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1-(1-chloroethyl)-4-fluorobenzene, with the molecular formula C8H8ClF, is a colorless liquid that serves as a crucial intermediate in the synthesis of pharmaceuticals and agrochemicals. As a halogenated organic compound, it incorporates chlorine and fluorine atoms, which endow the molecule with distinctive properties and reactivity. Due to its potential toxicity and reactivity, it requires careful handling and storage.

456-16-6

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456-16-6 Usage

Uses

Used in Pharmaceutical Industry:
1-(1-chloroethyl)-4-fluorobenzene is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique reactivity and properties allow for the creation of a wide range of medicinal agents, contributing to the development of new drugs and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, 1-(1-chloroethyl)-4-fluorobenzene is utilized as a building block in the production of agrochemicals. Its role in the synthesis of these compounds helps in the development of effective pesticides and other agricultural chemicals that protect crops and enhance agricultural productivity.
Used in Organic Synthesis:
1-(1-chloroethyl)-4-fluorobenzene is employed as a versatile building block in organic synthesis. Its reactivity with chlorine and fluorine atoms makes it a valuable component in the creation of a diverse array of organic compounds for various applications, including specialty chemicals and materials.
Due to the potential hazards associated with 1-(1-chloroethyl)-4-fluorobenzene, it is essential to follow proper handling and storage protocols to ensure safety in its applications across different industries.

Check Digit Verification of cas no

The CAS Registry Mumber 456-16-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,5 and 6 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 456-16:
(5*4)+(4*5)+(3*6)+(2*1)+(1*6)=66
66 % 10 = 6
So 456-16-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H8ClF/c1-6(9)7-2-4-8(10)5-3-7/h2-6H,1H3

456-16-6Relevant academic research and scientific papers

Nickel-Catalyzed Multicomponent Coupling: Synthesis of α-Chiral Ketones by Reductive Hydrocarbonylation of Alkenes

Chen, Jian,Zhu, Shaolin

supporting information, p. 14089 - 14096 (2021/09/13)

A nickel-catalyzed, multicomponent regio- and enantioselective coupling via sequential hydroformylation and carbonylation from readily available starting materials has been developed. This modular multicomponent hydrofunctionalization strategy enables the straightforward reductive hydrocarbonylation of a broad range of unactivated alkenes to produce a wide variety of unsymmetrical dialkyl ketones bearing a functionalized α-stereocenter, including enantioenriched chiral α-aryl ketones and α-amino ketones. It uses chiral bisoxazoline as a ligand, silane as a reductant, chloroformate as a safe CO source, and a racemic secondary benzyl chloride or an N-hydroxyphthalimide (NHP) ester of a protected α-amino acid as the alkylation reagent. The benign nature of this process renders this method suitable for late-stage functionalization of complex molecules.

NOVEL THYROMIMETICS

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Page/Page column 154, (2020/09/19)

Compounds are provided having the structure of Formula (I): or a pharmaceutically acceptable isomer, racemate, hydrate, solvate, isotope, or salt thereof, wherein A, X1, X2, Q, R1, R2 and n are as defined herein. Such compounds function as thyromimetics and have utility for treating diseases such as neurodegenerative disorders and fibrotic diseases. Pharmaceutical compositions containing such compounds are also provided, as are methods of their use and preparation.

Iron-catalysed enantioconvergent Suzuki-Miyaura cross-coupling to afford enantioenriched 1,1-diarylalkanes

Tyrol, Chet C.,Yone, Nang S.,Gallin, Connor F.,Byers, Jeffery A.

supporting information, p. 14661 - 14664 (2020/12/02)

The first stereoconvergent Suzuki-Miyaura cross-coupling reaction was developed to afford enantioenriched 1,1-diarylalkanes. An iron-based complex containing a chiral cyanobis(oxazoline) ligand framework was best to obtain enantioenriched 1,1-diarylalkanes from cross-coupling reactions between unactivated aryl boronic esters and benzylic chlorides. Enhanced yields were obtained when 1,3,5-trimethoxybenzene was used as an additive, which is hypothesized to extend the lifetime of the iron-based catalyst. Exceptional enantioselectivities were obtained with challenging ortho-substituted benzylic chlorides. This journal is

IMIDAZO-PYRIDINE COMPOUNDS AS PAD INHIBITORS

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Paragraph 000133; 000321, (2019/05/10)

Heterocyclic compounds of Formula (I), (II), and (III) are described herein along with their polymorphs, stereoisomers, prodrugs, solvates, co-crystals, intermediates, pharmaceutically acceptable salts, and metabolites thereof. The compounds described herein, their polymorphs, stereoisomers, prodrugs, solvates, co-crystals, intermediates, pharmaceutically acceptable salts, and metabolites thereof are PAD4 inhibitors and may be useful in the treatment of various disorders, for example rheumatoid arthritis, vasculitis, systemic lupus erythematosis, cutaneous lupus erythematosis, ulcerative colitis, cancer, cystic fibrosis, asthma, multiple sclerosis and psoriasis. The process of preparation of the compounds of Formula (I), (II), and (III), their polymorphs, stereoisomers, prodrugs, solvates, co-crystals, intermediates, pharmaceutically acceptable salts, and metabolites thereof, along with a pharmaceutical composition comprising a compound of Formula (I), Formula (II), Formula (III), or a pharmaceutically acceptable salt thereof have also been described.

