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2-(3-CHLOROPHENYL)ACETOPHENONE, with the molecular formula C14H11ClO, is a white crystalline solid that exhibits a slightly sweet odor. This chemical compound serves as a versatile building block in the synthesis of a range of pharmaceuticals, agrochemicals, and other organic compounds. Additionally, it finds application as a flavoring agent and in the production of fragrances. Due to its hazardous nature, it requires careful handling to prevent exposure and potential adverse health effects.

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  • 27798-43-2 Structure
  • Basic information

    1. Product Name: 2-(3-CHLOROPHENYL)ACETOPHENONE
    2. Synonyms: 2-(3-CHLOROPHENYL)ACETOPHENONE
    3. CAS NO:27798-43-2
    4. Molecular Formula: C14H11ClO
    5. Molecular Weight: 230.69
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 27798-43-2.mol
  • Chemical Properties

    1. Melting Point: 43 °C
    2. Boiling Point: 350.6°Cat760mmHg
    3. Flash Point: 192.2°C
    4. Appearance: /
    5. Density: 1.191g/cm3
    6. Vapor Pressure: 4.34E-05mmHg at 25°C
    7. Refractive Index: 1.593
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-(3-CHLOROPHENYL)ACETOPHENONE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-(3-CHLOROPHENYL)ACETOPHENONE(27798-43-2)
    12. EPA Substance Registry System: 2-(3-CHLOROPHENYL)ACETOPHENONE(27798-43-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 27798-43-2(Hazardous Substances Data)

27798-43-2 Usage

Uses

Used in Pharmaceutical Industry:
2-(3-CHLOROPHENYL)ACETOPHENONE is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(3-CHLOROPHENYL)ACETOPHENONE is utilized as a building block for the creation of agrochemicals, which are essential for enhancing crop protection and productivity.
Used in Flavoring and Fragrance Industry:
2-(3-CHLOROPHENYL)ACETOPHENONE is employed as a flavoring agent, adding unique taste profiles to food products, and in the production of fragrances, where it contributes to the creation of distinct scents for perfumes and other scented products.
Safety Considerations:
Given its classification as a hazardous chemical, 2-(3-CHLOROPHENYL)ACETOPHENONE necessitates proper handling and storage protocols to minimize exposure risks and prevent any adverse health effects on individuals who may come into contact with it during its production, use, or disposal.

Check Digit Verification of cas no

The CAS Registry Mumber 27798-43-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,7,9 and 8 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 27798-43:
(7*2)+(6*7)+(5*7)+(4*9)+(3*8)+(2*4)+(1*3)=162
162 % 10 = 2
So 27798-43-2 is a valid CAS Registry Number.
InChI:InChI=1/C14H11ClO/c15-13-8-4-5-11(9-13)10-14(16)12-6-2-1-3-7-12/h1-9H,10H2

27798-43-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(3-chlorophenyl)-1-phenylethanone

1.2 Other means of identification

Product number -
Other names (3-Chlor-benzyl)-phenyl-keton

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:27798-43-2 SDS

27798-43-2Relevant articles and documents

Oxaprozin Analogues as Selective RXR Agonists with Superior Properties and Pharmacokinetics

Schierle, Simone,Chaikuad, Apirat,Lillich, Felix F.,Ni, Xiaomin,Woltersdorf, Stefano,Schallmayer, Espen,Renelt, Beatrice,Ronchetti, Riccardo,Knapp, Stefan,Proschak, Ewgenij,Merk, Daniel

supporting information, p. 5123 - 5136 (2021/05/04)

The retinoid X receptors (RXR) are ligand-activated transcription factors involved in multiple regulatory networks as universal heterodimer partners for nuclear receptors. Despite their high therapeutic potential in many pathologies, targeting of RXR has only been exploited in cancer treatment as the currently available RXR agonists suffer from exceptional lipophilicity, poor pharmacokinetics (PK), and adverse effects. Aiming to overcome the limitations and to provide improved RXR ligands, we developed a new potent RXR ligand chemotype based on the nonsteroidal anti-inflammatory drug oxaprozin. Systematic structure-activity relationship analysis enabled structural optimization toward low nanomolar potency similar to the well-established rexinoids. Cocrystal structures of the most active derivatives demonstrated orthosteric binding, and in vivo profiling revealed superior PK properties compared to current RXR agonists. The optimized compounds were highly selective for RXR activation and induced RXR-regulated gene expression in native cellular and in vivo settings suggesting them as excellent chemical tools to further explore the therapeutic potential of RXR.

The organocatalytic enantiodivergent fluorination of β-ketodiaryl-phosphine oxides for the construction of carbon-fluorine quaternary stereocenters

Xie, Shaolei,He, Zhi-Juan,Zhang, Ling-Hui,Huang, Bo-Lun,Chen, Xiao-Wei,Zhan, Zong-Song,Zhang, Fu-Min

supporting information, p. 2069 - 2072 (2021/03/01)

Commercially available cinchona alkaloids that can catalyze the enantiodivergent fluorination of β-ketodiarylphosphine oxides were developed to construct carbon-fluorine quaternary stereocenters. This protocol features a wide scope of substrates and excellent enantioselectivities, and it is scalable.

