2-Chlorochalcone

Base Information

• Chemical Name: 2-Chlorochalcone
• CAS No.: 22966-11-6
• Molecular Formula: C15H11ClO
• Molecular Weight: 242.705
• European Community (EC) Number: 625-469-4
• NSC Number: 636930,237972
• UNII: 8ZFD79DH6F
• Nikkaji Number: J751.972I,J799.472I
• Wikidata: Q76306151
• ChEMBL ID: CHEMBL474682
• Mol file: 22966-11-6.mol

Synonyms:2-Chlorochalcone;22966-11-6;3-(2-Chlorophenyl)-1-phenyl-2-propen-1-one;o-Chlorostyryl phenyl ketone;2-Chlorobenzylideneacetophenone;3-(2-Chlorophenyl)-1-phenylprop-2-en-1-one;(E)-3-(2-chlorophenyl)-1-phenylprop-2-en-1-one;NSC 636930;BRN 2211175;(2E)-3-(2-chlorophenyl)-1-phenylprop-2-en-1-one;Chalcone, 2-chloro- (6CI,7CI,8CI);CHEMBL474682;2-Propen-1-one, 3-(2-chlorophenyl)-1-phenyl-;2-Chlorochalcone, predominantly trans;NSC636930;NSC-636930;2-Propen-1-one, 3-(2-chlorophenyl)-1-phenyl-, (2E)-;2-07-00-00426 (Beilstein Handbook Reference);3300-67-2;NSC-55783;Chalcone, 2-chloro-;trans-2-Chlorochalcone;(E)-2-Chlorochalcone;2-Chloro-trans-chalcone;8ZFD79DH6F;o-Chlorobenzylideneacetophenone;SCHEMBL4908401;SCHEMBL4908405;BDBM50440658;MFCD00018310;NSC237972;STK360004;AKOS005432067;FS-4954;NSC-237972;LS-123853;3-(2-chlorophenyl)-1-phenyl-prop-2-en-1-one;A816450;AF-961/00496024;(2E)-3-(2-chlorophenyl)-1-phenyl-2-propen-1-one;(E)-3-(2-chlorophenyl)-1-phenyl-prop-2-en-1-one;J-014924

Chemical Property of 2-Chlorochalcone

Chemical Property:

• Vapor Pressure: 6E-06mmHg at 25°C
• Melting Point: 49-52 °C
• Refractive Index: 1.632
• Boiling Point: 379.1 °C at 760 mmHg
• Flash Point: 209.3 °C
• PSA: 17.07000
• Density: 1.202 g/cm₃
• LogP: 4.23610
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 242.0498427
• Heavy Atom Count: 17
• Complexity: 279

Purity/Quality:

99% ^*data from raw suppliers

2-CHLOROCHALCONE, PREDOMINANTLY TRANS Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N
• Statements: 36/37/38-51/53
• Safety Statements: 26-36-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C=CC2=CC=CC=C2Cl
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)/C=C/C2=CC=CC=C2Cl

Technology Process of 2-Chlorochalcone

There total 17 articles about 2-Chlorochalcone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.8%

2-chloro-benzaldehyde (89-98-5) + acetophenone (98-86-2) → (2E)-3-(2-chlorophenyl)-1-phenylprop-2-en-1-one (22966-11-6)

Guidance literature:

With Amberlyst-15; In neat (no solvent); at 60 ℃; for 1h; Reagent/catalyst; Sonication; Green chemistry;

DOI:10.1016/j.ultsonch.2013.01.017

Reference yield: 95.0%

trans-[3-(2-chloro-phenyl)-aziridin-2-yl]-phenyl-methanone (76336-96-4) → (2E)-3-(2-chlorophenyl)-1-phenylprop-2-en-1-one (22966-11-6)

Guidance literature:

With dinitrogen tetraoxide; triethylamine; In tetrahydrofuran; at -23 ℃; for 0.166667h;

DOI:10.1080/00397919908086096

Reference yield: 93.0%

2-Chlorobenzyl alcohol (17849-38-6) + triphenylphenacylphosphonium bromide (6048-29-9) → (2E)-3-(2-chlorophenyl)-1-phenylprop-2-en-1-one (22966-11-6)

Guidance literature:

With [2,2]bipyridinyl; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydroxide; copper(ll) bromide; In formamide; acetonitrile; at 65 ℃; for 24h; diastereoselective reaction; Schlenk technique;

DOI:10.1055/s-0036-1590904

upstream raw materials:

2-chloro-benzaldehyde

acetophenone

trans-[3-(2-chloro-phenyl)-aziridin-2-yl]-phenyl-methanone

2-chlorobenzaldehyde diethyl acetal

Downstream raw materials:

C₂₁H₁₄ClN₄O^(1-)*C₅H₁₁N*H⁽¹⁺⁾

trans‐2,3‐epoxy‐3‐(2‐chlorophenyl)‐1‐phenylpropan‐1‐one

1,3-diphenyldibenzisoquinoline

4-(2-chlorophenyl)-2,3,6-triphenylpyridine

Refernces

• 1、 Azmi, Mohamad Nurul,Che Omar, Mohammad Tasyriq,Osman, Hasnah,Parumasivam, Thaigarajan,Supratman, Unang,Wong, Kok Tong. "Synthesis, characterization and biological evaluation of new 3,5-disubstituted-pyrazoline derivatives as potential anti-Mycobacterium tuberculosis H37Ra compounds". . . Retrieved 2021/05/29.
• 2、 Devi, E. Sankari,Pavithra, Thangavel,Tamilselvi,Nagarajan, Subbiah,Sridharan, Vellaisamy,Maheswari, C. Uma. "N-Heterocyclic Carbene Catalyzed Synthesis of Trisubstituted Epoxides via Tandem Amidation/Epoxidation Sequence". supporting information. p. 3576 - 3580. Retrieved 2020/04/20.