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ETHYL ALPHA-BROMOPHENYLACETATE, also known as α-Bromobenzeneacetic acid ethyl ester, is an organic compound that serves as an alkyl halide initiator in various polymerization processes. It is characterized by its ability to initiate controlled/living radical polymerization, which allows for the synthesis of polymers with specific properties and structures.

2882-19-1

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2882-19-1 Usage

Uses

Used in Polymer Synthesis:
ETHYL ALPHA-BROMOPHENYLACETATE is used as an alkyl halide initiator for the controlled/living radical polymerization of styrene and methyl methacrylate. This application is crucial for producing polymers with well-defined structures and properties, which can be tailored for specific applications in various industries.
Used in Chemical Synthesis:
Ethyl α-bromophenylacetate (EBPA) may be used to synthesize α-ethoxycarbonyl-N,α-diphenylnitrone, a compound with potential applications in various chemical and pharmaceutical processes.
Used in Polymerization of Dimethyl(methacryloyloxymethyl) Phosphonate:
ETHYL ALPHA-BROMOPHENYLACETATE is used as an initiator for the polymerization of dimethyl(methacryloyloxymethyl) phosphonate, a process that can lead to the development of polymers with specific properties, such as flame retardancy or improved thermal stability.
Used in Polymerization of Methyl Methacrylate (MMA):
As an initiator, ETHYL ALPHA-BROMOPHENYLACETATE is utilized in the polymerization of methyl methacrylate (MMA), a common monomer used to produce polymethyl methacrylate (PMMA), a versatile plastic material known for its transparency, rigidity, and weather resistance.
Used in Polymerization of Trimethylolpropane Triacrylate (TMPTA):
ETHYL ALPHA-BROMOPHENYLACETATE is also used as an initiator for the polymerization of trimethylolpropane triacrylate (TMPTA), a trifunctional monomer that can be used to produce highly crosslinked polymers with enhanced mechanical properties and chemical resistance.

Synthesis Reference(s)

Tetrahedron Letters, 13, p. 4067, 1972 DOI: 10.1016/S0040-4039(01)94239-X

Precautions

Moisture sensitive. Store away from oxidizing agents, air and water/moisture. Keep the container tightly closed and place it in a cool, dry and well ventilated condition. Store under inert gas.

Check Digit Verification of cas no

The CAS Registry Mumber 2882-19-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,8 and 2 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2882-19:
(6*2)+(5*8)+(4*8)+(3*2)+(2*1)+(1*9)=101
101 % 10 = 1
So 2882-19-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H11BrO2/c1-2-13-10(12)7-8-5-3-4-6-9(8)11/h3-6H,2,7H2,1H3

2882-19-1 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (B21114)  Ethyl alpha-bromophenylacetate, 97%   

  • 2882-19-1

  • 10g

  • 557.0CNY

  • Detail
  • Alfa Aesar

  • (B21114)  Ethyl alpha-bromophenylacetate, 97%   

  • 2882-19-1

  • 50g

  • 2103.0CNY

  • Detail
  • Alfa Aesar

  • (B21114)  Ethyl alpha-bromophenylacetate, 97%   

  • 2882-19-1

  • 250g

  • 8071.0CNY

  • Detail

2882-19-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name ETHYL α-BROMOPHENYLACETATE

1.2 Other means of identification

Product number -
Other names ethyl-2-bromo-2-phenylacetate

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:2882-19-1 SDS

2882-19-1Relevant academic research and scientific papers

PYRROLIDINE-PYRAZOLES AS PYRUVATE KINASE ACTIVATORS

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Paragraph 569-571, (2021/10/11)

The subject matter described herein is directed to pyruvate kinase activating compounds of Formula I and pharmaceutical salts thereof, methods of preparing the compounds, pharmaceutical compositions comprising the compounds and methods of administering the compounds for the treatment of diseases associated with PKR and/or PKM2, such as pyruvate kinase deficiency, sickle cell disease, and beta-thalassemia.

Bromination of α-Diazo Phenylacetate Derivatives Using Cobalt(II) Bromide

Wang, Haifeng,Sun, Xiangli,Hu, Manman,Zhang, Xiaoyi,Xie, Lele,Gu, Shuangxi

supporting information, p. 3347 - 3351 (2020/07/04)

A method for the bromination of α-diazo phenylacetate derivatives using cobalt(II) bromide is described. This bromination reaction features a short reaction time, broad substrate scope, operational simplicity, acid-free conditions, and gram-scalability. (Figure presented.).

Manganese-Catalyzed Dual-Deoxygenative Coupling of Primary Alcohols with 2-Arylethanols

Wang, Yujie,Shao, Zhihui,Zhang, Kun,Liu, Qiang

supporting information, p. 15143 - 15147 (2018/11/01)

Reported herein is a general and efficient dual-deoxygenative coupling of primary alcohols with 2-arylethanols catalyzed by a well-defined Mn/PNP pincer complex. This reaction is the first example of the catalytic dual-deoxygenation of alcohols using a non-noble-metal catalyst. Both deoxygenative homocoupling of 2-arylethanols (17 examples) and their deoxygenative cross-coupling with other primary alcohols (20 examples) proceeded smoothly to form the corresponding alkenes by a dehydrogenation and deformylation reaction sequence.

Halogenation through Deoxygenation of Alcohols and Aldehydes

Chen, Jia,Lin, Jin-Hong,Xiao, Ji-Chang

supporting information, p. 3061 - 3064 (2018/05/28)

An efficient reagent system, Ph3P/XCH2CH2X (X = Cl, Br, or I), was very effective for the deoxygenative halogenation (including fluorination) of alcohols (including tertiary alcohols) and aldehydes. The easily available 1,2-dihaloethanes were used as key reagents and halogen sources. The use of (EtO)3P instead of Ph3P could also realize deoxy-halogenation, allowing for a convenient purification process, as the byproduct (EtO)3Pa?O could be removed by aqueous washing. The mild reaction conditions, wide substrate scope, and wide availability of 1,2-dihaloethanes make this protocol attractive for the synthesis of halogenated compounds.

