1,1-Dibromo-3,3,3-trifluoroacetone

Base Information

• Chemical Name: 1,1-Dibromo-3,3,3-trifluoroacetone
• CAS No.: 431-67-4
• Molecular Formula: C3HBr2F3O
• Molecular Weight: 269.844
• Hs Code.: 2914700090
• Mol file: 431-67-4.mol

Synonyms:1,1,1-Trifluoro-3,3-dibromoacetone;

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

Chemical Property:

• Appearance/Colour: light red to red liquid
• Vapor Pressure: 2.1mmHg at 25°C
• Melting Point: 111 °C
• Refractive Index: 1.4305
• Boiling Point: 163.1 °C at 760 mmHg
• Flash Point: 52.4 °C
• PSA: 17.07000
• Density: 2.28 g/cm³
• LogP: 2.23370
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform
• Water Solubility.: Soluble in Chloroform. Not miscible or difficult to mix in water.

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): T; Xi
• Hazard Codes: T,Xi
• Statements: 20/21/22-34
• Safety Statements: 23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,1-Dibromo-3,3,3-trifluoroacetone readily forms trifluoropyruvaldehyde hydrate in the presence of aqueous NaOAc, which is a useful intermediate, e.g. in the synthesis of a fused pyrazine derivative. 1,1-Dibromo-3,3,3-trifluoroaceton can be used in synthesis of 3,4-disubstituted pyrazole analogues as anti-tumor CDK inhibitors.

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

There total 2 articles about 1,1-Dibromo-3,3,3-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: 87.0%

1,1,1-trifluoro-2-propanone (421-50-1) → 1,1-dibromo-3,3,3-trifluoroacetone (431-67-4)

Guidance literature:

With bromine; In sulfuric acid; 1) overnight, 2) brief reflux;

Reference yield:

2,2-Dibromo-4,4,4-trifluoro-3-oxo-butyric acid methyl ester (93032-04-3) → 1,1-dibromo-3,3,3-trifluoroacetone (431-67-4)

Guidance literature:

With phosphorus pentachloride; In tetrachloromethane; at 200 ℃; for 72h;

DOI:10.1007/BF00958335

Reference yield: 100.0%

3-nitro-benzaldehyde (99-61-6) + 1,1-dibromo-3,3,3-trifluoroacetone (431-67-4) → 2-(3-nitrophenyl)-4-trifluoromethyl-1H-imidazole (601494-31-9)

Guidance literature:

1,1-dibromo-3,3,3-trifluoroacetone; With sodium acetate; for 0.5h; Heating;

3-nitro-benzaldehyde; With ammonia; In methanol; at 20 ℃;

DOI:10.1021/ja034563x

upstream raw materials:

1,1,1-trifluoro-2-propanone

2,2-Dibromo-4,4,4-trifluoro-3-oxo-butyric acid methyl ester

Downstream raw materials:

Trifluormethylglyoxal-bis-guanylhydrazon

2-(3-pyridyl)-4-trifluoromethyl-1H-imidazole

2-(2-furyl)-4-trifluoromethyl-1H-imidazole

2-Thiophen-2-yl-4-trifluoromethyl-1H-imidazole

Refernces

• 1、 Jenneskens, Leonardus W.,Mahy, Jan,Berg, Ellen M. M. de Brabander-van.,Hoef, Ineke van der,Lugtenburg, Johan. "2-(Trifluoromethyl)piperazine: synthesis and characterization using NMR and X-ray photoelectron spectroscopy". . p. 97 - 102. Retrieved 2007/10/02.
• 2、 Bobrov, M. B.,Saloutin, V. I.,Rudaya, M. I.,Pashkevich, K. I.. "REACTION OF POLYFLUORINATED β-KETOACID ESTERS AND THEIR α-HALO DERIVATIVES WITH PHOSPHORUS PENTACHLORIDE". . p. 1875 - 1880. Retrieved 2007/10/02.