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4-Fluorophenylzinc bromide, also known as 4-fluorophenylzinc(II) bromide, is an organozinc compound with the chemical formula C6H5BrFZn. It is a colorless to yellow liquid with a molecular weight of 216.17 g/mol. 4-FLUOROPHENYLZINC BROMIDE is characterized by its reactivity with air and moisture, necessitating handling and storage under an inert atmosphere.

181705-93-1

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181705-93-1 Usage

Uses

Used in Organic Synthesis:
4-Fluorophenylzinc bromide is used as a reagent in organic synthesis for forming carbon-carbon bonds through cross-coupling reactions. Its application is particularly valuable in processes such as the Suzuki-Miyaura coupling and Negishi coupling, which are widely utilized in the creation of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-fluorophenylzinc bromide serves as a valuable intermediate. Its role in the synthesis of various pharmaceutical compounds makes it instrumental in the development of new drugs and medicinal agents.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 4-fluorophenylzinc bromide is utilized as an intermediate in the synthesis of various agrochemicals, contributing to the development of pesticides, herbicides, and other agricultural chemicals.
Used in Chemical Research and Development:
4-Fluorophenylzinc bromide is also used in the synthesis of various materials in chemical research and development. Its versatility in forming carbon-carbon bonds makes it a key component in the advancement of new materials and chemical processes.

Check Digit Verification of cas no

The CAS Registry Mumber 181705-93-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,8,1,7,0 and 5 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 181705-93:
(8*1)+(7*8)+(6*1)+(5*7)+(4*0)+(3*5)+(2*9)+(1*3)=141
141 % 10 = 1
So 181705-93-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H4F.BrH.Zn/c7-6-4-2-1-3-5-6;;/h2-5H;1H;/q-1;;+2/p-1/rC6H4F.BrZn/c7-6-4-2-1-3-5-6;1-2/h2-5H;/q-1;+1

181705-93-1 Well-known Company Product Price

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  • Alfa Aesar

  • (H58780)  4-Fluorophenylzinc bromide, 0.5M in THF, packaged under Argon in resealable ChemSeal? bottles   

  • 181705-93-1

  • 50ml

  • 2278.0CNY

  • Detail
  • Aldrich

  • (498645)  4-Fluorophenylzincbromidesolution  0.5 M in THF

  • 181705-93-1

  • 498645-50ML

  • 2,356.38CNY

  • Detail

181705-93-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-FLUOROPHENYLZINC BROMIDE

1.2 Other means of identification

Product number -
Other names 4-fluorophenyl zinc bromide

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:181705-93-1 SDS

181705-93-1Relevant academic research and scientific papers

Control of the dual emission from a thermally activated delayed fluorescence emitter containing phenothiazine units in organic light-emitting diodes

Marghad, Ikbal,Bencheikh, Fatima,Wang, Chao,Manolikakes, Sophia,Rérat, Alice,Gosmini, Corinne,Kim, Dae Hyeon,Ribierre, Jean-Charles,Adachi, Chihaya

, p. 4336 - 4343 (2019)

The development of single-component organic dual light-emitting molecules is of interest for a range of applications including white organic light-emitting diodes. Herein, a new thermally-activated delayed fluorescent molecule containing 4,6-bis-phenyl ph

Generation and Cross-Coupling of Organozinc Reagents in Flow

Herath, Ananda,Molteni, Valentina,Pan, Shifeng,Loren, Jon

supporting information, p. 7429 - 7432 (2019/01/03)

A versatile flow synthesis method for in situ formation of organozinc reagents and subsequent cross-coupling with aryl halides and activated carboxylic acids is reported. Formation of organozinc reagents is achieved by pumping organic halides, in the presence of ZnCl2 and LiCl, through an activated Mg-packed column under flow conditions. This method provides efficient in situ formation of aryl, primary, secondary, and tertiary alkyl organozinc reagents, which are subsequently telescoped downstream to a Negishi or decarboxylative Negishi cross-coupling reaction. The described method offers access to a variety of C-C bond formations with organozinc reagents that are otherwise commercially unavailable or difficult to prepare under traditional batch reaction conditions.

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.

α-C-Glycosides via syn Opening of 1,2-Anhydro Sugars with Organozinc Compounds in Toluene/n-Dibutyl Ether

Wagschal, Simon,Guilbaud, Johan,Rabet, Pauline,Farina, Vittorio,Lemaire, Sébastien

, p. 9328 - 9335 (2015/09/28)

The diastereoselective addition of organozinc species to 1,2-anhydro sugars in toluene/n-dibutyl ether solvent is reported. Compared to the existing methods, the reaction proceeds at 0 °C, and only a slight excess of nucleophile is required to achieve good yields. Scope was assessed with different O-protected glycals along with various nucleophiles (aryl, alkynyl). This methodology was applied to the synthesis of the α-anomer of canagliflozin.

CuI catalyzed sulfonylation of organozinc reagents with sulfonyl halides

Fu, Ying,Zhu, Wenbo,Zhao, Xingling,Huegel, Helmut,Wu, Zhouqiang,Su, Yuhu,Du, Zhengyin,Huang, Danfeng,Hu, Yulai

supporting information, p. 4295 - 4299 (2014/06/23)

In this study, a facile CuI catalyzed synthesis of sulfones involving a nucleophilic addition of functionalized organozinc reagents to organic sulfonyl chlorides is realized. This reaction proceeds efficiently at room temperature, giving rise to various functional group substituted sulfones, generally in moderate to high yields. The method provides a novel, simple, and promising strategy for functionalized sulfone synthesis in the research field of sulfur chemistry. the Partner Organisations 2014.

Nickel-catalyzed enantioselective arylation of pyridinium ions: Harnessing an iminium ion activation mode

Chau, Stephen T.,Lutz, J. Patrick,Wu, Kevin,Doyle, Abigail G.

supporting information, p. 9153 - 9156 (2013/09/12)

A nickel for your thoughts.?? An enantioselective nickel-catalyzed cross-coupling between N-acylpyridinium salts and organozinc reagents is reported. The catalytic system, which is comprised of an air-stable NiII source and a chiral phosphoramidite ligand, affords 2-substituted-2,3-dihydro-4-pyridones with up to >99 % ee. Copyright

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

Cobalt-catalyzed addition of arylzinc reagents to alkynes to form ortho-alkenylarylzinc species through 1,4-cobalt migration

Tan, Boon-Hong,Dong, Jinghua,Yoshikai, Naohiko

supporting information, p. 9610 - 9614 (2012/11/07)

Migratory carbometalation: A cobalt-Xantphos complex catalyzes the addition of an arylzinc reagent to an unactivated internal alkyne; the reaction most likely involves insertion of the alkyne into an arylcobalt species and vinyl-to-aryl 1,4-cobalt migration, followed by transmetalation with the arylzinc reagent. Interception of the resulting ortho-alkenylarylzinc species with electrophiles allows access to 1-alkenyl arenes functionalized in the 2-position. Copyright

IMPROVED PROCESS FOR THE PREPARATION OF EZETIMIBE AND ITS INTERMEDIATES

-

Page/Page column 16; 20, (2008/06/13)

The present invention provides an improved process for the preparation of ezetimibe through novel organic amine salt compounds of general formula (1). The present invention also relates to a highly pure ezetimibe and 3-((3R,4S)-1-(4-fluorophenyl)-2-oxo-4-(4-(benzyloxy)phenyl) azetidin-3-yl)propionic acid compound.

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