Metal-free regioselective hydrochlorination of unactivated alkenes via a combined acid catalytic system

Liang, Shengzong,Hammond, Gerald B.,Xu, Bo

supporting information, p. 680 - 684 (2018/02/14)

A combined acid HCl/DMPU-acetic acid catalytic system was used in the hydrochlorination of a wide range of unactivated alkenes. This hydrochlorination strategy is remarkably greener than previous reported methods in terms of high atom efficiency, no toxic waste generated and metal-free process. The higher efficiency, compared with other commercially available HCl reagents, was augmented by the good regioselectivity and functionality tolerance found. A stepwise mechanism for this hydrochlorination process was proposed based on kinetic studies.

Direct halogenation of alcohols with halosilanes under catalyst- and organic solvent-free reaction conditions

Ajvazi, Njomza,Stavber, Stojan

supporting information, p. 2430 - 2433 (2016/05/19)

A chemoselective method for the direct halogenation of different types of alcohols with halosilanes under catalyst- and solvent-free reaction conditions (SFRC) is reported. Various primary, secondary and tertiary benzyl alcohols and tertiary alkyl alcohols were directly transformed to the corresponding benzyl and alkyl halides, respectively, using chlorotrimethylsilane (TMSCl) and bromotrimethylsilane (TMSBr).

Nickel-catalyzed asymmetric reductive cross-coupling between vinyl and benzyl electrophiles

Cherney, Alan H.,Reisman, Sarah E.

supporting information, p. 14365 - 14368 (2014/12/11)

A Ni-catalyzed asymmetric reductive cross-coupling between vinyl bromides and benzyl chlorides has been developed. This method provides direct access to enantioenriched products bearing aryl-substituted tertiary allylic stereogenic centers from simple, stable starting materials. A broad substrate scope is achieved under mild reaction conditions that preclude the pregeneration of organometallic reagents and the regioselectivity issues commonly associated with asymmetric allylic arylation.

DMSO-catalyzed chlorination of alcohols using N-phenylbenzimidoyl chloride

Wang, Qiang,Xu, Jian,Xu, Zhou-Qing,Yan, Ji-Dan

, p. 2071 - 2076 (2013/06/05)

N-phenylbenzimidoyl chloride has been demonstrated as an efficient chlorination reagent catalyzed by dimethyl sulfoxide (DMSO) in conversion of alcohols to corresponding chlorides. The reaction conditions were mild, and most of the substrates gave satisfactory yields. The configuration inversion of the chlorination was proved using optically active phenyl alcohols. The amount of DMSO can be as low as 0.001 eq without reducing the efficiency of the chlorination. A plausible mechanism for the reaction was proposed and proved by experiments. The reaction is stereoselective and potentially chemoselective among primary benzyl alcohols, secondary benzyl alcohols, and unactivated aliphatic alcohols.

A highly chemoselective and rapid chlorination of benzyl alcohols under neutral conditions

Sun, Lili,Peng, Guisheng,Niu, Hongmei,Wang, Qiang,Li, Chunbao

experimental part, p. 3919 - 3924 (2009/05/26)

A rapid and highly selective chlorination method has been developed using 2,4,6-trichloro-1,3,5-triazine (TCT) catalyzed by dimethyl sulfoxide. The reactions take 10 to 40 minutes, and the yields are almost quantitative. The neutral reaction conditions are compatible with substrates bearing acid-labile functional groups. Both competitive intramolecular and intermolecular reactions for benzyl alcohols in the presence of aliphatic alcohols indicate high selectivity. The procedure has been successfully used in the selective chlorination of gastrodin, a clinically used neuromedicine. This procedure represents a useful new tool in organic and medicinal chemistry. Georg Thieme Verlag Stuttgart.

Lipoxygenase inhibiting compounds

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, (2008/06/13)

Compounds of the formula: STR1 where R1 is amino or methyl; R2 is C1 -C2 alkyl; R3 is one or more substituents selected from hydrogen, halogen or trihalomethyl; R4 is one or more substituents selected from hydrogen, halogen, trihalomethyl, C1 to C4 alkoxy or C1 to C4 alkyl; and M is hydrogen, a pharmaceutically acceptable cation, aroyl, or C1 to C6 alkoyl are inhibitors of 5- and/or 12-lipoxygenase enzymes.

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