2-Naphthyl trifluoromethyl ketone

Base Information

• Chemical Name: 2-Naphthyl trifluoromethyl ketone
• CAS No.: 1800-42-6
• Molecular Formula: C12H7F3O
• Molecular Weight: 224.182
• Hs Code.: 2914700090
• European Community (EC) Number: 864-127-0
• ChEMBL ID: CHEMBL86998
• DSSTox Substance ID: DTXSID20473156
• Nikkaji Number: J1.105.407B
• Wikidata: Q82302348
• Mol file: 1800-42-6.mol

Synonyms:1800-42-6;2-NAPHTHYL TRIFLUOROMETHYL KETONE;2,2,2-Trifluoro-1-(naphthalen-2-yl)ethanone;2,2,2-trifluoro-1-naphthalen-2-yl-ethanone;Ethanone, 2,2,2-trifluoro-1-(2-naphthalenyl)-;2,2,2-Trifluoro-1-naphthalen-2-ylethanone;2,2,2-TRIFLUORO-1-(NAPHTHALEN-2-YL)ETHAN-1-ONE;MFCD01320008;CHEMBL86998;SCHEMBL4307207;DTXSID20473156;JWQLBVFFLIHXHA-UHFFFAOYSA-N;AKOS012259166;AB08973;CS-0449045;EN300-312764;F77095;Z1065649336

Chemical Property of 2-Naphthyl trifluoromethyl ketone

Chemical Property:

• Vapor Pressure: 0.00305mmHg at 25°C
• Boiling Point: 284°C at 760 mmHg
• Flash Point: 126.3°C
• PSA: 17.07000
• Density: 1.307g/cm³
• LogP: 3.58480
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 224.04489933
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Naphthyltrifluoromethylketone 97% ^*data from reagent 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)C(F)(F)F

Technology Process of 2-Naphthyl trifluoromethyl ketone

There total 25 articles about 2-Naphthyl trifluoromethyl ketone 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%

S-(tert-butyl)trifluorothioacetate (181820-18-8) + naphthalene-2-boronic acid (32316-92-0) → 2-naphthyl trifluoromethyl ketone (1800-42-6)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; copper(I) thiophene-2-carboxylate; trifuran-2-yl-phosphane; In tetrahydrofuran; at 30 ℃; for 18h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tetlet.2020.151780

Reference yield: 91.0%

ethyl trifluoroacetate, (383-63-1) + 2-naphthyllithium (4541-70-2) → 2-naphthyl trifluoromethyl ketone (1800-42-6)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; at -78 ℃; for 1.5h;

DOI:10.1016/S0040-4020(01)80530-5

Reference yield: 90.0%

3,3,3-trifluoro-2-hydroxy-2-(2-naphthyl)propanoic acid → 2-naphthyl trifluoromethyl ketone (1800-42-6)

Guidance literature:

With Co(III) ortho-phenylene-bis(N'-methyloxamidate); oxygen; pivalaldehyde; In dichloromethane;

DOI:10.1016/S0040-4020(02)00947-X

upstream raw materials:

naphthalene

2-(trifluoroacetyloxy)pyridine

ethyl trifluoroacetate,

2-naphthyllithium

Downstream raw materials:

2-fluoro-1-(naphthalen-2-yl)ethan-1-one

Refernces

• 1、 Liu, Xue,Liu, Long,Huang, Tianzeng,Zhang, Jingjing,Tang, Zhi,Li, Chunya,Chen, Tieqiao. "Trifluoromethylation of Benzoic Acids: An Access to Aryl Trifluoromethyl Ketones". supporting information. p. 4930 - 4934. Retrieved 2021/06/30.
• 2、 Bao, Robert Li-Yuan,Fu, Kang,Shi, Lei. "Highly enantioselective construction of CF3-bearing all-carbon quaternary stereocenters: Hiral spiro-fused bisoxazoline ligands with 1,1′-binaphthyl sidearm for asymmetric Michael-type Friedel-Crafts reaction". supporting information. . Retrieved 2021/11/27.