3-Bromo-1,1,1-trifluoroacetone

Base Information

• Chemical Name: 3-Bromo-1,1,1-trifluoroacetone
• CAS No.: 431-35-6
• Molecular Formula: C3H2BrF3O
• Molecular Weight: 190.947
• Hs Code.: 29141900
• European Community (EC) Number: 207-071-9
• UNII: 53REV65E85
• DSSTox Substance ID: DTXSID30195690
• Nikkaji Number: J196.118G
• Wikidata: Q72513186
• Mol file: 431-35-6.mol

Synonyms:3,3,3-trifluorobromoacetone;3-bromo-1,1,1-trifluoropropanone;bromotrifluoroacetone

Chemical Property of 3-Bromo-1,1,1-trifluoroacetone

Chemical Property:

• Appearance/Colour: clear colorless to yellowish liquid
• Vapor Pressure: 26.5mmHg at 25°C
• Melting Point: <-80 °C
• Refractive Index: n20/D 1.376(lit.)
• Boiling Point: 87.7 °C at 760 mmHg
• Flash Point: 5 °C
• PSA: 17.07000
• Density: 1.822 g/cm³
• LogP: 1.51270
• Storage Temp.: Flammables area
• Sensitive.: Lachrymatory
• Water Solubility.: Immiscible with water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 189.92411
• Heavy Atom Count: 8
• Complexity: 97.2

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-3,3,3-trifluoroacetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, C
• Hazard Codes: F,C
• Statements: 11-34-37
• Safety Statements: 16-26-36/37/39-45

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(=O)C(F)(F)F)Br
• Uses: 1-Bromo-3,3,3-trifluoroacetone is used in the preparation of 3-nonylthio-1,1,1-trifluoropropan-2-one and perfluoroalkylated trans-allylic alcohols. It is involved in the synthesis of cyclic tetrapeptides. Further, it reacts with potassium enolate of ethyl 4,4,4-trifluoroacetoacetate to produce ethyl 2,4-bis(trifluoromethyl)-4-hydroxydihydro-3-furoate. 3-Bromo-1,1,1-trifluoroacetone may be used in the synthesis of:3-nonylthio-1,1,1-trifluoropropan-2-onecyclic tetrapeptides containing trifluoromethyl and pentafluoroethyl ketone as zinc binding functional groupperfluoroalkylated trans-allylic alcohols

Technology Process of 3-Bromo-1,1,1-trifluoroacetone

There total 3 articles about 3-Bromo-1,1,1-trifluoroacetone 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: 90.0%

1,1,1-trifluoro-2-propanone (421-50-1) → 3-bromo-1,1,1-trifluoroacetone (431-35-6)

Guidance literature:

With bromine; In sulfuric acid; for 2h; Ambient temperature;

Reference yield:

Ethyl 2-Bromo-4,4,4-trifluoro-3-oxobutanoate (4544-43-8) → 3-bromo-1,1,1-trifluoroacetone (431-35-6)

Guidance literature:

Multistep reaction; (i) aq. HBr, (ii) (heating);

DOI:10.1002/hlca.19650480623

Reference yield:

→ 3-bromo-1,1,1-trifluoroacetone (431-35-6)

Guidance literature:

upstream raw materials:

1,1,1-trifluoro-2-propanone

Ethyl 2-Bromo-4,4,4-trifluoro-3-oxobutanoate

Downstream raw materials:

4-(trifluoromethyl)-1,3-thiazol-2-amine

4-(trifluoromethyl)-1,3-oxazol-2-amine

6-trifluoromethylimidazo<2,1-b>thiazole

2-(trifluoromethyl)imidazo<1,2-a>pyridine

Refernces

• 1、 Farmer,Cox. "Synthesis and antitumor activity of 6 trifluoromethylcyclophosphamide and related compounds". . p. 1106 - 1110. Retrieved 2007/10/05.