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2,4'-Dichlorobenzophenone is an organic compound characterized by the presence of two chlorine atoms attached to a benzophenone molecule. It is known for its chemical properties and potential applications in various fields.
Used in Pharmaceutical Industry:
2,4'-Dichlorobenzophenone is used as a synthetic intermediate for the production of triarylcarbinol analogs of fenarimol, which are potent inhibitors of Trypanosoma cruzi. This makes it a valuable component in the development of treatments for Chagas disease, a parasitic infection.
Used in Biochemical Research:
2,4'-Dichlorobenzophenone is also utilized in the preparation of fatty acid amide hydrolase inhibitors. These inhibitors play a crucial role in studying the endocannabinoid system and its potential therapeutic applications in various medical conditions.

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  • 85-29-0 Structure
  • Basic information

    1. Product Name: 2,4'-Dichlorobenzophenone
    2. Synonyms: LABOTEST-BB LT00455493;(2-chlorophenyl)-(4-chlorophenyl)methanone;2,4'-DCBP;2,4'-DICHLOROBENZOPHENONE;(2-chlorophenyl)(4-chlorophenyl)-methanon;Benzophenone, 2,4'-dichloro-;benzophenone,2,4’-dichloro-;dichlorobenzophenone
    3. CAS NO:85-29-0
    4. Molecular Formula: C13H8Cl2O
    5. Molecular Weight: 251.11
    6. EINECS: 201-596-7
    7. Product Categories: FINE Chemical & INTERMEDIATES;Aromatic Benzophenones & Derivatives (substituted);Benzophenones (for High-Performance Polymer Research);Functional Materials;Reagent for High-Performance Polymer Research
    8. Mol File: 85-29-0.mol
  • Chemical Properties

    1. Melting Point: 64°C
    2. Boiling Point: 214 °C / 22mmHg
    3. Flash Point: 155.2 °C
    4. Appearance: White crystal powder
    5. Density: 1.3930
    6. Refractive Index: 1.5555 (estimate)
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: Chloroform (Soluble), Methanol (Slightly)
    9. BRN: 1959090
    10. CAS DataBase Reference: 2,4'-Dichlorobenzophenone(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2,4'-Dichlorobenzophenone(85-29-0)
    12. EPA Substance Registry System: 2,4'-Dichlorobenzophenone(85-29-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 36/37/38-38-37-36
    3. Safety Statements: 26-36/37/39-37
    4. WGK Germany:
    5. RTECS:
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 85-29-0(Hazardous Substances Data)

85-29-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 85-29-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 5 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 85-29:
(4*8)+(3*5)+(2*2)+(1*9)=60
60 % 10 = 0
So 85-29-0 is a valid CAS Registry Number.

85-29-0 Well-known Company Product Price

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  • Alfa Aesar

  • (L07648)  2,4'-Dichlorobenzophenone, 98%   

  • 85-29-0

  • 5g

  • 123.0CNY

  • Detail
  • Alfa Aesar

  • (L07648)  2,4'-Dichlorobenzophenone, 98%   

  • 85-29-0

  • 25g

  • 564.0CNY

  • Detail

85-29-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4-Dichlorobenzophenone

1.2 Other means of identification

Product number -
Other names (2-chlorophenyl)-(4-chlorophenyl)methanone

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:85-29-0 SDS

85-29-0Relevant articles and documents

Asymmetric Transfer Hydrogenation of Diaryl Ketones with Ethanol Catalyzed by Chiral NCP Pincer Iridium Complexes

Huang, Zheng,Liu, Guixia,Qian, Lu,Tang, Xixia,Wang, Yulei

supporting information, (2022/02/23)

The use of a chiral (NCP)Ir complex as the precatalyst allowed for the discovery of asymmetric transfer hydrogenation of diaryl ketones with ethanol as the hydrogen source and solvent. This reaction was applicable to various ortho-substituted diaryl keontes, affording benzhydrols in good yields and enantioselectivities. This protocol could be carried out in a gram scale under mild reaction conditions. The utility of the catalytic system was highlighted by the synthesis of the key precursor of (S)-neobenodine.

