1-Naphthoyl fluoride

Base Information

• Chemical Name: 1-Naphthoyl fluoride
• CAS No.: 35424-74-9
• Molecular Formula: C11H7 F O
• Molecular Weight: 174.174
• Hs Code.: 2916399090
• NSC Number: 97609
• DSSTox Substance ID: DTXSID00294664
• Nikkaji Number: J500.363F
• Wikidata: Q82034061
• Mol file: 35424-74-9.mol

Synonyms:1-Naphthoyl fluoride;35424-74-9;NSC 97609;naphthalene-1-carbonyl fluoride;SCHEMBL2478185;DTXSID00294664;NSC97609;1-Naphthalenecarboxylic acid fluoride;NSC-97609

Chemical Property of 1-Naphthoyl fluoride

Chemical Property:

• Vapor Pressure: 0.00325mmHg at 25°C
• Boiling Point: 283°Cat760mmHg
• Flash Point: 108.3°C
• PSA: 17.07000
• Density: 1.209g/cm³
• LogP: 2.94950
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 174.048093005
• Heavy Atom Count: 13
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Naphthoyl fluoride

There total 7 articles about 1-Naphthoyl fluoride 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: 95.0%

1-naphthalenecarboxylic acid (86-55-5) → 1-naphthalenecarbonyl fluoride (35424-74-9)

Guidance literature:

With potassium 2-(difluoro(trifluoromethoxy)methoxy)-2,2-difluoroacetate; In acetonitrile; at 80 ℃; for 1h; Reagent/catalyst; Temperature; Solvent; Schlenk technique; Inert atmosphere;

Reference yield: 93.0%

naphthalene-1-carbonic acid chloride (879-18-5) → 1-naphthalenecarbonyl fluoride (35424-74-9)

Guidance literature:

With potassium hydrogenfluoride; tetrabutyl-ammonium chloride; water; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1055/a-1649-5460

Reference yield: 74.0%

1-Bromonaphthalene (90-11-9) + 3-oxobenzo[d]isothiazole-2(3H)-carbaldehyde 1,1-dioxide (50978-45-5) → 1-naphthalenecarbonyl fluoride (35424-74-9)

Guidance literature:

With potassium fluoride; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 80 ℃; for 20h; Inert atmosphere; Sealed tube;

DOI:10.1021/ol4026815

upstream raw materials:

carbon monoxide

1-Bromonaphthalene

1-naphthaldehyde

1-naphthalenecarboxylic acid

Downstream raw materials:

N-benzyl-1-naphthamide

naphthalene

1-naphthaldehyde

4-methylphenyl 1-naphthyl sulfide

Refernces

• 1、 -. "Fluorination method". Paragraph 0081-0125. . Retrieved 2021/01/12.
• 2、 Wang, Xiu,Wang, Fei,Huang, Fengfeng,Ni, Chuanfa,Hu, Jinbo. "Deoxyfluorination of Carboxylic Acids with CpFluor: Access to Acyl Fluorides and Amides". supporting information. p. 1764 - 1768. Retrieved 2021/03/03.