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4-(ETHOXYCARBONYL)PHENYLZINC BROMIDE is an organozinc compound that features a phenyl group connected to a zinc atom, which is then bonded to a bromide ion. The phenyl group also has an ethoxycarbonyl group attached to it, which consists of an ethyl and a carbonyl group. 4-(ETHOXYCARBONYL)PHENYLZINC BROMIDE is highly valued in the field of organic chemistry for its versatility in participating in numerous chemical reactions.

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  • 131379-15-2 Structure
  • Basic information

    1. Product Name: 4-(ETHOXYCARBONYL)PHENYLZINC BROMIDE
    2. Synonyms: 4-(ethoxycarbonyl)phenylzinc bromide solution;4-(Ethoxycarbonyl)phenylzinc bromide solution 0.5 in THF;4-(Ethoxycarbonyl)phenylzinc broMide, 0.5M in THF, packaged under Argon in resealable CheMSeal^t bottles;4-(Ethoxycarbonyl)phenylzinc iodide, 0.5M in THF, packaged under Argon in resealable CheMSeal^t bottles;4-(Ethoxycarbonyl)phenylzinc bromide solution 0.5 M in THF;4-(Ethoxycarbonyl)phenylzinc bromide, 0.5M in THF, packaged under Argon in resealable ChemSeal™4-(Ethoxycarbonyl)phenylzinc iodide, 0.5M in THF, packaged under Argon in resealable ChemSeal™4-(Ethoxycarbonyl)phenylzinc bromide, Packaged under Argon in resealable ChemSeal? bottles
    3. CAS NO:131379-15-2
    4. Molecular Formula: C9H9BrO2Zn
    5. Molecular Weight: 294.46
    6. EINECS: N/A
    7. Product Categories: Aryl;Organozinc Halides;Reike and Organozinc Reagents;Chemical Synthesis;Organometallic Reagents;Organozinc Halides;Rieke and Organozinc Reagents
    8. Mol File: 131379-15-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 65 °C
    3. Flash Point: 1 °F
    4. Appearance: /
    5. Density: 1.023 g/mL at 25 °C
    6. Vapor Pressure: 0.18mmHg at 25°C
    7. Refractive Index: N/A
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. Sensitive: Air Sensitive
    11. CAS DataBase Reference: 4-(ETHOXYCARBONYL)PHENYLZINC BROMIDE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 4-(ETHOXYCARBONYL)PHENYLZINC BROMIDE(131379-15-2)
    13. EPA Substance Registry System: 4-(ETHOXYCARBONYL)PHENYLZINC BROMIDE(131379-15-2)
  • Safety Data

    1. Hazard Codes: F,C
    2. Statements: 11-14-19-34-40-37
    3. Safety Statements: 16-26-36/37/39-45
    4. RIDADR: UN 2056 3/PG 2
    5. WGK Germany: 1
    6. RTECS:
    7. HazardClass: 4.3
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 131379-15-2(Hazardous Substances Data)

131379-15-2 Usage

Uses

Used in Organic Synthesis:
4-(ETHOXYCARBONYL)PHENYLZINC BROMIDE is used as a reagent for the preparation of various functionalized aromatic compounds through cross-coupling reactions. Its ability to engage in a broad spectrum of chemical transformations makes it a valuable asset in this application.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-(ETHOXYCARBONYL)PHENYLZINC BROMIDE is utilized as a key intermediate in the synthesis of complex organic molecules, including potential drug candidates. Its reactivity and stability contribute to the development of novel therapeutic agents.
Used in Material Science:
4-(ETHOXYCARBONYL)PHENYLZINC BROMIDE is employed as a building block in the creation of advanced materials with specific properties, such as conductivity or magnetism. Its role in forming these materials is crucial for their performance and applications.
Used in Chemical Research:
In the realm of chemical research, 4-(ETHOXYCARBONYL)PHENYLZINC BROMIDE serves as a model compound for studying the mechanisms of organozinc reactions and exploring new reaction pathways. This helps in expanding the understanding of organometallic chemistry and its applications.

Check Digit Verification of cas no

The CAS Registry Mumber 131379-15-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,1,3,7 and 9 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 131379-15:
(8*1)+(7*3)+(6*1)+(5*3)+(4*7)+(3*9)+(2*1)+(1*5)=112
112 % 10 = 2
So 131379-15-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H9O2.BrH.Zn/c1-2-11-9(10)8-6-4-3-5-7-8;;/h4-7H,2H2,1H3;1H;/q-1;;+2/p-1/rC9H9O2.BrZn/c1-2-11-9(10)8-6-4-3-5-7-8;1-2/h4-7H,2H2,1H3;/q-1;+1

131379-15-2 Well-known Company Product Price

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  • Alfa Aesar

  • (H58477)  4-(Ethoxycarbonyl)phenylzinc bromide, 0.5M in THF, packaged under Argon in resealable ChemSeal? bottles   

  • 131379-15-2

  • 50ml

  • 2011.0CNY

  • Detail
  • Aldrich

  • (520284)  4-(Ethoxycarbonyl)phenylzincbromidesolution  0.5 M in THF

  • 131379-15-2

  • 520284-50ML

  • 3,380.13CNY

  • Detail

131379-15-2SDS

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 zinc,ethyl benzoate,bromide

1.2 Other means of identification

Product number -
Other names p-CO2EtPhZnBr

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:131379-15-2 SDS

131379-15-2Relevant articles and documents

Cobalt-Catalyzed Formation of 2-Pyridylzinc Reagents and Their Subsequent Coupling

