Ethyl 4-bromobutyrate

Base Information

• Chemical Name: Ethyl 4-bromobutyrate
• CAS No.: 2969-81-5
• Molecular Formula: C6H11BrO2
• Molecular Weight: 195.056
• Hs Code.: 2915.90
• European Community (EC) Number: 221-005-6
• NSC Number: 133462
• UNII: EZ8TY5JSD5
• DSSTox Substance ID: DTXSID80183845
• Nikkaji Number: J26.260I
• Wikidata: Q72473147
• Mol file: 2969-81-5.mol

Synonyms:Ethyl 4-bromobutyrate;2969-81-5;Ethyl 4-bromobutanoate;4-Bromobutyric Acid Ethyl Ester;Butanoic acid, 4-bromo-, ethyl ester;ethyl4-bromobutyrate;4-Bromo-butyric acid ethyl ester;MFCD00000259;BrCH2CH2CH2C(O)OC2H5;4-bromobutanoic acid ethyl ester;EINECS 221-005-6;NSC 133462;NSC-133462;AI3-36601;4-BROMO-N-BUTYRIC ACID ETHYL ESTER;ethyl 4bromobutyrate;ethyl4-bromobutanoate;ethyl 4-bromobutanate;ethyl-4-bromobutanoate;ethyl 4- bromobutyrate;ethyl 4-bromo-butyrate;ethyl-4-bromo-butyrate;Ethyl gamma-bromobutyrate;ethyl 4-bromo-n-butyrate;Ethyl 4-bromobutanoate #;EZ8TY5JSD5;4-Bromobutanoic acid ethyl;Ethyl .gamma.-bromobutyrate;4-bromobutanoate ethyl ester;SCHEMBL85568;1-bromo-3-carboethoxypropane;Ethyl 4-bromobutyrate, 95%;3-(ethoxycarbonyl)propyl bromide;XBPOBCXHALHJFP-UHFFFAOYSA-;DTXSID80183845;4-Bromobutanoic acid, ethyl ester;STR05803;NSC133462;AKOS005066835;AM84904;CS-W020133;BP-12819;BP-31132;B0999;FT-0617879;FT-0626276;EN300-43960;B-5800;F11167;F0001-0919

Chemical Property of Ethyl 4-bromobutyrate

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Vapor Pressure: 0.362mmHg at 25°C
• Melting Point: 98-100 °C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 198.3 °C at 760 mmHg
• Flash Point: 90.6 °C
• PSA: 26.30000
• Density: 1.352 g/cm³
• LogP: 1.72460
• Storage Temp.: Store below +30°C.
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Sparingly)
• Water Solubility.: immiscible
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 193.99424
• Heavy Atom Count: 9
• Complexity: 83.1

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4-Bromobutanoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Esters
• Canonical SMILES: CCOC(=O)CCCBr
• Uses: A versatile building block and synthesis reagent Ethyl 4-bromobutyrate is used as a building block for the preparation of firefly luciferase inhibitor-conjucated peptide derivatives. It finds application in the synthesis of poly(2,6,-dimethyl-1,4-phehylene oxide) and thieno(2,3-b)-azepin-4-ones.

Technology Process of Ethyl 4-bromobutyrate

There total 18 articles about Ethyl 4-bromobutyrate 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: 84.0%

ethanol (64-17-5) + bromobutyric acid (2623-87-2) → Ethyl 4-bromobutyrate (2969-81-5)

Guidance literature:

bromobutyric acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 5h;

ethanol; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1021/acs.jmedchem.6b01007

Reference yield: 79.0%

4-butanolide (96-48-0) + ethanol (64-17-5) → Ethyl 4-bromobutyrate (2969-81-5)

Guidance literature:

With hydrogen bromide;

DOI:10.1039/P19810000336

Reference yield: 60.0%

cyclobutanone (1191-95-3) + oxovanadium(V) ethoxydichloride (1801-77-0) → Ethyl 4-bromobutyrate (2969-81-5)

Guidance literature:

With Bromotrichloromethane; In diethyl ether; for 13h; Ambient temperature;

DOI:10.1021/jo00006a061

upstream raw materials:

4-butanolide

ethanol

4-bromobutyroyl chloride

4-bromobutyryl bromide

Downstream raw materials:

(piperidinyl-1)-4 butanoate d'ethyle

N-[2-(1H-indol-3-yl)ethyl]pyrrolidin-2-one

N-(3-ethoxycarbonyl-propyl)-anthranilic acid methyl ester

2-cyano-2-phenyldiethyl adipate

Refernces

• 1、 Mostyn, Shannon N.,Carland, Jane E.,Shimmon, Susan,Ryan, Renae M.,Rawling, Tristan,Vandenberg, Robert J.. "Synthesis and Characterization of Novel Acyl-Glycine Inhibitors of GlyT2". . p. 1949 - 1959. Retrieved 2017/09/26.
• 2、 -. "HETEROCYCLIC AMIDE COMPOUND AND USE THEREOF". Page/Page column 122. . Retrieved 2008/12/07.