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4-TERT-BUTYLPHENACYL CHLORIDE, also known as 2-chloro-4'-tert-butylacetophenone, is an organic compound that serves as a versatile reactant and reagent in the synthesis of various organic compounds. It is characterized by its chlorinated phenacyl structure, which provides unique reactivity and functional group compatibility in chemical reactions.

21886-62-4

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21886-62-4 Usage

Uses

Used in Pharmaceutical Industry:
4-TERT-BUTYLPHENACYL CHLORIDE is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its application is primarily due to its ability to facilitate the synthesis of complex organic molecules, such as 3-hydroxy-β-lactams and terfenadine-based analogs, which are important in the development of new drugs and therapeutic agents.
Used in Chemical Research:
In the field of chemical research, 4-TERT-BUTYLPHENACYL CHLORIDE is used as a reagent for conducting various chemical reactions and experiments. Its unique structure allows researchers to explore new reaction pathways and develop innovative synthetic methods, contributing to the advancement of organic chemistry and the discovery of novel compounds with potential applications in various industries.
Used in Material Science:
4-TERT-BUTYLPHENACYL CHLORIDE can also be utilized in the development of new materials with specific properties. Its incorporation into polymers or other materials can lead to the creation of materials with enhanced characteristics, such as improved stability, reactivity, or selectivity, which can be beneficial in various applications, including coatings, adhesives, and catalysts.

Check Digit Verification of cas no

The CAS Registry Mumber 21886-62-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,8,8 and 6 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 21886-62:
(7*2)+(6*1)+(5*8)+(4*8)+(3*6)+(2*6)+(1*2)=124
124 % 10 = 4
So 21886-62-4 is a valid CAS Registry Number.
InChI:InChI=1/C12H15ClO/c1-12(2,3)10-6-4-9(5-7-10)11(14)8-13/h4-7H,8H2,1-3H3

21886-62-4 Well-known Company Product Price

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  • Alfa Aesar

  • (L20156)  4'-tert-Butyl-2-chloroacetophenone, 97%   

  • 21886-62-4

  • 1g

  • 794.0CNY

  • Detail
  • Alfa Aesar

  • (L20156)  4'-tert-Butyl-2-chloroacetophenone, 97%   

  • 21886-62-4

  • 5g

  • 3057.0CNY

  • Detail

21886-62-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(4-tert-butylphenyl)-2-chloroethanone

1.2 Other means of identification

Product number -
Other names 4-TERT-BUTYLPHENACYL CHLORIDE

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:21886-62-4 SDS

21886-62-4Relevant academic research and scientific papers

A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions

Wang, Zhihui,Wang, Lei,Wang, Zhiming,Li, Pinhua,Zhang, Yicheng

supporting information, p. 429 - 432 (2020/02/29)

A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions has been developed. In the presence of PhI(OAc)2 as promoter and under ambient conditions, the reactions of styrenes and triiodomethane undergo the transformation smoothly to deliver the corresponding α-iodoketones without additional photocatalyst in good yields under sunlight irradiation. Meanwhile, the reactions of styrenes with tribromomethane and trichloromethane generate the desired α-bromoketones and α-chloroketones in high yields by using Ru(bpy)3Cl2 as a photocatalyst under blue LED (450–455 nm) irradiation.

The Mn-catalyzed paired electrochemical facile oxychlorination of styrenes: Via the oxygen reduction reaction

Tian, Siyu,Jia, Xiaofei,Wang, Ling,Li, Baoying,Liu, Siyuan,Ma, Li,Gao, Wei,Wei, Yingqin,Chen, Jianbin

supporting information, p. 12104 - 12107 (2019/10/14)

Reported herein is the electrochemical engendering of chlorine radicals by a manganese catalyst with a controllable pattern, and inexpensive MgCl2 as the chlorine source. In combination with the oxygen reduction reaction, chloroacetophenones were synthesized with abundant styrene as the feedstock in good to excellent yields.

CV-driven Optimization: Cobalt-Catalyzed Electrochemical Expedient Oxychlorination of Alkenes via ORR

Tian, Siyu,Lv, Shide,Jia, Xiaofei,Ma, Li,Li, Baoying,Zhang, Guofeng,Gao, Wei,Wei, Yingqin,Chen, Jianbin

supporting information, p. 5626 - 5633 (2019/11/22)

Instead of screening reaction conditions by yield-based chemical trial-and-error, potential-based cyclic voltammetry was alternatively employed for optimization of electrochemical oxychlorination of alkenes. With this unconventional screening method, the catalyst system including catalysts, molar ratio of chloride sources and solvents were identified in a rational, time- and energy-efficient manner. The optimal catalytic system in combination with oxygen reduction reaction enabled broad substrate scopes for the desired transformation by taking advantages of persistent radical effect. UV-vis and CV titration experiments confirmed the in-situ formed catalytic species [CoCl5]. Moreover, cyclic voltammetry was applied to obtain mechanistic insights in our reaction system. (Figure presented.).