Pd-Catalyzed Suzuki–Miyaura Cross-Coupling of Arylboronic Acids and α-Iminonitriles through C–CN Bond Activation

Liu, Kui,Tao, Shou-Wei,Qian, Chun,Zhu, Yong-Ming

supporting information, p. 4769 - 4775 (2018/09/06)

A Pd-catalyzed Suzuki–Miyaura cross-coupling reaction between arylboronic acids and α-iminonitriles has been developed. The reaction proceeds through selective activation of the C–CN bond, tolerates a wide range of substituents, and delivers the versatile ketone products in moderate to excellent yields.

Method for synthesizing biaryl ketone compounds through carbonylation by taking chloroform as carbonyl source without transition metal participation

-

Paragraph 0077; 0078-0079; 0113, (2018/12/02)

The invention discloses a method for synthesizing biaryl ketone compounds through carbonylation by taking chloroform as a carbonyl source without transition metal participation. The method disclosed by the invention comprises the following steps: carrying out a cross coupling reaction on aryl halides, aromatic boron compounds and chloroform serving as the carbonyl source in an aqueous solution ofsolvent alcohol or alcohol in the presence of alkali, acids and iodides without transition metal participation, thereby obtaining the biaryl ketone compounds. According to the method for preparing thebiaryl ketone compounds through the cross coupling reaction, disclosed by the invention, the most obvious advantage is that no transition metal catalyst is used and the chloroform serves as the carbonyl source; the method has the advantages such as low cost and zero metal residue caused by no need of the transition metal catalyst; the carbonyl source is safe, cheap and easy to treat; the reactioncondition is mild, and the selectivity is high; the substrate source is wide and stable; and the compatibility of functional groups of the substrate is excellent, the application range of the substrate is wide, and under the optimized reaction conditions, the separation yield of the target product reaches 95%.

A iron catalytic carbonylation of two fragrant ketone method (by machine translation)

-

Paragraph 0065; 0066; 0103, (2017/01/31)

The invention discloses an iron catalytic carbonylation of the second category of ketone compounds, which belongs to the technical field of catalytic synthesis. The present invention in aqueous solution in the solvent flux, in alkali, under the action of the acid and iodide, addition of an iron catalyst, catalytic aryl halogenide, or four the halogen imitatesfragrant boron apperception compound with carbon halide carbonyl source direct cross-coupling reaction for preparing two fragrant armor ketone compound. Coupling reaction of the present invention for the preparation of two fragrant armor ketone compounds, with carbonyl source safe, cheap and easy to process; catalyst source is extensive, cheap and toxicity is small; the reaction does not need good of the ligands and; mild reaction conditions and selectively high; the substrate is extensive and stability; good substrate functional group compatibility of wide application range of the substrate; the reaction medium can be green and recycling. In the optimized under the reaction conditions, the yield of the target product separation up to 94%. (by machine translation)

Chloro-ruthenium complexes with carbonyl and N-(aryl)pyridine-2-aldimines as ancillary ligands. Synthesis, characterization and catalytic application in C-C cross-coupling of arylaldehydes with arylboronic acids

Dey, Bikash Kali,Dutta, Jayita,Drew, Michael G.B.,Bhattacharya, Samaresh

, p. 176 - 184 (2014/01/06)

Reaction of N-(aryl)pyridine-2-aldimines (L-R, R = OCH3, CH 3, H, Cl and NO2) with [Ru(CO)2Cl 2]n in refluxing ethanol affords a group of complexes of type [Ru(L-R)(CO)2Cl2]. In these complexes the diimine ligands (L-R) are coordinated to the metal center as NN-donors forming five-membered chelate rings, the carbonyls are mutually cis and the two chlorides are trans. Crystal structure of [Ru(L-OCH3)(CO) 2Cl2] has been determined. All the complexes show characteristic 1H NMR signals, and in dichloromethane solution they display intense absorptions in the visible and ultraviolet regions. Cyclic voltammetry on the complexes shows an irreversible oxidation of the metal center within 1.15-1.23 V vs SCE, and reduction(s) of the diimine ligand within -0.70 to -0.96 V vs SCE. The [Ru(L-R)(CO)2Cl2] complexes efficiently catalyze cross-coupling of arylaldehydes with arylboronic acids yielding diaryl ketones.

