4,4,4-Trifluoro-1-(4-methylphenyl)butane-1,3-dione

Base Information

• Chemical Name: 4,4,4-Trifluoro-1-(4-methylphenyl)butane-1,3-dione
• CAS No.: 720-94-5
• Molecular Formula: C11H9F3O2
• Molecular Weight: 230.186
• Hs Code.: 2914700090
• European Community (EC) Number: 615-712-2
• UNII: 599J6Q8THK
• DSSTox Substance ID: DTXSID00338613
• Nikkaji Number: J1.325.932A
• Wikidata: Q72495457
• Mol file: 720-94-5.mol

Synonyms:720-94-5;4,4,4-trifluoro-1-(p-tolyl)butane-1,3-dione;4,4,4-trifluoro-1-(4-methylphenyl)butane-1,3-dione;1-(4-methylphenyl)-4,4,4-trifluorobutane-1,3-dione;l-(4-Methylphenyl)-4,4,4-trifluorobutane-1,3-dione;1,3-Butanedione, 4,4,4-trifluoro-1-(4-methylphenyl)-;4,4,4-Trifluoro-1-p-tolyl-butane-1,3-dione;4,4,4-trifluoro-1-p-tolylbutane-1,3-dione;MFCD00517909;4,4,4-Trifluoro-1-(p-tolyl)-1,3-butanedione;1-(4-Methylphenyl)-4,4,4-triflurobutane-1,3-dione;4,4,4-trifluoro-1-[4-(methyl)phenyl]-butane-1,3-dione;3-(4-methylbenzoyl)-1,1,1-trifluoroacetone;EC 615-712-2;1,3-Butanedione, 4,4,4-trifluoro-1-p-tolyl-;4,4,4-Trifluoro-1-(4-methylphenyl)-1,3-butanedione;599J6Q8THK;SCHEMBL1593867;AMY6849;DTXSID00338613;3-METHYLBUT-2-ENYLFORMATE;BCP08844;BBL010147;STK298732;AKOS000210504;SB38445;AS-11425;SY038487;FT-0632874;T2997;EN300-22302;A837422;J-513961;1-(4-Methylphenyl)-4,4,4-trifluoro-1,3-butanedione;4,4,4-trifluoro-1-(4-methylphenyl)-1,3 butanedione;1-(4-methyl-phenyl)-4,4,4-trifluoro-butane-1,3-dione;4,4,4-trifluoro-1-(4-methyl-phenyl)-butane-1,3-dione;4,4,4-Trifluoro-1-(4-methylphenyl)-1,3-butanedione #;4,4,4-trifluoro-1-(4-methylphenyl)-butane-1,3-dione;1-(4-Methylphenyl)-4,4,4-trifluorobutane - 1,3- dione;Benzene, 1-(3-trifluoromethyl-3-hydroxypropenoyl)-4-methyl-;4,4,4-Trifluoro-1-(4-methylphenyl)butane-1,3-dione, AldrichCPR

Chemical Property of 4,4,4-Trifluoro-1-(4-methylphenyl)butane-1,3-dione

Chemical Property:

• Appearance/Colour: Pale yellow solid
• Vapor Pressure: 0.007mmHg at 25°C
• Melting Point: 44-46 °C
• Refractive Index: 1.466
• Boiling Point: 269.893 °C at 760 mmHg
• PKA: 5.91±0.25(Predicted)
• Flash Point: 94.098 °C
• PSA: 34.14000
• Density: 1.253 g/cm³
• LogP: 2.69920
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: 526.4mg/L at 20℃
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 230.05546401
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Methylphenyl)-4,4,4-trifluorobutane-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)CC(=O)C(F)(F)F
• Uses: A Celecoxib (Celebrex) intermediate. A Celecoxib (Celebrex) intermediate

Technology Process of 4,4,4-Trifluoro-1-(4-methylphenyl)butane-1,3-dione

There total 13 articles about 4,4,4-Trifluoro-1-(4-methylphenyl)butane-1,3-dione 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%

para-methylacetophenone (122-00-9) + trifluoroacetic acid (76-05-1) → 4,4,4-trifluoro-1-(4-methylphenyl)butane-1,3-dione (720-94-5)

Guidance literature:

para-methylacetophenone; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

trifluoroacetic acid; In tetrahydrofuran; mineral oil; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.09.025

Reference yield: 100.0%

ethyl trifluoroacetate, (383-63-1) + para-methylacetophenone (122-00-9) → 4,4,4-trifluoro-1-(4-methylphenyl)butane-1,3-dione (720-94-5)

Guidance literature:

With sodium; In ethanol; at 20 ℃; for 3.2h; Temperature;

Reference yield: 100.0%

ethyl 4,4,4-trifluoroacetoacetate (372-31-6) + toluene (108-88-3,15644-74-3,16713-13-6) → 4,4,4-trifluoro-1-(4-methylphenyl)butane-1,3-dione (720-94-5)

Guidance literature:

With Aluminum Chloride; at 0 - 0.5 ℃; for 2h;

upstream raw materials:

ethyl trifluoroacetate,

para-methylacetophenone

hydrogenchloride

sodium methylate

Downstream raw materials:

4-[5-(4-(methyl)phenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulphonamide

5-(4-methylphenyl)-1-(4-nitrophenyl)-3-trifluoromethylpyrazole

4,5-dihydro-5-hydroxy-3-(4-methylphenyl)-1-(4-nitrophenyl)-5-trifluoromethylpyrazole

1-phenyl-5-(4-methylphenyl)-3-trifluoromethyl-1H-pyrazole

Refernces

• 1、 Dol?ak, Ana,?ribar, Dora,Scheffler, Alexander,Grabowski, Maria,?vajger, Urban,Gobec, Stanislav,Holze, Janine,Weindl, Günther,Wolber, Gerhard,Sova, Matej. "Further hit optimization of 6-(trifluoromethyl)pyrimidin-2-amine based TLR8 modulators: Synthesis, biological evaluation and structure–activity relationships". . . Retrieved 2021/09/06.
• 2、 An, Yan,Fan, Mingxing,Li, Jianing,Liu, Yajun. "Neuroprotective effect of novel celecoxib derivatives against spinal cord injury via attenuation of COX-2, oxidative stress, apoptosis and inflammation". . . Retrieved 2020/07/07.