Cascade Trisulfur Radical Anion (S3?-) Addition/Electron Detosylation Process for the Synthesis of 1,2,3-Thiadiazoles and Isothiazoles

Liu, Bei-Bei,Bai, Hui-Wen,Liu, Huan,Wang, Shun-Yi,Ji, Shun-Jun

, p. 10281 - 10288 (2018/07/25)

Trisulfur radical anion (S3?-) mediated reactions with in situ formed azoalkenes and α,β-usaturated N-sulfonylimines for the construction of 1,2,3-thiadiazoles and isothiazoles has been developed. S3?- is in situ generated from potassium sulfide in DMF. These two approaches provide a new, safe, and simple way to construct 4-subsituted 1,2,3-thiadiazoles, 5-subsituted 1,2,3-thiadiazoles, and isothiazole in good yields. The reactions include the formation of the new C-S and N-S bonds via S3?- addition and electron detosylation under mild conditions.

Metal-free hydration of aromatic haloalkynes to α-halomethyl ketones

Ye, Min,Wen, Yuelu,Li, Huifang,Fu, Yejuan,Wang, Qinghao

supporting information, p. 4983 - 4986 (2016/10/21)

A highly regioselective and efficient metal-free hydration of aromatic haloalkynes to α-halomethyl ketones using cheap tetrafluoroboric acid as catalyst is described. The protocol is conducted under convenient conditions and affords products in good to excellent yields, with broad substrate scope, including a variety of aromatic alkynyl chlorides, alkynyl bromides, and alkynyl iodides.

High-yielding aqueous synthesis of chloroacetophenones and aroyl chlorohydrins

Zhang, Xixi,Liu, Lei,Li, Chunbao

, p. 25339 - 25345 (2016/03/22)

The use of large amounts of volatile organic solvents in industrial chemical processes contributes to widespread environmental pollution. To help solve this problem, water and a phase transfer catalyst were used to replace organic solvents in the transformations of bromoacetophenones into chloroacetophenones and aroyl epoxides into aroyl chlorohydrins. The reactions were promoted by sulfonyl chlorides and gave quantitative or close to quantitative yields. Notably, chromatographic purification, which is laborious and consumes large amounts of organic solvents, was not needed. These two processes have opened a green and cost-effective channel to prepare the chemical intermediates chloroacetophenones and aroyl chlorohydrins. The reaction mechanisms are discussed based on control experiments.

Bismuth chloride mediated synthesis, antimicrobial, and anti-inflammatory activities of new 4-aryl-2-amino thiazoles

Giridhar,Reddy, R. Buchi,Kumar, A. Sunil,Chandra Mouli

body text, p. 2058 - 2072 (2009/07/18)

Synthesis of 4-aryl-2-Amino thiazoles (3a-u), (4a-c), and (5a-c) was achieved from the reaction of 4-butyl phenacyl chlorides (2a-c) with N-substituted thioureas, in the presence of Bismuth Chloride. The antimicrobial and anti-inflammatory activities of the final products were also studied. Copyright Taylor & Francis Group, LLC.

The Acidity of Weak Carbon Acids. Part 6. Acidity of p-Substituted Acetophenones in the Absence and Presence of Cyclodextrins as Determined by Rates of Chlorination by Hypochlorite

Bowden, Keith,Nair, T. D. Radhakrishnan

, p. 1201 - 1215 (2007/10/02)

Rate coefficients have been measured for the chlorination of a series of p-substituted acetophenones in water at several temperatures in both the absence and presence of α- and β-cyclodextrins, as well as in aqueous dioxane.The rate determining ionisation of the acetophenones is subject to catalysis by inclusion in the cyclodextrins.The effects of substitution have been assessed by means of the Hammett equation.The catalysis appears to arise from an anionic secondary hydroxy group on the cyclodextrin and a microsolvent effect on the transmission of the polar effects.

Synthesis of 1,2-diamino imidazole derivatives by the reaction of benzaldehyde guanylhydrazone with α-haloalkyl aryl ketones

Ivashchenko,Lazareva,Prudnikova,Ivashchenko,Rumyantsev

, p. 185 - 189 (2007/10/02)

2-Amino-1-benzylideneamino-4-arylimidazoles were obtained by the reaction of benzaldehyde guanylhydrazone with 4-alkyl- and 4-aryl-Ω-haloacetophenones. Side products of this reaction were cis- and trans-1,1′-bis(benzylideneamino)-4,4′-diaryl-2,2′-azoimida

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