Linke, Stephanie,Manolikakès, Sofia M.,Auffrant, Audrey,Gosmini, Corinne

, p. 2595 - 2600 (2018/06/08)

The preparation of pyridylzinc compounds from the corresponding pyridyl halides using a cobalt catalyst is described. The complex employed features a polydentate N-heterocyclic ligand and allows the reaction to be carried out in the absence of pyridine as

Cobalt-Catalyzed Oxidative Homocoupling of Arylzinc Species

Bourne-Branchu, Yann,Moncomble, Aurélien,Corpet, Martin,Danoun, Gregory,Gosmini, Corinne

, p. 3352 - 3356 (2016/09/12)

A novel procedure for the synthesis of functionalized symmetrical biaryl compounds is described. The reaction proceeds via the oxidative homocoupling of arylzinc species formed by cobalt catalysis in the presence of air or p-benzoquinone depending on the nature of the functional group.

Synthesis of Symmetrical Diaryl Ketones by Cobalt-Catalyzed Reaction of Arylzinc Reagents with Ethyl Chloroformate

Rérat, Alice,Michon, Christophe,Agbossou-Niedercorn, Francine,Gosmini, Corinne

, p. 4554 - 4560 (2016/09/23)

Symmetrical diaryl ketones were prepared by a cross-coupling reaction between aryl bromides and ethyl chloroformate. This new method, which uses a catalyst composed of CoBr2and a bipyridine ligand along with readily available starting materials, allows for the synthesis of a variety of symmetrical diaryl ketones in moderate to excellent yields (37–99 %) under mild conditions. This reaction, in which ethyl chloroformate acts as a surrogate of carbon monoxide in the presence of cobalt and zinc, represents an interesting alternative to previously known approaches for the synthesis of diarylmethanones.

Negishi cross-coupling reaction as a simple and efficient route to functionalized amino and alkoxy carbene complexes of chromium, molybdenum, and Tungsten

Tobrman, Tom,Jurskov, Ivana,Dvok, Dalimil

, p. 6593 - 6603 (2015/02/19)

Synthesis of functionalized phenyl, 2-thienyl, and N-methyl-pyrrol-2-yl Fischer carbene complexes of chromium and tungsten was achieved via a Negishi cross-coupling reaction of metalated aminocarbenes in the presence of a palladium catalyst. The reverse a

Palladium-Catalyzed Cross-Coupling of Unactivated Aryl Sulfides with Arylzinc Reagents under Mild Conditions

Otsuka, Shinya,Fujino, Daishi,Murakami, Kei,Yorimitsu, Hideki,Osuka, Atsuhiro

supporting information, p. 13146 - 13149 (2016/02/19)

Cross-coupling of general aryl alkyl sulfides with arylzinc reagents proceeds smoothly, even at room temperature or below, with a palladium-N-heterocyclic carbene (NHC) catalyst. When combined with reactions that are unique to organosulfurs, that is, the SNAr sulfanylation or Pummerer reaction, the cross-coupling offers interesting transformations that are otherwise difficult to achieve. An alkylsulfanyl group is preferentially converted whilst leaving the tosyloxy and chloro intact, which expands the variety of orthogonal cross-coupling.

Cobalt-catalyzed electrophilic amination of arylzincs with N-chloroamines

Qian, Xin,Yu, Zailu,Auffrant, Audrey,Gosmini, Corinne

supporting information, p. 6225 - 6229 (2013/07/05)

Roles reversed: An efficient cobalt-catalyzed electrophilic amination of arylzinc reagents has been achieved. A variety of functionalized arylzincs and N-chloroamines were coupled under mild conditions (see scheme). Both secondary and tertiary arylamines were obtained in moderate to excellent yields. Copyright

Cobalt-catalysed synthesis of highly substituted styrene derivatives via arylzincation of alkynes

Corpet, Martin,Gosmini, Corinne

supporting information, p. 11561 - 11563,3 (2012/12/12)

A new two-step procedure was developed by carbozincation of internal and terminal alkynes to synthesise highly functionalised vinylzinc bromides. Various tri and tetrasubstituted alkenes were prepared in moderate to good yields under mild reaction conditions in a stereo-selective manner. This methodology represents an interesting alternative to previously known methods. This journal is

Preparation of aromatic organozinc compounds and composition therefor

-

Page 6, (2010/02/09)

The invention relates to a technique for preparing aromatic organozinc compounds and to a composition therefore. This composition constitutes a reactant that can be used to carry out the synthesis of organozinc compounds, and comprises a cobalt salt, a zinc salt, a polar aprotic solvent and elemental zinc in divided form, the elemental zinc being in solid form, the other elements being in a form dissolved in the solvent. Application to organic synthesis.

New chemical synthesis of functionalized arylzinc compounds from aromatic or thienyl bromides under mild conditions using a simple cobalt catalyst and zinc dust

Fillon, Hyacinthe,Gosmini, Corinne,Perichon, Jacques

, p. 3867 - 3870 (2007/10/03)

A new chemical method for the preparation of arylzinc intermediates is described in acetonitrile, on the basis of the activation of aryl bromides by low-valent cobalt species arising from the reduction of cobalt halide by zinc dust. This procedure allows for the synthesis of a variety of functionalized aryl- and thienylzinc species in good to excellent yields. The versatility and the simplicity of that original method represent an alternative to most known procedures.

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