Application of piperazine structure containing compound to preparation of LSD1 (Lysine Specific Demethylase 1) inhibitor

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Paragraph 0028, (2017/09/29)

The invention discloses application of a piperazine structure containing compound to the preparation of a histone lysine specific demethylase (LSD1) inhibitor. The structural general formula of the compound is as shown in the following descriptions (wherein, A is hydrogen, carbonyl or thiocarbonyl) or a configurational isomer and a pharmaceutical salt thereof, or is as shown in the following descriptions or a pharmaceutical salt thereof. The compound has an obvious inhibition effect on the LSD1, can be prepared into the LSD1 inhibitor, and is used for preventing and treating a disease related to the activity of the histone LSD1.

Mandelic acid derived ionic liquids: synthesis, toxicity and biodegradability

Prydderch, Hannah,Haiβ, Annette,Spulak, Marcel,Quilty, Brid,Kümmerer, Klaus,Heise, Andreas,Gathergood, Nicholas

, p. 2115 - 2126 (2017/01/22)

A series of ten ionic liquids (ILs) was synthesised from the renewable resource mandelic acid. The ILs showed low antimicrobial activity towards the thirteen bacterial and twelve fungal strains they were screened against. A general trend of increasing bacterial toxicity in the order methyl ester 60% in 28 days), a series of biodegradation transformation products has been proposed based on the degradation of the ester/amide alkyl chain. This data has allowed for an assessment of the effect of IL structural features on toxicity and biodegradation, particularly allowing for a comparison to earlier work where additional oxygen atoms were present to facilitate biodegradation and attenuate toxicity. The mandelic acid derived ILs did not pass the Closed Bottle test (OECD 301D) and can be included in the rules of thumb for the design of biodegradable ILs.

High-selectivity herbicide N-substitutive alkyl aryloxy phenoxyl propanamide compound and preparation and application thereof

-

Paragraph 0064; 0066, (2016/10/17)

The invention discloses novel N-substitutive alkyl aryloxy phenoxyl propanamide with herbicidal activity represented by the formula (I) and a preparation method thereof, a purpose of controlling vacious grassy weeds in a rice field and a proper weeding composition.The formula (I) is shown in the description.In the formula, R1 is selected from hydrogen or C1-C6 alkane, R3 is selected from hydrogen or C1-C6 alkyl groups or C1-C6 halogenated alkyl groups or C2-C6 alkenyl or C2-C6 alkine groups or C5-C12 aryl groups or heterocyclic aryl, Ar is selected from C6-C12 aryl and C5-C12 heterocyclic aryl, part or all of hydrogen atoms in aryl and heterocyclic aryl are replaced with identical or different substituent groups selected from halogen, cyanogroups, nitryl, C1-C6 alkyl groups, C1-C6 alkoxy, C1-C6 alkylthiol, C1-C6 alkyl amidogen, C1-C6 halogen alkyl and C1-C6 halogen alkoxy, x is selected from N and O, and chiral carbon atoms marked with * are of R or S configuration or are a mixture with R and S with different proportions.

Construction of Pyrrolo[1,2-a]indoles via Cobalt(III)-Catalyzed Enaminylation of 1-(Pyrimidin-2-yl)-1H-indoles with Ketenimines and Subsequent Base-Promoted Cyclization

Zhou, Xiaorong,Fan, Zili,Zhang, Zhiyin,Lu, Ping,Wang, Yanguang

supporting information, p. 4706 - 4709 (2016/09/28)

A cobalt(III)-catalyzed cross-coupling reaction of 1-(pyrimidin-2-yl)-1H-indoles with ketenimines is reported. The reaction provided 2-enaminylated indole derivatives in moderate to excellent yields with a broad substrate scope. The prepared 2-enaminylated indoles could be conveniently converted into pyrrolo[1,2-a]indoles, which are an important class of compounds in medicinal chemistry.

Discovery of inhibitors of the mitotic kinase TTK based on N-(3-(3-sulfamoylphenyl)-1H-indazol-5-yl)-acetamides and carboxamides

Laufer, Radoslaw,Ng, Grace,Liu, Yong,Patel, Narendra Kumar B.,Edwards, Louise G.,Lang, Yunhui,Li, Sze-Wan,Feher, Miklos,Awrey, Don E.,Leung, Genie,Beletskaya, Irina,Plotnikova, Olga,Mason, Jacqueline M.,Hodgson, Richard,Wei, Xin,Mao, Guodong,Luo, Xunyi,Huang, Ping,Green, Erin,Kiarash, Reza,Lin, Dan Chi-Chia,Harris-Brandts, Marees,Ban, Fuqiang,Nadeem, Vincent,Mak, Tak W.,Pan, Guohua J.,Qiu, Wei,Chirgadze, Nickolay Y.,Pauls, Henry W.

, p. 4968 - 4997 (2014/10/16)

TTK kinase was identified by in-house siRNA screen and pursued as a tractable, novel target for cancer treatment. A screening campaign and systematic optimization, supported by computer modeling led to an indazole core with key sulfamoylphenyl and acetamido moieties at positions 3 and 5, respectively, establishing a novel chemical class culminating in identification of 72 (CFI-400936). This potent inhibitor of TTK (IC50 = 3.6 nM) demonstrated good activity in cell based assay and selectivity against a panel of human kinases. A co-complex TTK X-ray crystal structure and results of a xenograft study with TTK inhibitors from this class are described.

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