Ethyl bromofluoroacetate

Base Information

• Chemical Name: Ethyl bromofluoroacetate
• CAS No.: 401-55-8
• Molecular Formula: C4H6BrFO2
• Molecular Weight: 184.993
• Hs Code.: 29159000
• European Community (EC) Number: 206-928-4
• DSSTox Substance ID: DTXSID50905152
• Nikkaji Number: J213.647C
• Mol file: 401-55-8.mol

Synonyms:Ethyl bromofluoroacetate;401-55-8;ethyl 2-bromo-2-fluoroacetate;ethylbromofluoroacetate;Bromofluoroacetic Acid Ethyl Ester;ethyl-2-bromofluoroacetate;C4H6BrFO2;acetic acid, bromofluoro-, ethyl ester;EINECS 206-928-4;10-35-5;ethyl fluorobromoacetate;ethyl bromo(fluoro)acetate;SCHEMBL531947;C4-H6-Br-F-O2;Ethyl bromofluoroacetate, 97%;DTXSID50905152;ULNDTPIRBQGESN-UHFFFAOYSA-N;bromo-fluoro-acetic acid ethyl ester;MFCD00042095;AKOS005259059;AM61520;AS-15675;B1673;FT-0626168;Acetic acid, 2-bromo-2-fluoro-, ethyl ester;EN300-85155;A824938;W-106387;F0001-1128

Chemical Property of Ethyl bromofluoroacetate

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 3.25mmHg at 25°C
• Refractive Index: n20/D 1.424(lit.)
• Boiling Point: 154 °C at 760 mmHg
• Flash Point: 36.8 °C
• PSA: 26.30000
• Density: 1.58 g/cm³
• LogP: 1.24000
• Storage Temp.: 2-8°C
• Water Solubility.: It is soluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 183.95352
• Heavy Atom Count: 8
• Complexity: 86.1

Purity/Quality:

99% ^*data from raw suppliers

Ethyl bromofluoroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(F)Br
• Uses: Ethyl bromofluoroacetate is an intermediate useful for the synthesis of polyfluoroalkyl-substituted fluoro enol ethers1 and N-protected α-fluoroglycines.2 Ethyl bromofluoroacetate is used as an intermediate useful in the synthesis of polyfluoroalkyl-substituted fluoro enol ethers and N-protected α-fluoroglycines.

Technology Process of Ethyl bromofluoroacetate

There total 5 articles about Ethyl bromofluoroacetate 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: 60.0%

1-ethoxy-1,1,2-trifluoro-2-bromoethane (380-78-9) → ethyl bromofluoroacetate (401-55-8)

Guidance literature:

With sulfuric acid; at 0 ℃; for 2h;

DOI:10.1080/10426509708043541

Reference yield:

diazoacetic acid ethyl ester (623-73-4) → ethyl bromofluoroacetate (401-55-8)

Guidance literature:

With pyridine; N-Bromosuccinimide; hydrogen fluoride; In diethyl ether;

DOI:10.1021/jo01336a027

Reference yield:

Diethyl 2-bromo-2-fluoro-3-oxobutanedioate (2707-82-6) → ethyl bromofluoroacetate (401-55-8)

Guidance literature:

With potassium acetate; Yield given; 1.) EtOH, 20 deg C, 4 h, 2.) room temp., overnight;

DOI:10.1055/s-1989-27412

upstream raw materials:

1-ethoxy-1,1,2-trifluoro-2-bromoethane

diazoacetic acid ethyl ester

Diethyl 2-bromo-2-fluoro-3-oxobutanedioate

ethanol

Downstream raw materials:

bromo-fluoroacetic acid

2-fluoro-3-oxopentanoic acid ethyl ester

ethyl 2-fluoro-2-iodoacetate

(E)-ethyl 2-fluoro-3-(4-methoxyphenyl)-2-propenoate

Refernces

• 1、 Tsai, Hou-Jen,Hsieh, Chi-Wei. "Tetrafluorine-containing ketones and acetoacetates: Synthesis and mechanistic study". . p. 749 - 757. Retrieved 2008/03/11.
• 2、 Tsai, Hou-Jen. "Application of fluorocarbethoxy-substituted phosphonate: A facile entry to substituted 2-fluoro-3-oxoesters". . p. 1 - 10. Retrieved 2007/10/03.