6-Fluoro-1-tetralone

Base Information

• Chemical Name: 6-Fluoro-1-tetralone
• CAS No.: 703-67-3
• Molecular Formula: C10H9FO
• Molecular Weight: 164.179
• Hs Code.: 2914700090
• European Community (EC) Number: 826-060-5
• DSSTox Substance ID: DTXSID50565336
• Wikidata: Q72477117
• Mol file: 703-67-3.mol

Synonyms:6-Fluoro-1-tetralone;703-67-3;6-fluoro-3,4-dihydro-2H-naphthalen-1-one;6-fluoro-1,2,3,4-tetrahydronaphthalen-1-one;6-FLUORO-3,4-DIHYDRONAPHTHALEN-1(2H)-ONE;MFCD09031370;6-Fluoro-alpha-Tetralone;1(2H)-Naphthalenone, 6-fluoro-3,4-dihydro-;6-fluorotetralone;6-fluoro-tetralone;BISPHENOLADIACETATE;SCHEMBL315877;DTXSID50565336;NJYZZEHPEKDFEK-UHFFFAOYSA-N;BCP15196;AKOS006290333;AB49348;AC-6289;CS-W004321;FS-3483;SY033451;6-fluoro-3,4-dihydro-1(2h)-naphthalenone;6-fluoro-3,4-dihydro-1(2H)-naphthlenone;6-fluoro-3,4-dihydro-2h-naphthalene-1-one;AM20041047;EN300-92166;6-fluoranyl-3,4-dihydro-2H-naphthalen-1-one;A26911;A836861;Z1198183228;6-Fluoro-3,4-dihydro-2H-naphthalen-1-one

Chemical Property of 6-Fluoro-1-tetralone

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.543
• Boiling Point: 269.514 °C at 760 mmHg
• Flash Point: 102.34 °C
• PSA: 17.07000
• Density: 1.199 g/cm³
• LogP: 2.34470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• 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

6-Fluoro-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)F)C(=O)C1

Technology Process of 6-Fluoro-1-tetralone

There total 19 articles about 6-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: 100.0%

4-(3-fluorophenyl)butanoic acid (70631-88-8) → 6-fluoro-3,4-dihydronaphthalen-1(2H)-one (703-67-3)

Guidance literature:

With PPA; at 110 ℃; for 2h;

Reference yield: 71.0%

5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid (3470-46-0) → 6-fluoro-3,4-dihydronaphthalen-1(2H)-one (703-67-3)

Guidance literature:

5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid; With tetrakis(acetonitrile)copper(I)tetrafluoroborate; tetrabutylammonium tetra(tert-butyl alcohol) coordinate fluoride; copper(II) bis(trifluoromethanesulfonate); In acetonitrile; at 23 ℃; for 0.5h; Sealed tube; Inert atmosphere;

In acetonitrile; at 35 ℃; for 6h; Irradiation; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.1c02490

Reference yield: 68.0%

1-(4-fluorophenyl)cyclobutan-1-ol (339365-53-6) → 6-fluoro-3,4-dihydronaphthalen-1(2H)-one (703-67-3)

Guidance literature:

With lithium perchlorate; In acetonitrile; at 0 - 20 ℃; for 3h; regioselective reaction; Electrochemical reaction; Sealed tube; Green chemistry;

DOI:10.1002/ejoc.202001535

upstream raw materials:

4-(3-fluorophenyl)butanoic acid

(3-fluorophenyl)tri-n-butyltin

4-(3-fluoro-phenyl)-4-oxo-butyric acid methyl ester

6-Hydroxy-1-tetralone

Downstream raw materials:

7-fluoro-1,3,4,5-tetrahydro-2H-benzo[b]azepin-2-one

ethyl 6-fluoro-1-hydroxy-2-naphthoate

7-fluoro-2,3,4,5-tetrahydro-1H-benzo[b]azepine

6-fluoro-1,2-dihydronaphthalene

Refernces

• 1、 Xu, Peng,López-Rojas, Priscila,Ritter, Tobias. "Radical Decarboxylative Carbometalation of Benzoic Acids: A Solution to Aromatic Decarboxylative Fluorination". supporting information. p. 5349 - 5354. Retrieved 2021/05/05.
• 2、 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.