(E)-3,4-Dihydro-2-((4-chlorophenyl)methylene)-1(2H)-naphthalenone

Base Information

• Chemical Name: (E)-3,4-Dihydro-2-((4-chlorophenyl)methylene)-1(2H)-naphthalenone
• CAS No.: 49545-70-2
• Molecular Formula: C17H13ClO
• Molecular Weight: 268.743
• NSC Number: 636720,150150
• DSSTox Substance ID: DTXSID301165494
• Nikkaji Number: J451.249I,J724.189E
• ChEMBL ID: CHEMBL29845
• Mol file: 49545-70-2.mol

Synonyms:59082-24-5;(E)-3,4-Dihydro-2-((4-chlorophenyl)methylene)-1(2H)-naphthalenone;(2E)-2-[(4-chlorophenyl)methylidene]-3,4-dihydronaphthalen-1-one;1(2H)-Naphthalenone, 3,4-dihydro-2-((4-chlorophenyl)methylene)-, (E)-;(2E)-2-(4-chlorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one;NSC636720;(2E)-2-[(4-chlorophenyl)methylidene]-1,2,3,4-tetrahydronaphthalen-1-one;C17H13ClO;MLS003389160;C17-H13-Cl-O;49545-70-2;CHEMBL29845;1(2H)-Naphthalenone, 2-[(4-chlorophenyl)methylene]-3,4-dihydro-;HMS562F11;DTXSID301165494;(E)-2-(4-chlorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one;2-(4-chlorobenzylidene)--tetralone;CCG-54915;NSC150150;STK993574;AKOS001494500;2-(4-Chlorobenzylidene)tetralin-1-one;NSC-150150;NSC-636720;SS-5197;2-(4-Chlorophenylmethylene)-1-tetralone;LS-95039;(E)-2-(4-Chlorobenzylidene)tetralin-1-one;CS-0357338;(2E)-2-[(4-chlorophenyl)methylene]tetralin-1-one;SR-01000643976-1;2-(4-Chlorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one;(2E)-2-[(4-Chlorophenyl)methylene]-3,4-dihydro-1(2H)-naphthalenone

Chemical Property of (E)-3,4-Dihydro-2-((4-chlorophenyl)methylene)-1(2H)-naphthalenone

Chemical Property:

• Vapor Pressure: 1.17E-07mmHg at 25°C
• Boiling Point: 431.7°Cat760mmHg
• Flash Point: 239.7°C
• Density: 1.264g/cm³
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 268.0654927
• Heavy Atom Count: 19
• Complexity: 366

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=CC2=CC=C(C=C2)Cl)C(=O)C3=CC=CC=C31
• Isomeric SMILES: C1C/C(=C\C2=CC=C(C=C2)Cl)/C(=O)C3=CC=CC=C31

Technology Process of (E)-3,4-Dihydro-2-((4-chlorophenyl)methylene)-1(2H)-naphthalenone

There total 6 articles about (E)-3,4-Dihydro-2-((4-chlorophenyl)methylene)-1(2H)-naphthalenone 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: 97.0%

4-chlorobenzaldehyde (104-88-1) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → E-2-(4-chlorobenzylidene)-1-tetralone (49545-70-2)

Guidance literature:

With toluene-4-sulfonic acid; for 0.025h; microwave irradiation;

Reference yield: 87.0%

4-chlorobenzaldehyde (104-88-1) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → 2-(4-chlorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one (49545-70-2,59082-24-5,59082-35-8)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃; for 12h;

DOI:10.1002/anie.201710271

Reference yield: 75.0%

E-2-(4-chlorobenzylidene)-1-tetralone (49545-70-2) → (1R,2S)-2-(4-chlorobenzyl)-1,2,3,4-tetrahydronaphthalen-1-ol + (1R,2S)-2-(4-chlorobenzyl)-1,2,3,4-tetrahydronaphthalen-1-ol + C17H15ClO + 2-(4-chlorobenzylidene)-3,4-dihydronaphthalen-1(2H)-one (49545-70-2,59082-24-5,59082-35-8)

Guidance literature:

With [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2,3,4,5,6-η)-1,3,5-trimethylbenzene]-ruthenium; sodium formate; cetyltrimethylammonim bromide; copper(II) bis(trifluoromethanesulfonate); In water; 1,2-dichloro-ethane; at 20 ℃; for 72h; enantioselective reaction;

DOI:10.1021/acs.joc.0c02981

upstream raw materials:

4-chlorobenzaldehyde

3,4-dihydronaphthalene-1(2H)-one

para-Chlorobenzyl alcohol

Downstream raw materials:

1-(4-Chloro-phenyl)-3-oxo-1,2,3,9,10,10a-hexahydro-phenanthrene-2-carboxylic acid (2-chloro-phenyl)-amide

1-(4-Chloro-phenyl)-3-oxo-1,2,3,9,10,10a-hexahydro-phenanthrene-2-carboxylic acid (2-nitro-phenyl)-amide

1-(4-Chloro-phenyl)-3-oxo-1,2,3,9,10,10a-hexahydro-phenanthrene-2-carboxylic acid (4-dimethylamino-phenyl)-amide

2-Mercapto-4-p-chlorophenyl-4H-1,2,3,4,5,6-hexahydrobenzo-quinazoline