Ethyl 2-bromopropionate

Base Information

• Chemical Name: Ethyl 2-bromopropionate
• CAS No.: 535-11-5
• Deprecated CAS: 41978-69-2,2374896-02-1
• Molecular Formula: C₅H₉BrO₂
• Molecular Weight: 181.029
• Hs Code.: 29159080
• European Community (EC) Number: 208-609-5,255-601-2
• NSC Number: 6753
• UNII: CDA70611LZ
• DSSTox Substance ID: DTXSID90871746
• Nikkaji Number: J60.782G
• Wikidata: Q27275409
• Mol file: 535-11-5.mol

Synonyms:Ethyl 2-bromopropionate;535-11-5;Ethyl 2-bromopropanoate;Propanoic acid, 2-bromo-, ethyl ester;Ethyl alpha-bromopropionate;Ethyl-2-bromopropionate;2-Bromopropanoic acid ethyl ester;2-Bromopropionic Acid Ethyl Ester;alpha-Bromopropionic acid ethyl ester;C5H9BrO2;dl-ethyl 2-bromopropionate;Ethyl alpha-bromopropanoate;NSC 6753;Ethyl .alpha.-bromopropanoate;Ethyl .alpha.-bromopropionate;CCRIS 5674;41978-69-2;2-Bromopropanoic acid, ethyl ester;EINECS 208-609-5;EINECS 255-601-2;Ethyl dl-2-bromopropionate;Propionic acid, 2-bromo-, ethyl ester;BRN 0773920;UNII-CDA70611LZ;Ethyl (1)-2-bromopropionate;AI3-28576;CDA70611LZ;NSC-6753;Ethyl 2-bromopropionate-3,3,3-d3;MFCD00000144;.alpha.-Bromopropionic acid ethyl ester;1398066-14-2;4-02-00-00762 (Beilstein Handbook Reference);Ethyl2-bromopropionate;ethyl a-bromopropionate;ethyl bromopropionate;ethyl 2bromopropionate;ETHYL (+/-)-2-BROMOPROPIONATE;ethyl 2-bromoproionate;ethyl-2 bromopropionate;ethyl-2-bromopropanoate;ethyl 2-bromoproprionate;ethyl 2-bromo-propanoate;ethyl 2-bromo-propionate;2-bromopropionic acid ethyl;ethyl alpha-bromo-propionate;SCHEMBL263999;bromopropionic acid-ethyl ester;Ethyl (+-)-2-bromopropionate;Ethyl 2-bromopropionate, 99%;2-bromopropionic acid ethylester;(+/-)-ethyl 2-bromopropanoate;DTXSID90871746;NSC6753;2-bromo-propionic acid ethyl ester;BCP27332;STR00754;alpha-bromopropionic acid-ethyl ester;BR1220;STK399904;AKOS003810204;PB47846;ETHYL DL-.ALPHA.-BROMOPROPIONATE;ETHYL(R)(+)-2-BROMO-PROPANOATE;BP-20333;ETHYL .ALPHA.-BROMOPROPIONATE [MI];LS-121234;(.+/-.)-2-Bromopropanoic acid ethyl ester;AM20100315;B0646;CS-0009888;FT-0611605;FT-0611606;(+/-)-ETHYL .ALPHA.-BROMOPROPIONATE;EN300-58861;A15630;D96513;ETHYL .ALPHA.-BROMOPROPIONATE, (+/-)-;W-110964;Q27275409;F2190-0279;Propionic acid, 2-bromo-, ethyl ester (6CI,7CI,8CI)

Chemical Property of Ethyl 2-bromopropionate

Chemical Property:

• Appearance/Colour: clear colorless to very slightly yellow liquid
• Vapor Pressure: 2.15mmHg at 25°C
• Melting Point: <25 °C
• Refractive Index: n20/D 1.446(lit.)
• Boiling Point: 162.6 °C at 760 mmHg
• Flash Point: 58.4 °C
• PSA: 26.30000
• Density: 1.413 g/cm³
• LogP: 1.33290
• Storage Temp.: Flammables area
• Water Solubility.: Immiscible
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 179.97859
• Heavy Atom Count: 8
• Complexity: 82.5

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-Bromopropionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xn
• Hazard Codes: C,Xn
• Statements: 10-34-36/37/38-20/22
• Safety Statements: 16-26-36/37/39-45-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Esters
• Canonical SMILES: CCOC(=O)C(C)Br
• Uses: Ethyl 2-Bromopropionate is an intermediate in the synthesis of organic compounds and pharmaceuticals. It?s an important organic intermediate can be used in agrochemical, pharmaceutical synthesis and dyestuff field.

Technology Process of Ethyl 2-bromopropionate

There total 17 articles about Ethyl 2-bromopropionate 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: 88.0%

ethanol (64-17-5) + propionic acid (802294-64-0,79-09-4) → Ethyl 2-bromopropionate (535-11-5,41978-69-2)

Guidance literature:

propionic acid; With thionyl chloride; for 5.5h; Reflux;

With bromine; for 2.5h; Reflux;

ethanol; for 12h;

DOI:10.3390/molecules23092117

Reference yield: 85.0%

(S)-Ethyl lactate (687-47-8) → Ethyl 2-bromopropionate (535-11-5,41978-69-2)

Guidance literature:

With carbon tetrabromide; 1,10-phenanthroline hydrate; iron; copper; copper(I) bromide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jo970767i

Reference yield: 76.0%

ethanol (64-17-5) + 2-Bromopropionic acid (598-72-1,10327-08-9) → Ethyl 2-bromopropionate (535-11-5,41978-69-2)

Guidance literature:

With Dowex 50 X₈; In toluene; for 5.5h; Dean-Stark; Reflux;

DOI:10.1021/acsmedchemlett.6b00467

upstream raw materials:

ethanol

α-bromopropionyl bromide

ethyl 2-hydroxypropionate

2-Bromopropionic acid

Downstream raw materials:

(morpholinyl-4)-2 propanoate d'ethyle

2-acetylpropanoic acid ethyl ester

α,β-dimethyl-γ-(3,4-dimethoxyphenyl) butyrolactone

3-hydroxy-2-methyl-3-phenyl-3-pyridin-2-yl-propionic acid ethyl ester

Refernces

• 1、 Liu, Yang,Daka, Mario,Bandini, Marco. "Regio- and Stereoselective Nickel-Catalyzed Coupling of Boronic Acids with Allenoates". . p. 3187 - 3196. Retrieved 2018/08/17.
• 2、 Keller, Max,Maschauer, Simone,Brennauer, Albert,Tripal, Philipp,Koglin, Norman,Dittrich, Ralf,Bernhardt, Günther,Kuwert, Torsten,Wester, Hans-Jürgen,Buschauer, Armin,Prante, Olaf. "Prototypic 18F-Labeled Argininamide-Type Neuropeptide Y Y1R Antagonists as Tracers for PET Imaging of Mammary Carcinoma". supporting information. p. 304 - 309. Retrieved 2017/03/17.