1-(4-(Dimethylamino)phenyl)-2,2,2-trifluoroethanone

Base Information

• Chemical Name: 1-(4-(Dimethylamino)phenyl)-2,2,2-trifluoroethanone
• CAS No.: 2396-05-6
• Molecular Formula: C10H10 F3 N O
• Molecular Weight: 217.191
• Hs Code.: 2922399090
• European Community (EC) Number: 622-614-3
• DSSTox Substance ID: DTXSID90385015
• Nikkaji Number: J737.097K
• Wikidata: Q72469171
• Mol file: 2396-05-6.mol

Synonyms:2396-05-6;1-(4-(dimethylamino)phenyl)-2,2,2-trifluoroethanone;1-(4-dimethylaminophenyl)-2,2,2-trifluoroethanone;1-[4-(dimethylamino)phenyl]-2,2,2-trifluoroethanone;1-[4-(dimethylamino)phenyl]-2,2,2-trifluoroethan-1-one;MFCD00099468;4'-N,N-dimethylamino-2,2,2-trifluoroacetophenone;4'-(Dimethylamino)-2,2,2-trifluoroacetophenone;1-(4-(Dimethylamino)phenyl)-2,2,2-trifluoroethan-1-one;CDS1_000723;Maybridge1_005475;DivK1c_001763;SCHEMBL5949981;HMS557A19;DTXSID90385015;Ethanone, 1-[4-(dimethylamino)phenyl]-2,2,2-trifluoro-;STK449124;4 inverted exclamation marka-(Dimethylamino)-2,2,2-trifluoroacetophenone;AKOS003242528;SB79235;N,N-Dimethyl-4-(trifluoroacetyl)aniline;Aniline, N,N-dimethyl-4-trifluoroacetyl-;AS-68794;FT-0607138;4-HYDROXYBENZOICACID4-METHOXYPHENYLESTER;W17024;EN300-1928409;4 '-(Dimethylamino)-2,2,2-trifluoroacetophenone;A928465;J-503206;1-(4-Dimethylamino-phenyl)-2,2,2-trifluoro-ethanone;BRD-K86182062-001-01-1;4'-(Dimethylamino)-2,2,2-trifluoroacetophenone, 97%

Chemical Property of 1-(4-(Dimethylamino)phenyl)-2,2,2-trifluoroethanone

Chemical Property:

• Vapor Pressure: 0.00898mmHg at 25°C
• Melting Point: 72-76 °C(lit.)
• Refractive Index: 1.494
• Boiling Point: 265.8°C at 760 mmHg
• PKA: 1.41±0.12(Predicted)
• Flash Point: 114.5°C
• PSA: 20.31000
• Density: 1.238g/cm³
• LogP: 2.49760
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 217.07144843
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

99%, ^*data from raw suppliers

4′-(Dimethylamino)-2,2,2-trifluoroacetophenone 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(4-(Dimethylamino)phenyl)-2,2,2-trifluoroethanone

There total 8 articles about 1-(4-(Dimethylamino)phenyl)-2,2,2-trifluoroethanone 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: 75.0%

carbon monoxide (201230-82-2) + 4-Iodo-N,N-dimethylaniline (698-70-4) + C55H46CuF3P3 → 1-(4-(dimethylamino)phenyl)-2,2,2-trifluoroethanone (2396-05-6)

Guidance literature:

With diiodobis(triphenylphosphino)palladium(II); In 5,5-dimethyl-1,3-cyclohexadiene; at 70 ℃; for 24h; under 15001.5 Torr; Autoclave;

DOI:10.1039/c6ra12287f

Reference yield: 68.0%

p-N,N-dimethylaminobenzoic acid (619-84-1) + (trifluoromethyl)trimethylsilane (81290-20-2) → 1-(4-(dimethylamino)phenyl)-2,2,2-trifluoroethanone (2396-05-6)

Guidance literature:

With dmap; cesium fluoride; trifluoroacetic anhydride; at 120 ℃; for 15h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c01720

Reference yield: 55.0%

N,N-dimethyl-aniline (121-69-7,77733-26-7) + 1-(trifluoroacetyl)-4-(dimethylamino)pyridinium trifluoroacetate → 1-(4-(dimethylamino)phenyl)-2,2,2-trifluoroethanone (2396-05-6)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 15h; Ambient temperature;

DOI:10.1055/s-1996-4444

upstream raw materials:

N,N-diethyl-2,2,2-trifluoroacetamide

4-bromo-N,N-dimethylaniline

ethyl trifluoroacetate,

N,N-dimethyl-aniline

Downstream raw materials:

2-[4-(dimethylamino)phenyl]-1,1,1-trifluoro-4-phenylbut-3-yn-2-ol

4'-dimethylaminoacetophenone

C₄₂H₅₆F₃NO₁₂

C₂₂H₁₆Cl₄F₃N

Refernces

• 1、 Zhu, Fengxiang,Yang, Guangfu,Zhou, Shaolin,Wu, Xiao-Feng. "Palladium-catalyzed carbonylative coupling of aryl iodides with an organocopper reagent: A straightforward procedure for the synthesis of aryl trifluoromethyl ketones". . p. 57070 - 57074. Retrieved 2016/07/07.
• 2、 Creary, Xavier. "Reaction of Organometallic Reagebts with Ethyl Trifluoroacetate and Diethyl Oxalate. Formation of Trifluoromethyl Ketones and α-Keto Esters via Stable Tetrahedral Adducts". . p. 5026 - 5030. Retrieved 2007/10/02.