5-Chloro-1-tetralone

Base Information

• Chemical Name: 5-Chloro-1-tetralone
• CAS No.: 26673-30-3
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.634
• Hs Code.: 2914700090
• European Community (EC) Number: 823-317-3
• DSSTox Substance ID: DTXSID50480439
• Nikkaji Number: J2.652.542J
• Wikidata: Q82315200
• Mol file: 26673-30-3.mol

Synonyms:5-CHLORO-1-TETRALONE;26673-30-3;5-CHLORO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE;5-Chloro-3,4-dihydro-2H-naphthalen-1-one;MFCD08544416;5-Chloro-tetral-1-on;5-Chloro-alpha-Tetralone;1(2H)-Naphthalenone, 5-chloro-3,4-dihydro-;5-chloro-tetralone;5-CHLORO-1,2,3,4-TETRAHYDRONAPHTHALEN-1-ONE;SCHEMBL1151296;DTXSID50480439;KCJYJBGXUCXUPC-UHFFFAOYSA-N;BBA67330;BCP15159;AM9263;AKOS006282062;AB45800;CS-W006523;DS-13124;SY117310;5-chloro-3,4-dihydro-1(2H)-naphthalenone;FT-0651709;EN300-71334;I10912;A818551;J-517270;Z1139186156

Chemical Property of 5-Chloro-1-tetralone

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 65.5-67 °C
• Refractive Index: 1.579
• Boiling Point: 306.151 °C at 760 mmHg
• Flash Point: 145.805 °C
• PSA: 17.07000
• Density: 1.248 g/cm³
• LogP: 2.85900
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• 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

5-Chloro-tetral-1-on 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC=C2Cl)C(=O)C1

Technology Process of 5-Chloro-1-tetralone

There total 15 articles about 5-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: 86.0%

5-Amino-3,4-dihydro-2H-naphthalen-1-one; hydrochloride (90401-68-6) → 5-chloro-3,4-dihydro-1(2H)-naphthalenone (26673-30-3)

Guidance literature:

With hydrogenchloride; copper(l) chloride; sodium nitrite; In water; for 1h; Ambient temperature;

DOI:10.1248/cpb.32.130

Reference yield: 62.0%

5-amino-3,4-dihydronaphthalen-1(2H)-one (41823-28-3) → 5-chloro-3,4-dihydro-1(2H)-naphthalenone (26673-30-3)

Guidance literature:

5-amino-3,4-dihydronaphthalen-1(2H)-one; With hydrogenchloride; sodium nitrite; In ethanol; water; at 0 ℃; for 0.25h;

With copper(l) chloride; In ethanol; water; at 95 ℃; for 0.25h;

Reference yield: 58.0%

4-(2-chlorophenyl)butanoic acid (68449-31-0) → 5-chloro-3,4-dihydro-1(2H)-naphthalenone (26673-30-3)

Guidance literature:

With methanesulfonic acid; phosphorus pentoxide; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201303527

upstream raw materials:

4-(2-chlorophenyl)butanoic acid

5-Amino-3,4-dihydro-2H-naphthalen-1-one; hydrochloride

4-butanolide

chlorobenzene

Downstream raw materials:

5-chloro-1-naphthalenol

1-chloro-5-o-tolyl-naphthalene

C₁₇H₁₆ClNO₃S

2-(5-chloro-3,4-dihydro-1-naphthalenyl)ethyl-4-methylphenylsulphonate

Refernces

• 1、 Zhang, Minmin,Yu, Shuowen,Hu, Fangzhi,Liao, Yijun,Liao, Lihua,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei. "Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid". supporting information. p. 8757 - 8760. Retrieved 2016/07/15.
• 2、 Romanov-Michailidis, Fedor,Guénée, Laure,Alexakis, Alexandre. "Enantioselective organocatalytic fluorination-induced Wagner-Meerwein rearrangement". supporting information. p. 9266 - 9270. Retrieved 2013/09/12.