Ethyl 2-bromoisobutyrate

Base Information

• Chemical Name: Ethyl 2-bromoisobutyrate
• CAS No.: 600-00-0
• Molecular Formula: C6H11BrO2
• Molecular Weight: 195.056
• Hs Code.: 29159080
• European Community (EC) Number: 209-980-6
• NSC Number: 402034,9465
• DSSTox Substance ID: DTXSID4060523
• Nikkaji Number: J96.543J
• Wikidata: Q72473250
• Mol file: 600-00-0.mol

Synonyms:Ethyl 2-bromoisobutyrate;600-00-0;Ethyl 2-bromo-2-methylpropanoate;Ethyl 2-bromo-2-methylpropionate;ETHYL ALPHA-BROMOISOBUTYRATE;Propanoic acid, bromo-2-methyl-, ethyl ester;ethyl-2-bromoisobutyrate;Ethyl .alpha.-bromoisobutyrate;2-Bromo-2-methylpropanoic acid, ethyl ester;NSC 9465;6-Hydroxydopamine bromide;ethyl-2-bromo-isobutyrate;Propanoic acid, 2-bromo-2-methyl-, ethyl ester;NSC 402034;alpha-Bromoisobutyric acid, ethyl ester;CCRIS 6546;Propionic acid, 2-bromo-2-methyl-, ethyl ester;2-Bromoisobutyric Acid Ethyl Ester;EINECS 209-980-6;MFCD00000123;Ethyl alpha-bromo-alpha-methylpropionate;.alpha.-Bromoisobutyric acid, ethyl ester;2-bromo-2-methylpropanoic acid ethyl ester;Ethyl .alpha.-bromo-.alpha.-methylpropionate;EC 209-980-6;ethyl 2-bromo-2-methyl-propanoate;ethyl bromoisobutyrate;ethyl bromo-isobutyrate;Ethyl A-bromoisobutyrate;ethyl bromodimethylacetate;ethyl dimethylbromoacetate;ethyl 2-bromo-isobutyrate;ethylalpha-bromoisobutyrate;ethyl-alpha-bromoisobutyrate;SCHEMBL36821;Ethyl alpha -bromoisobutyrate;2-bromoisobutyrate ethyl ester;DTXSID4060523;ethyl 2-bromo-2-methylpropanate;ethyl-2-bromo-2-methylpropanate;IOLQWGVDEFWYNP-UHFFFAOYSA-;2-Bromoisobutyricacid ethyl ester;ethyl 2-bromo-2methyl-propionate;ethyl-2-bromo-2-methylpropanoate;ethyl-2-bromo-2-methylpropionate;NSC9465;ethyl 2-bromo-2-methylproprionate;ethyl 2-bromo-2-methyl-propionate;ethyl 2-bromo-2,2-dimethylacetate;Ethyl alpha-bromoisobutyrate, 98%;BCP24420;NSC-9465;NSC402034;ethyl 2-bromanyl-2-methyl-propanoate;AKOS009157529;alpha-bromo-isobutyric acid ethyl ester;NSC-402034;2-bromo-2-methylpropanoic acid ethylester;BS-22382;2-bromo-2-methyl-propanoic acid ethylester;2-bromo-2-methylpropionic acid ethyl ester;2-bromo-2-methyl-propanoic acid ethyl ester;2-bromo-2-methyl-propionic acid ethyl ester;AM20100465;B0606;FT-0611571;2-bromo-2-methyl-propionic acid, ethyl ester;EN300-51259;D87241;A832565;J-520723;Ethyl alpha-bromoisobutyrate, purum, >=97.0% (GC);F2190-0281

Chemical Property of Ethyl 2-bromoisobutyrate

Chemical Property:

• Appearance/Colour: colourless to slightly yellow liquid
• Vapor Pressure: 2.01mmHg at 25°C
• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 164 °C at 760 mmHg
• Flash Point: 60 °C
• PSA: 26.30000
• Density: 1.329 g/cm³
• LogP: 1.72300
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in alcohol, ether. Insoluble in water.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 193.99424
• Heavy Atom Count: 9
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-Bromoisobutyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41-36/37/38
• Safety Statements: 26-39-37/39

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)(C)Br
• Uses: Ethyl 2-bromoisobutyrate is used as an Atom Transfer Radical Polymerization (ATRP) initiator that will generate a polymer with an ethyl end group. Atom Transfer Radical Polymerization (ATRP) initiator that will generate a polymer with an ethyl end group.

Technology Process of Ethyl 2-bromoisobutyrate

There total 7 articles about Ethyl 2-bromoisobutyrate 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: 92.53%

ethanol (64-17-5) + 2-bromo-2-methylpropionic acid (2052-01-9) → ethyl 2-bromoisobutyrate (600-00-0)

Guidance literature:

2-bromo-2-methylpropionic acid; With zinc; for 0.5h;

With hydrogen bromide; for 0.5h;

ethanol; at 95 ℃;

Reference yield:

ethanol (64-17-5) + 2-bromoisobutyric acid bromide (20769-85-1) → ethyl 2-bromoisobutyrate (600-00-0)

Guidance literature:

With pyridine; In chloroform; for 1h;

DOI:10.1016/S0006-2952(03)00479-9 DOI:10.1016/j.bcp.2004.03.017

Reference yield:

Ethyl isobutyrate (97-62-1) → ethyl 2-bromoisobutyrate (600-00-0)

Guidance literature:

With bromine; Yield given. Multistep reaction; 1.) irrad., reflux, 2.) 2 h;

DOI:10.1021/jo00172a027

upstream raw materials:

ethanol

2-bromo-2-methylpropionic acid

2-bromo-2-methylpropionyl chloride

isobutyric Acid

Downstream raw materials:

2-(1-Hydroxycyclohexyl)-2-methylpropansaeure-ethylester

ethyl 3-hydroxy-2,2-dimethylbutanoate

Ethyl 2-(1-hydroxy-4-methylcyclohexyl)-2-methylpropanoate

ethyl 2,2-dimethyl-3-oxo-3-phenylpropionate

Refernces

• 1、 -. "Method for synthesizing ethyl alpha-bromoisobutyrate". Paragraph 0043; 0047-0049; 0050; 0054-0057; 0061-0063. . Retrieved 2019/01/08.
• 2、 Stolze, Klaus,Udilova, Natascha,Rosenau, Thomas,Hofinger, Andreas,Nohl, Hans. "Spin adducts of several N-2-(2-alkoxycarbonyl-propyl)-α- pyridylnitrone derivatives with superoxide, alkyl and lipid-derived radicals". . p. 185 - 193. Retrieved 2007/10/03.