2-(2-Fluoroacetyl)naphthalene

Base Information

• Chemical Name: 2-(2-Fluoroacetyl)naphthalene
• CAS No.: 71365-99-6
• Molecular Formula: C₁₂H₉FO
• Molecular Weight: 188.201
• DSSTox Substance ID: DTXSID40541088
• Nikkaji Number: J2.874.402A
• Wikidata: Q82417319
• Mol file: 71365-99-6.mol

Synonyms:71365-99-6;2-(2-Fluoroacetyl)naphthalene;2-Fluoro-1-(naphthalen-2-yl)ethanone;2-Fluoro-1-(naphthalen-2-yl)ethan-1-one;2-fluoro-1-naphthalen-2-ylethanone;SCHEMBL13715355;DTXSID40541088;2-Fluoro-1-naphthalen-2-yl-ethanone;EN300-1620639

Chemical Property of 2-(2-Fluoroacetyl)naphthalene

Chemical Property:

• PSA: 17.07000
• LogP: 2.99200
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 188.063743068
• Heavy Atom Count: 14
• Complexity: 214

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C(=O)CF

Technology Process of 2-(2-Fluoroacetyl)naphthalene

There total 12 articles about 2-(2-Fluoroacetyl)naphthalene 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: 97.0%

2-ethynylnaphthalene (2949-26-0,123333-47-1) → 2-fluoro-1-(naphthalen-2-yl)ethan-1-one (71365-99-6)

Guidance literature:

With 8-methylquinoline 1-oxide; [(1,1′-biphenyl-2-yl)di-tert-butylphosphine]gold(I) bis(trifluoromethanesulfonyl)imide; pyridine hydrogenfluoride; In dichloromethane; at 20 ℃; under 760.051 Torr;

DOI:10.1002/anie.201603914

Reference yield: 94.0%

2-Bromo-2'-acetonaphthone (613-54-7) → 2-fluoro-1-(naphthalen-2-yl)ethan-1-one (71365-99-6)

Guidance literature:

With potassium fluoride; CH₃O₃S^(1-)*C₂₇H₅₃N₂O₁₂⁽¹⁺⁾; In tert-Amyl alcohol; at 100 ℃; for 1h;

DOI:10.1021/ol200751e

Reference yield: 88.0%

2-(1-azidovinyl)naphthalene → 2-fluoro-1-(naphthalen-2-yl)ethan-1-one (71365-99-6)

Guidance literature:

With water; sodium hydrogencarbonate; Selectfluor; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1021/acs.orglett.6b01691

upstream raw materials:

1-(2-naphthyl)-1-(acetyloxy)ethylene

methyl 2-naphthyl ketone

2-Bromo-2'-acetonaphthone

3-(naphthalen-2-yl)-3-oxopropanoic acid

Refernces

• 1、 Hammond, Gerald B.,Li, Wangbing,Lu, Zhichao,Xu, Bo. "Unbalanced-Ion-Pair-Catalyzed Nucleophilic Fluorination Using Potassium Fluoride". supporting information. p. 9640 - 9644. Retrieved 2021/12/14.
• 2、 Taher, Abu,Lee, Kyo Chul,Han, Hye Ji,Kim, Dong Wook. "Pyrene-Tagged Ionic Liquids: Separable Organic Catalysts for SN2 Fluorination". supporting information. p. 3342 - 3345. Retrieved 2017/07/15.