6-Chloro-1-tetralone

Base Information

• Chemical Name: 6-Chloro-1-tetralone
• CAS No.: 26673-31-4
• Molecular Formula: C10H9ClO
• Molecular Weight: 180.634
• Hs Code.: 2914700090
• European Community (EC) Number: 808-038-7
• DSSTox Substance ID: DTXSID70484959
• Wikidata: Q72459713
• Mol file: 26673-31-4.mol

Synonyms:6-CHLORO-1-TETRALONE;26673-31-4;6-Chloro-3,4-dihydronaphthalen-1(2H)-one;1(2H)-NAPHTHALENONE, 6-CHLORO-3,4-DIHYDRO-;6-CHLORO-3,4-DIHYDRO-2H-NAPHTHALEN-1-ONE;6-chloro-3,4-dihydro-1(2H)-naphthalenone;6-CHLORO-TETRAL-1-ONE;MFCD04114377;6-CHLORO-TETRAL-1-ON;5-chloro-l-indomone;6-Chloro-alpha-Tetralone;6-chloro-3;6-Chloro-a-Tetralone;5-CHLORO-1-INDOMONE;6-CHLORO-1,2,3,4-TETRAHYDRONAPHTHALEN-1-ONE;SCHEMBL1798900;DTXSID70484959;WQKHERPPDYPMNX-UHFFFAOYSA-N;BCP15145;AM9264;AKOS006294164;AB18184;CS-W004311;DS-6289;HY-W004311;3,4,6-trichloro-2H-naphthalen-1-one;AC-31618;SY055227;C2917;FT-0657359;6-chloro-3, 4-dihydro-[2H]-napthalen-1-one;EN300-102343;I10915;A818552;AR-362/43519171;6-Chloro-3 pound not4-dihydronaphthalen-1(2H)-one;A1-13007

Chemical Property of 6-Chloro-1-tetralone

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 53 °C
• Refractive Index: 1.579
• Boiling Point: 308.577 °C at 760 mmHg
• Flash Point: 146.727 °C
• PSA: 17.07000
• Density: 1.248 g/cm³
• LogP: 2.85900
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 180.0341926
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

98%, ^*data from raw suppliers

6-Chloro-1-tetralone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC(=C2)Cl)C(=O)C1
• Uses: 6-Chloro-1-tetralone is a novel and potent intermediate used for synthesis of pharmaceutical compounds.

Technology Process of 6-Chloro-1-tetralone

There total 21 articles about 6-Chloro-1-tetralone 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: 88.0%

6-amino-1-tetralone (3470-53-9) → 6-chloro-3,4-dihydronaphthalen-1(2H)-one (26673-31-4)

Guidance literature:

With tert.-butylnitrite; copper dichloride; In acetonitrile; at 60 ℃; for 0.75h;

Reference yield: 76.0%

6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,4-dihydronaphthalen-1(2H)-one (517874-22-5) → 6-chloro-3,4-dihydronaphthalen-1(2H)-one (26673-31-4)

Guidance literature:

With copper(II) choride dihydrate; In methanol; water; for 10h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201406133

Reference yield: 72.0%

1,3-dioxoisoindolin-2-yl 5-(4-chlorophenyl)-5-oxopentanoate → 6-chloro-3,4-dihydronaphthalen-1(2H)-one (26673-31-4)

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; trifluoroacetic acid; In dimethyl sulfoxide; at 20 ℃; for 7h; Irradiation;

DOI:10.1021/acs.joc.9b00432

upstream raw materials:

4-(3-chlorophenyl)-butyric acid

6-chloro-1,2,3,4-tetrahydronaphthalene

tributyl(3-chlorophenyl)stannane

2-methyl-2-[(5-oxo-5,6,7,8-tetrahydro-2-naphthalenyl)oxy]propanamide

Downstream raw materials:

6-chloro-1-hydroxy-1,2,3,4-tetrahydronaphthalene

6-Chloro-3,4-dihydro-2H-naphthalen-1-one oxime

6-chloro-2,2-dimethyl-1,2,3,4-tetrahydronaphthalen-1-one

ethyl 7-chloro-1-phenyl-4,5-dihydro-1H-benzo[g]indazole-3-carboxylate

Refernces

• 1、 Wood, Susanna H.,Etridge, Stephen,Kennedy, Alan R.,Percy, Jonathan M.,Nelson, David J.. "The Electrophilic Fluorination of Enol Esters Using SelectFluor: A Polar Two-Electron Process". supporting information. p. 5574 - 5585. Retrieved 2019/03/21.
• 2、 Ao, Jun,Liu, Yidong,Jia, Shiqi,Xue, Lu,Li, Dongmei,Tan, Yu,Qin, Wenling,Yan, Hailong. "Acid-promoted furan annulation and aromatization: An access to benzo[b]furan derivatives". supporting information. p. 433 - 440. Retrieved 2018/01/03.