyl chloroacetate, were studied. These one-pot three-component reactionsregioselectively afforded four new11-acetyl-2-ethoxy-10-methyl-12-phenylpyrano[2′,3′:4,5]pyrimido[1,6-b][1,2,4,5λ5]triazaphosphepin-2-ones in69–73% yields.

OPTICALLY-ACTIVE 2-AMINO-PHOSPHONOALKANE ACID, OPTICALLY-ACTIVE 2-AMINOPHOSPHONOALKANE ACID SALT, AND HYDRATES OF THESE

-

Paragraph 0096; 0097, (2020/05/14)

A novel compound has pharmacological activities comparable to those of Nahlsgen and is storable excellently stably. The compound can be produced by a method according to the present invention for producing an optically active 2-amino-phosphonoalkanoic acid salt. In the method, a starting material DL-2-amino-phosphonoalkanoic acid represented by Formula (1) or a hydrate thereof is reacted with an optically active basic compound other than an optically active lysine, to give a diastereomeric salt mixture including a first salt (including a hydrate salt) between a D-2-amino-phosphonoalkanoic acid represented by Formula (1-1) and the optically active basic compound, and a second salt (including a hydrate salt) between an L-2-amino-phosphonoalkanoic acid represented by Formula (1-2) and the optically active basic compound. The diastereomeric salt mixture is fractionally crystallized to isolate one of the first and second diastereomeric salts.

Compounds and compositions as TLR activity modulators

-

Page/Page column 134, (2018/05/04)

The invention provides a novel class of compounds, immunogenic compositions and pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with Toll-Like Receptors 7. In one aspect, the compounds are useful as adjuvants for enhancing the effectiveness of a vaccine.

Synthesis and biological activity investigation of azole and quinone hybridized phosphonates

Subedi, Yagya Prasad,Alfindee, Madher N.,Shrestha, Jaya P.,Becker, Greg,Grilley, Michelle,Takemoto, Jon Y.,Chang, Cheng-Wei Tom

supporting information, p. 3034 - 3037 (2018/08/09)

Phosphonates, azoles and quinones are pharmacophores found in bioactive compounds. A series of phosphonates conjugated to azoles and quinones with variable carbon chain lengths were synthesized in 3–4 steps with good yield. Antifungal assay of these compounds showed that ethyl protected phosphates have excellent inhibitory activity against phytopathogenic fungus Fusarium graminearum, and the free-base phosphates have good activity against human pathogenic fungi Aspergillus flavus and Candida albicans. Structure- activity relationship (SAR) studies showed activity increases with longer carbon chain length between phosphonate and anthraquinone analogs consisting of azole and quinone moieties. These newly synthesized compounds also have mild antibacterial activities to Gram positive bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). Cytotoxicity analysis of these compounds against HeLa cells reveals that the phosphoric acid analogs are less toxic compared to ethyl protected phosphonates. Three leads compounds have been identified with prominent antifungal activity and low cytotoxicity.

Involucrin gene expression promoter

-

Paragraph 0084; 0085, (2019/03/28)

PROBLEM TO BE SOLVED: To provide an involucrin gene expression promoter that has high effect of promoting involucrin gene expression, and is applied to the skin, to quickly increase involucrin concentrations, and markedly improving the barrier function. SOLUTION: An involucrin gene expression promoter contains at least one selected from a compound represented by the following formula (1) [where R1 and R2 are the same or different to represent a hydrogen atom, or a substituent. n is an integer of 1 or greater], a salt thereof, and their hydrates as an active ingredient. SELECTED DRAWING: None COPYRIGHT: (C)2019,JPO&INPIT

Co(II)4Gd(III)6 phosphonate grid and cage as molecular refrigerants

Tang, Xiaoyan,Zhong, Qixuan,Xu, Ji,Li, Haiqing,Xu, Sinong,Cui, Xueyuan,Wei, Bo,Ma, Yunsheng,Yuan, Rongxin

supporting information, p. 195 - 199 (2016/01/12)

The study on structure-property relationships of polynuclear 3d-Gd clusters are very essential in the fields of magnetic refrigerants. We designed two new bulky phosphonic acids: (3-(9H-carbazol-9-yl)propyl)phosphonic acid (CarbpPO3H2) and (2-(9-methyl-9H-fluoren-9-yl)ethyl)phosphonic acid (FlumePO3H2). Based on these ligands, two clusters [Co(II)4Gd(III)6(CarbpPO3)6(tBuCO2)14(tBuCO2H)(H2O)3].9CH3CN.CH2Cl2 (1) and [Co(II)4Gd(III)6(FlumePO3)3(tBuCO2)14(μ3-OH)6(H2O)2(CH3CN)].6CH3CN (2) were synthesized under ambient condition. Compound 1 has a [3 × 3] grid-like structure, while compound 2 has a rare helmet-like cage structure. The magnetocaloric effect (MCE) have been tuned from 22.83 to 29.06 J kg-1 K-1 as the molecular structure changes from grid to cage.

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