1,1,1-Trifluoro-6-methylheptane-2,4-dione

Base Information

• Chemical Name: 1,1,1-Trifluoro-6-methylheptane-2,4-dione
• CAS No.: 461-92-7
• Deprecated CAS: 100667-61-6
• Molecular Formula: C8H11 F3 O2
• Molecular Weight: 196.169
• Hs Code.: 2914199090
• European Community (EC) Number: 207-319-6
• NSC Number: 42614
• DSSTox Substance ID: DTXSID7060043
• Nikkaji Number: J196.181K
• Wikidata: Q81989044
• Mol file: 461-92-7.mol

Synonyms:1,1,1-Trifluoro-6-methylheptane-2,4-dione;461-92-7;Trifluoroacetylisovalerylmethane;Isovaleryltrifluoroacetone;6-Methyl-1,1,1-trifluoroheptane-2,4-dione;2,4-Heptanedione, 1,1,1-trifluoro-6-methyl-;EINECS 207-319-6;NSC 42614;NSC42614;SCHEMBL1435016;DTXSID7060043;trifluoroacetyl-isovaleroylmethane;2, 1,1,1-trifluoro-6-methyl-;AMY14779;MFCD00045107;NSC-42614;AKOS004115294;BS-28642;1,1,1-trifluoro-6-methyl-2,4-heptanedione;CS-0211483;FT-0632167;E82469;1,1,1-trifluoro-6-methylheptane-2,4-dione, AldrichCPR

Chemical Property of 1,1,1-Trifluoro-6-methylheptane-2,4-dione

Chemical Property:

• Vapor Pressure: 0.766mmHg at 25°C
• Boiling Point: 183.6°Cat760mmHg
• PKA: 6.47±0.10(Predicted)
• Flash Point: 57.4°C
• Density: 1.143g/cm³
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 196.07111408
• Heavy Atom Count: 13
• Complexity: 206

Purity/Quality:

98%min ^*data from raw suppliers

1,1,1-Trifluoro-6-methylheptane-2,4-dione 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,1,1-Trifluoro-6-methylheptane-2,4-dione

There total 2 articles about 1,1,1-Trifluoro-6-methylheptane-2,4-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: 19.5%

trifluoroacetic acid-methyl ester (431-47-0) + 4-methyl-2-pentanone (108-10-1) → 6-methyl-1,1,1-trifluoro-2,4-heptanedione (461-92-7)

Guidance literature:

trifluoroacetic acid-methyl ester; With sodium hydride; In tetrahydrofuran; Inert atmosphere;

4-methyl-2-pentanone; In tetrahydrofuran; Inert atmosphere;

DOI:10.1002/jhet.127

Reference yield:

ethyl trifluoroacetate, (383-63-1) + 4-methyl-2-pentanone (108-10-1) → 6-methyl-1,1,1-trifluoro-2,4-heptanedione (461-92-7)

Guidance literature:

With diethyl ether; sodium methylate;

DOI:10.1021/ja01163a038

Reference yield: 57.7%

6-methyl-1,1,1-trifluoro-2,4-heptanedione (461-92-7) + 3,4-difluoroaniline (3863-11-4) → 1,1,1-trifluoro-5-methyl-4-(3,4-difluorophenylamino)hept-3-en-2-one (1187180-09-1)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 110 ℃; for 3h;

DOI:10.1002/jhet.127

upstream raw materials:

ethyl trifluoroacetate,

4-methyl-2-pentanone

trifluoroacetic acid-methyl ester

Downstream raw materials:

1,1,1-trifluoro-5-methyl-4-(3,4-difluorophenylamino)hept-3-en-2-one

Refernces

• 1、 Sloop, Joseph C.,Bumgardner, Carl L.,Washington, Gary,Loehle, W. David,Sankar, Sabapathy S.,Lewis, Adam B.. "Keto-enol and enol-enol tautomerism in trifluoromethyl-β-diketones". . p. 780 - 786. Retrieved 2008/03/27.
• 2、 Yue, Eddy W.,Higley, C. Anne,DiMeo, Susan V.,Carini, David J.,Nugiel, David A.,Benware, Carrie,Benfield, Pamela A.,Burton, Catherine R.,Cox, Sarah,Grafstrom, Robert H.,Sharp, Diane M.,Sisk, Lisa M.,Boylan, John F.,Muckelbauer, Jodi K.,Smallwood, Angela M.,Chen, Haiying,Chang, Chong-Hwan,Seitz, Steven P.,Trainor, George L.. "Synthesis and evaluation of indenopyrazoles as cyclin-dependent kinase inhibitors. 3. Structure activity relationships at C3". . p. 5233 - 5248. Retrieved 2007/10/03.