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Benzoyl chloride, 4-ethenyl-(9CI), also known as 4-vinylbenzoyl chloride, is an organic compound with the chemical formula C9H7ClO. It is a colorless to pale yellow liquid that is soluble in organic solvents. Benzoyl chloride, 4-ethenyl- (9CI) is primarily used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. It is produced by the reaction of 4-vinylbenzoic acid with thionyl chloride or phosphorus pentachloride. Due to its reactivity, it is important to handle 4-vinylbenzoyl chloride with care, as it can undergo various chemical reactions, such as nucleophilic substitution and Friedel-Crafts acylation.

1565-41-9

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1565-41-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1565-41-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,6 and 5 respectively; the second part has 2 digits, 4 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1565-41:
(6*1)+(5*5)+(4*6)+(3*5)+(2*4)+(1*1)=79
79 % 10 = 9
So 1565-41-9 is a valid CAS Registry Number.

1565-41-9SDS

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-ethenylbenzoyl chloride

1.2 Other means of identification

Product number -
Other names p-vinylbenzoyl 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:1565-41-9 SDS

1565-41-9Relevant academic research and scientific papers

Wavelength-Orthogonal Photocleavable Monochromophoric Linker for Sequential Release of Two Different Substrates

Venkatesh, Yarra,Chaudhuri, Amrita,Mondal, Saugat,Shah, Sk. Sheriff,Singh, N. D. Pradeep

, p. 295 - 299 (2020)

A wavelength-orthogonal photocleavable monochromophoric linker was developed that is based on a 3-acetyl-9-ethyl-6-methylcarbazole (AEMC) moiety substituted at both the phenacyl and benzylic positions with different carboxylic acids. The different carboxylic acids were released sequentially upon irradiation with light of λ ≥ 365 nm and λ ≥ 290 nm, respectively.

New broom fiber (Spartium junceum L.) derivatives: Preparation and characterization

Cassano, Roberta,Trombino, Sonia,Bloise, Ermelinda,Muzzalupo, Rita,Iemma, Francesca,Chidichimo, Giuseppe,Picci, Nevio

, p. 9489 - 9495 (2007)

In the past decade interest in biopolymers has increased. Attempts were made to prepare new composite systems from biopolymers by binding different synthetic polymers to a biopolymer backbone. This paper reports the synthesis and characterization of deriv

Photo-cross-linking and de-cross-linking of modified polystyrenes having degradable linkages

Okamura, Haruyuki,Yamauchi, Etsushi,Shirai, Masamitsu

, p. 480 - 488 (2011)

Modified polystyrenes having both epoxy moieties and tertiary ester linkages, tertiary ether linkages, or carbonate linkages were synthesized. The polymer films containing a photoacid generator were photo-cross-linkable. The cross-linked polymer films bec

Ni-Catalyzed Direct Carboxylation of Aryl C?H Bonds in Benzamides with CO2

Pei, Chunzhe,Zong, Jiarui,Li, Bin,Wang, Baiquan

supporting information, p. 493 - 499 (2021/12/08)

The direct carboxylation of inert aryl C?H bond catalyzed by abundant and cheap nickel is still facing challenge. Herein, we report the Ni-catalyzed direct carboxylation of aryl C?H bonds in benzamides under 1 atm of CO2 to afford various methyl carboxylates or phthalimides, dealing with different post-processing. The reaction displays excellent functional group tolerance and affords moderate to high carboxylation yields under mild conditions. Detail mechanistic studies suggest that a Ni(0)?Ni(II)?Ni(I) catalytic cycle may be involved in this reaction. (Figure presented.).

Regioselective Three-Component Synthesis of Vicinal Diamines via 1,2-Diamination of Styrenes

Cao, Jie,Lv, Daqi,Yu, Fei,Chiou, Mong-Feng,Li, Yajun,Bao, Hongli

supporting information, p. 3184 - 3189 (2021/05/05)

The vicinal diamine motif plays a significant role in natural products, drug design, and organic synthesis, and development of synthetic methods for the synthesis of diamines is a long-standing interest. Herein, we report a regioselective intermolecular three-component vicinal diamination of styrenes with acetonitrile and azodicarboxylates. The diamination products can be produced in moderate to excellent yields via the Ritter reaction. Synthetic applications and theoretical studies of this reaction have been conducted.

