5-Fluoro-1-tetralone

Base Information

• Chemical Name: 5-Fluoro-1-tetralone
• CAS No.: 93742-85-9
• Molecular Formula: C10H9FO
• Molecular Weight: 164.18
• Hs Code.: 2914700090
• European Community (EC) Number: 861-373-0
• DSSTox Substance ID: DTXSID80573267
• Nikkaji Number: J2.652.543H
• Wikidata: Q72477123
• Mol file: 93742-85-9.mol

Synonyms:5-FLUORO-1-TETRALONE;93742-85-9;5-fluoro-3,4-dihydronaphthalen-1(2H)-one;5-Fluoro-3,4-dihydro-2H-naphthalen-1-one;MFCD08234371;5-FLUORO-1,2,3,4-TETRAHYDRONAPHTHALEN-1-ONE;5-Fluoro-alpha-Tetralone;5-fluorotetralone;1(2H)-NAPHTHALENONE, 5-FLUORO-3,4-DIHYDRO-;SCHEMBL1151120;DTXSID80573267;ALVLPJZOYNSRRX-UHFFFAOYSA-N;BCP27913;CS-B0543;AM9509;AKOS006284988;AB43579;AC-31624;DS-13063;SY042708;A25860;EN300-128050;5-FLUORO-3,4-DIHYDRO-1(2H)-NAPHTHALENONE;J-517496;2(1H)-Naphthalenone,5-fluoro-3,4-dihydro-(9CI);5-Fluoro-3,4-dihydronaphthalen-1(2H)-one

Chemical Property of 5-Fluoro-1-tetralone

Chemical Property:

• Vapor Pressure: 0.00906mmHg at 25°C
• Refractive Index: 1.542
• Boiling Point: 265.6 °C at 760 mmHg
• Flash Point: 101.4 °C
• PSA: 17.07000
• Density: 1.198 g/cm³
• LogP: 2.34470
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 164.063743068
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

98% ^*data from raw suppliers

5-Fluoro-1,2,3,4-tetrahydronaphthalen-1-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=CC=C2F)C(=O)C1

Technology Process of 5-Fluoro-1-tetralone

There total 18 articles about 5-Fluoro-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: 55.0%

4-(2-Fluorophenyl)butanoic acid (143654-62-0) → 5-fluoro-3,4-dihydronaphthalen-1(2H)-one (93742-85-9)

Guidance literature:

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

DOI:10.1002/anie.201303527

Reference yield:

4-butanolide (96-48-0) + fluorobenzene (462-06-6) → 7-fluoro-3,4-dihydronaphthalen-1(2H)-one (2840-44-0) + 5-fluoro-3,4-dihydronaphthalen-1(2H)-one (93742-85-9)

Guidance literature:

With aluminium trichloride; at 0 - 100 ℃; for 3h;

DOI:10.1016/j.bmcl.2007.01.069

Reference yield:

4-(2-fluorophenyl)butyryl chloride (166251-26-9) → 5-fluoro-3,4-dihydronaphthalen-1(2H)-one (93742-85-9)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 20 ℃;

upstream raw materials:

4-butanolide

fluorobenzene

4-(2-fluorophenyl)butyryl chloride

4-(2-Fluorophenyl)butanoic acid

Downstream raw materials:

5-fluoro-1,2,3,4-tetrahydronaphthalen-1-amine

(Z)-5-fluoro-3,4-dihydronaphthalen-1(2H)-oxime

Refernces

• 1、 Chen, Hui,Zhao, Sihan,Cheng, Shaobing,Dai, Xingjie,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei. "Synthesis of Novel Pterocarpen Analogues via [3?+?2] Coupling-Elimination Cascade of α,α-Dicyanoolefins with Quinone Monoimines". . p. 1672 - 1683. Retrieved 2019/04/08.
• 2、 Romanov-Michailidis, Fedor,Romanova-Michaelides, Maria,Pupier, Marion,Alexakis, Alexandre. "Enantioselective halogenative semi-pinacol rearrangement: Extension of substrate scope and mechanistic investigations". supporting information. p. 5561 - 5583. Retrieved 2015/03/30.