Ruthenium(II)-Catalyzed Cross-Coupling of Benzoyl Formic Acids with Toluenes: Synthesis of 2-Phenylacetophenones

Chen, Yujie,Dai, Chenyang,Huang, Zhibin,Jiang, Yaqiqi,Shu, Sai,Yang, Shan,Zhao, Yingsheng

, p. 2955 - 2961 (2021/07/22)

Herein, we report a direct method to synthesize 2-phenylacetophenone through a ruthenium(II)-catalyzed cross-coupling reaction between acyl and benzyl radical. The various derivatives of 2-phenylacetophenone were prepared easily in moderate to good yields. These reactions provide a straightforward pathway to synthesize a variety of ketones bearing various functional groups.

Copper-Catalyzed Three-Component Carboboronation of Allenes Using Highly Strained Cyclic Ketimines as Electrophiles

Deng, Hao,Dong, Yujie,Shangguan, Yu,Yang, Fazhou,Han, Sheng,Wu, Jiaqi,Liang, Bo,Guo, Hongchao,Zhang, Cheng

supporting information, p. 4431 - 4435 (2021/05/26)

A diastereoselective copper and NHC-ligand-catalyzed three-component difunctionalization of allenes with bis(pinacolato)diboron and 2H-azirines to afford borylated allylaziridines is described. The reaction exhibits complete diastereoselectivity and good yields, and the further chlorination of the corresponding borylated products was also performed. It is believed that the high ring-strain force of 2H-azirines facilitates the reaction. More chemical transformations of borylated allylaziridines are also reported.

Palladium-Catalyzed Chemo- and Enantioselective C?O Bond Cleavage of α-Acyloxy Ketones by Hydrogenolysis

Chen, Jianzhong,Zhang, Zhenfeng,Liu, Delong,Zhang, Wanbin

, p. 8444 - 8447 (2016/07/19)

A chemoselective C?O bond cleavage of the ester alkyl side-chain of α-acyloxy ketones was realized for the first time by a highly efficient palladium-catalyzed hydrogenolysis (S/C=6000, the highest catalytic efficiency by far). Furthermore, a kinetic resolution of α-acyloxy ketones was first developed by enantioselective hydrogenolysis with good yields and up to 99 % ee.

ARYL DERIVATIVES AS SPHINGOSINE-1 PHOSPHATE RECEPTORS MODULATORS

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Page/Page column 25; 26; 29, (2015/02/25)

The present invention relates to aryl derivatives, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals as modulators of sphingosine-1- phosphate receptors.

Catalyst-controlled highly selective coupling and oxygenation of olefins: A direct approach to alcohols, ketones, and diketones

Su, Yijin,Sun, Xiang,Wu, Guolin,Jiao, Ning

supporting information, p. 9808 - 9812 (2013/09/23)

Oxygen? That's radical! A method for the direct synthesis of substituted alcohols, ketones, and diketones through a catalyst-controlled highly chemoselective coupling and oxygenation of olefins has been developed. The method is simple and practical, can be switched by the selection of different catalysts, and employs molecular oxygen as both an oxidant and a reagent. Copyright

Deoxybenzoins from Stille carbonylative cross-couplings using molybdenum hexacarbonyl

S?vmarker, Jonas,Lindh, Jonas,Nilsson, Peter

supporting information; experimental part, p. 6886 - 6889 (2011/03/17)

Stille-type carbonylative cross-couplings, employing palladium catalysis and Mo(CO)6 as the carbon monoxide carrier, were used for the preparation of deoxybenzoins. Straightforward transformations were conveniently performed in closed vessels at 100 °C, providing the products in good yields. Benzyl bromides and chlorides were used as coupling partners with aryl and heteroaryl stannanes. This mild three-component carbonylation employs the destabilizing agent DBU to promote smooth release of carbon monoxide from Mo(CO)6, which made this protocol operationally simple and minimized the formation of Stille diarylmethane products.

Effect of Ring Substitution on the Photochemistry of α-(Aryloxy)acetophenones

Netto-Ferreira, J.C.,Avellar, I.G.J.,Scaiano, J.C.

, p. 89 - 92 (2007/10/02)

The photochemistry of a series of 10 α-(aryloxy)acetophenones has been examined by quantum yield, product studies, and laser flash photolysis techniques.Triplet decay involves a competition of β-cleavage with intramolecular quenching by the β-aryl group, the latter being favored in all systems.Typical triplet lifetimes at room temperature range from 60 to 260 ps and are rather insensitive to the substitution pattern. β-Cleavage rate constants range between 1*107 and 3*109 s-1 and are strongly favored by electron releasing substituents, such as 4-methoxy.The determination of true quantum yields of β-cleavage requires the addition of thiophenol as a radical trap to prevent the efficient back reaction that takes place otherwise; under these conditions quantum yields range from 10-3 to 0.14, the highest value being obtained for the 4-methoxy and 4-hydroxy derivatives.

Peterson Olefination of (α-Methoxybenzyl)silane with Aldehydes and Ketones Leading to Vinyl Ethers

Kanemasa, Shui,Tanaka, Junji,Nagahama, Hideki,Tsuge, Otohiko

, p. 3385 - 3386 (2007/10/02)

(α-Methoxybenzyl)trimethylsilane is deprotonated with butyllithium and then allowed to react with a variety of carbonyl compounds giving vinyl ethers which are convertible into methyl ketones under mild conditions.

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