Catalytic Friedel-Crafts acylation: Magnetic nanopowder CuFe 2O4 as an efficient and magnetically separable catalyst

Parella, Ramarao,Naveen,Kumar, Amit,Babu, Srinivasarao Arulananda

, p. 1738 - 1742 (2013/03/28)

Catalytic regioselective Friedel-Crafts acylation of an array of anisoles/arenes with various acid chlorides using 5-20 mol % of magnetic nanopowder CuFe2O4 is reported. Unlike the conventional Friedel-Crafts reactions, which are catalyzed by moisture sensitive homogeneous catalysts/promoters, the nanopowder CuFe2O4 catalyst is moisture insensitive and the product/ketone-catalyst isolation is easily achieved using the magnetic properties of CuFe2O4.

Fatty acid amide hydrolase inhibitors. 3: Tetra-substituted azetidine ureas with in vivo activity

Roughley, Stephen D.,Browne, Helen,MacIas, Alba T.,Benwell, Karen,Brooks, Teresa,D'Alessandro, Jalanie,Daniels, Zoe,Dugdale, Sarah,Francis, Geraint,Gibbons, Ben,Hart, Terance,Haymes, Timothy,Kennett, Guy,Lightowler, Sean,Matassova, Natalia,Mansell, Howard,Merrett, Angela,Misra, Anil,Padfield, Anthony,Parsons, Rachel,Pratt, Robert,Robertson, Alan,Simmonite, Heather,Tan, Kiri,Walls, Steven B.,Wong, Melanie

scheme or table, p. 901 - 906 (2012/03/11)

We describe here our attempts to optimise the human fatty acid amide hydrolase (FAAH) inhibition and physicochemical properties of our previously reported tetrasubstituted azetidine urea FAAH inhibitor, VER-156084. We describe the SAR of a series of analogues and conclude with the demonstration of in vivo dose-dependant FAAH inhibition in an anandamide-loading study in rats.

Analogues of fenarimol are potent inhibitors of trypanosoma cruzi and are efficacious in a murine model of chagas disease

Keenan, Martine,Abbott, Michael J.,Alexander, Paul W.,Armstrong, Tanya,Best, Wayne M.,Berven, Bradley,Botero, Adriana,Chaplin, Jason H.,Charman, Susan A.,Chatelain, Eric,Von Geldern, Thomas W.,Kerfoot, Maria,Khong, Andrea,Nguyen, Tien,McManus, Joshua D.,Morizzi, Julia,Ryan, Eileen,Scandale, Ivan,Thompson, R. Andrew,Wang, Sen Z.,White, Karen L.

, p. 4189 - 4204 (2012/07/27)

We report the discovery of nontoxic fungicide fenarimol (1) as an inhibitor of Trypanosoma cruzi (T. cruzi), the causative agent of Chagas disease, and the results of structure-activity investigations leading to potent analogues with low nM IC50s in a T. cruzi whole cell in vitro assay. Lead compounds suppressed blood parasitemia to virtually undetectable levels after once daily oral dosing in mouse models of T. cruzi infection. Compounds are chemically tractable, allowing rapid optimization of target biological activity and drug characteristics. Chemical and biological studies undertaken in the development of the fenarimol series toward the goal of delivering a new drug candidate for Chagas disease are reported.

"Greener" Friedel-Crafts acylations: A metal- and halogen-free methodology

Wilkinson, Mark C.

supporting information; experimental part, p. 2232 - 2235 (2011/06/24)

Chemical equations presented. The utility of methanesulfonic anhydride for promoting the Friedel-Crafts acylation reaction of aryl and alkyl carboxylic acids is disclosed. This reagent allows the preparation of aryl ketones in good yield with minimal waste containing no metallic or halogenated components, clearly differentiating it from other available methodologies.

Ytterbium triflate catalyzed Friedel-Crafts reaction: Facile synthesis of diaryl ketones

Su, Weike,Jin, Can

, p. 4249 - 4256 (2007/10/03)

Friedel-Crafts reaction of aromatic compounds (benzenes, thiophene, furan, pyrrole, naphthalene, and benzothiophene) with bis(trichloromethyl) carbonate [BTC] was efficiently catalyzed by ytterbium triflate [Yb(OTf)3] to give diaryl ketones wit

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