Direct Synthesis of Enamides via Electrophilic Activation of Amides

Berger, Martin,Kaiser, Daniel,Maulide, Nuno,Spie?, Philipp

supporting information, p. 10524 - 10529 (2021/07/28)

A novel, one-step N-dehydrogenation of amides to enamides is reported. This reaction employs the unlikely combination of LiHMDS and triflic anhydride, which serves as both the electrophilic activator and the oxidant, and is characterized by its simple setup and broad substrate scope. The synthetic utility of the formed enamides was readily demonstrated in a range of downstream transformations.

Electrodimerization ofN-Alkoxyamides for the Synthesis of Hydrazines

Nasier, Abudulajiang,Chang, Xihao,Guo, Chang

, p. 16068 - 16076 (2021/09/18)

An efficient and valuable N-N dimerization reaction ofN-alkoxyamides is reported under undivided electrolytic conditions. This electrochemical strategy provides a powerful way to access a wide range of advanced, highly functionalized hydrazines. Remarkably, anN-centered radical generated from the cleavage of the N-H bond under electrolytic conditions plays a crucial role in this transformation. Furthermore, variousN-alkoxyamides bearing different substituents are suitable in this transformation, furnishing the corresponding hydrazines in up to 92% yield.

Synthesis of N-trifluoromethyl amides from carboxylic acids

Flavell, Robert R.,Liu, Jianbo,Parker, Matthew F. L.,Toste, F. Dean,Wang, Sinan,Wilson, David M.

supporting information, p. 2245 - 2255 (2021/08/12)

Found in biomolecules, pharmaceuticals, and agrochemicals, amide-containing molecules are ubiquitous in nature, and their derivatization represents a significant methodological goal in fluorine chemistry. Trifluoromethyl amides have emerged as important functional groups frequently found in pharmaceutical compounds. To date, there is no strategy for synthesizing N-trifluoromethyl amides from abundant organic carboxylic acid derivatives, which are ideal starting materials in amide synthesis. Here, we report the synthesis of N-trifluoromethyl amides from carboxylic acid halides and esters under mild conditions via isothiocyanates in the presence of silver fluoride at room temperature. Through this strategy, isothiocyanates are desulfurized with AgF, and then the formed derivative is acylated to afford N-trifluoromethyl amides, including previously inaccessible structures. This method shows broad scope, provides a platform for rapidly generating N-trifluoromethyl amides by virtue of the diversity and availability of both reaction partners, and should find application in the modification of advanced intermediates.

PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation

Wu, Xiaofang,Zhou, Lei,Li, Fangshao,Xiao, Jing

, p. 491 - 497 (2021/01/20)

A PCl3-mediated conversion of tert-butyl esters into esters and amides in one-pot under air is developed. This novel protocol is highlighted by the synthesis of skeletons of bioactive molecules and gram-scale reactions. Mechanistic studies revealed that this transformation involves the formation of an acid chloride in situ, which is followed by reactions with alcohols or amines to afford the desired products.

Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide

Bismuto, Alessandro,Boehm, Philip,Morandi, Bill,Roediger, Sven

supporting information, p. 17887 - 17896 (2020/08/19)

An efficient palladium-catalyzed chlorocarbonylation of aryl (pseudo)halides that gives access to a wide range of carboxylic acid derivatives has been developed. The use of butyryl chloride as a combined CO and Cl source eludes the need for toxic, gaseous carbon monoxide, thus facilitating the synthesis of high-value products from readily available aryl (pseudo)halides. The combination of palladium(0), Xantphos, and an amine base is essential to promote this broadly applicable catalytic reaction. Overall, this reaction provides access to a great variety of carbonyl-containing products through in situ transformation of the generated aroyl chloride. Combined experimental and computational studies support a reaction mechanism involving in situ generation of CO.

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