8-Chloro-2-tetralone

Base Information

• Chemical Name: 8-Chloro-2-tetralone
• CAS No.: 82302-27-0
• Molecular Formula: C10H9ClO
• Molecular Weight: 180.634
• Hs Code.: 2914700090
• European Community (EC) Number: 878-072-5
• DSSTox Substance ID: DTXSID50404993
• Mol file: 82302-27-0.mol

Synonyms:8-CHLORO-2-TETRALONE;82302-27-0;8-CHLORO-3,4-DIHYDRONAPHTHALEN-2(1H)-ONE;8-chloro-3,4-dihydro-1H-naphthalen-2-one;8-CHLORO-1,2,3,4-TETRAHYDRONAPHTHALEN-2-ONE;MFCD04038576;2(1H)-Naphthalenone, 8-chloro-3,4-dihydro-;SCHEMBL5836173;DTXSID50404993;ZBLPUKDWONQIMX-UHFFFAOYSA-N;CS-M0859;AM9462;AKOS006294390;AB17123;AC-23061;AS-64758;SY116164;8-chloro-3,4-dihydro-2(1H)-naphthalenone;FT-0654571;EN300-96092;8-chloranyl-3,4-dihydro-1H-naphthalen-2-one;Y10481;A840296;8-Chloro-3,4-dihydro-2(1H)-naphthalenone, AldrichCPR;Z1198163928

Chemical Property of 8-Chloro-2-tetralone

Chemical Property:

• Vapor Pressure: 0.000489mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 313.7 °C at 760 mmHg
• Flash Point: 148.7 °C
• PSA: 17.07000
• Density: 1.248 g/cm³
• LogP: 2.39780
• XLogP3: 2.2
• 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

8-chloro-3,4-dihydronaphthalen-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(CC1=O)C(=CC=C2)Cl

Technology Process of 8-Chloro-2-tetralone

There total 3 articles about 8-Chloro-2-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: 71.0%

C14H21ClO3 (1190847-97-2) → 6-chloro-3,4-dihydro-1H-naphthalen-2-one (17556-18-2) + 8-chloro-3,4-dihydro-2(1H)-naphthalenone (82302-27-0)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 0 - 20 ℃; for 5h;

DOI:10.1016/j.tetlet.2009.07.129

Reference yield:

2'-chloro-benzeneacetic acid (2444-36-2) → 8-chloro-3,4-dihydro-2(1H)-naphthalenone (82302-27-0) + 2-(2-chlorophenyl)acetyl chloride (51512-09-5)

Guidance literature:

With thionyl chloride;

Reference yield:

ethene (74-85-1) + 2-(2-chlorophenyl)acetyl chloride (51512-09-5) → 8-chloro-3,4-dihydro-2(1H)-naphthalenone (82302-27-0)

Guidance literature:

With aluminium trichloride; In dichloromethane; at -10 ℃; for 0.25h;

DOI:10.1021/jm00069a006

upstream raw materials:

ethene

2-(2-chlorophenyl)acetyl chloride

2'-chloro-benzeneacetic acid

C₁₄H₂₁ClO₃

Downstream raw materials:

2-Amino-8-chloro-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid amide

1-chloro-7-methylnaphthalene

(-)-U 89968E

(+)-U 89968E

Refernces

• 1、 Hon, Yung-Son,Devulapally, Rammohan. "A concise method for the synthesis of 2-tetralone by titanium tetrachloride-promoted cyclization of 4-aryl-2-hydroxybutanal diethyl acetal". scheme or table. p. 5713 - 5715. Retrieved 2009/12/09.
• 2、 -. "CIS-HEXAHYDRO-5-(1,2,3,4-TETRAHYDRO-2-NAPHTHALENYL)PYRROLOPYRROLES AS INHIBITORS OF SEROTONIN REUPTAKE". . . Retrieved 2008/06/13.