Ethyl 4-bromoacetoacetate

Base Information

• Chemical Name: Ethyl 4-bromoacetoacetate
• CAS No.: 13176-46-0
• Molecular Formula: C6H9BrO3
• Molecular Weight: 209.04
• Hs Code.: 2918300090
• Mol file: 13176-46-0.mol

Synonyms:Acetoaceticacid, 4-bromo-, ethyl ester (6CI,7CI,8CI);4-Bromo-3-oxobutanoic acid ethylester;Ethyl (bromoacetyl)acetate;Ethyl 4-bromo-3-oxobutanoate;Ethyl4-bromo-3-oxobutyrate;

Chemical Property of Ethyl 4-bromoacetoacetate

Chemical Property:

• Appearance/Colour: white crystalline power
• Vapor Pressure: 0.0616mmHg at 25°C
• Refractive Index: 1.469
• Boiling Point: 231.6 °C at 760 mmHg
• PKA: 9.56±0.46(Predicted)
• Flash Point: 93.9 °C
• PSA: 43.37000
• Density: 1.478 g/cm³
• LogP: 0.90360
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 4-Bromoacetoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl 4-bromoacetoacetate

There total 14 articles about Ethyl 4-bromoacetoacetate 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: 92.54%

ethyl acetoacetate (141-97-9) → 4-bromoethyl acetoacetate (13176-46-0)

Guidance literature:

With bromine; In dichloromethane; at -5 - 5 ℃; for 2h;

Reference yield: 90.0%

ethyl acetoacetate (141-97-9) → 4-bromoethyl acetoacetate (13176-46-0) + ethyl 4-bromoacetoacetate

Guidance literature:

ethyl acetoacetate; With bromine; In acetic acid; at 20 ℃; for 0.5h;

With hydroquinone; In acetic acid; at 20 ℃; for 1h; Further stages.;

DOI:10.1021/ol0271638

Reference yield: 84.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + ethanol (64-17-5) → 4-bromoethyl acetoacetate (13176-46-0)

Guidance literature:

4-methyleneoxetan-2-one; With bromine; In dichloromethane; at -20 - -10 ℃; Inert atmosphere;

ethanol; With pyridine; In dichloromethane; at -10 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.6b01528

upstream raw materials:

ethyl 2-bromoacetoacetate

ethyl acetoacetate

ethyl bromoacetate

4-methyleneoxetan-2-one

Downstream raw materials:

ethyl (2-methyl-1,3-thiazol-4-yl)acetate

4-(bromomethyl)-7-hydroxy-2H-chromen-2-one

ethyl imidazo<2,1-b>thiazole-6-acetate

ethyl-6,7-dimethylimidazo<2,1-b>benzothiazole-2-acetate

Refernces

• 1、 Reddy, Dinesh S.,Kongot, Manasa,Netalkar, Sandeep P.,Kurjogi, Mahantesh M.,Kumar, Rakesh,Avecilla, Fernando,Kumar, Amit. "Synthesis and evaluation of novel coumarin-oxime ethers as potential anti-tubercular agents: Their DNA cleavage ability and BSA interaction study". . p. 864 - 875. Retrieved 2018.
• 2、 Reddy, Dinesh S.,Hosamani, Kallappa M.,Devarajegowda, Hirihalli C.,Kurjogi, Mahantesh M.. "A facile synthesis and evaluation of new biomolecule-based coumarin-thiazoline hybrids as potent anti-tubercular agents with cytotoxicity, DNA cleavage and X-ray studies". . p. 64566 - 64581. Retrieved 2015.
• 3、 Naik, Soniya D.,Hosamani, Kallappa M.. "Design and Synthesis of Novel C4-Linked Substituted 2H-Chromen-2-one-hypoxanthine Hybrids as Potential Antimicrobial Agents: An Approach to Molecular Docking Studies". . p. 579 - 588. Retrieved 2019.
• 4、 Reddy, Dinesh S.,Kongot, Manasa,Singh, Vishal,Siddiquee, Md. Abrar,Patel, Rajan,Singhal, Nitin K.,Avecilla, Fernando,Kumar, Amit. "Biscoumarin–pyrimidine conjugates as potent anticancer agents and binding mechanism of hit candidate with human serum albumin". . . Retrieved 2021.
• 5、 Reddy, Dinesh S.,Kongot, Manasa,Singh, Vishal,Maurya, Neha,Patel, Rajan,Kumar Singhal, Nitin,Avecilla, Fernando,Kumar, Amit. "Coumarin tethered cyclic imides as efficacious glucose uptake agents and investigation of hit candidate to probe its binding mechanism with human serum albumin". . . Retrieved 2019.
• 6、 Inagaki, Sho,Ukaku, Mika,Chiba, Akira,Takahashi, Fumi,Yoshimi, Yasuharu,Morita, Toshio,Kawano, Tomikazu. "Synthesis of Substituted 3(2H)-Furanones Using Alkylative Intramolecular Cyclization of Sulfonium Salts". . p. 8363 - 8369. Retrieved 2016.
• 7、 Momose, Takefumi,Toyooka, Naoki,Takeuchi, Yumi. "A LABORATORY SYNTHESIS OF 4-HYDROXY-2-(5H)-FURANONE (β-TETRONIC ACID)". . p. 1429 - 1431. Retrieved 1986.
• 8、 Anand, Ashish,Naik, Reshma J.,Revankar, Hrishikesh M.,Kulkarni, Manohar V.,Dixit, Sheshagiri R.,Joshi, Shrinivas D.. "A click chemistry approach for the synthesis of mono and bis aryloxy linked coumarinyl triazoles as anti-tubercular agents". . p. 194 - 207. Retrieved 2015.
• 9、 Nesaragi, Aravind R.,Kamble, Ravindra R.,Dixit, Shruti,Kodasi, Barnabas,Hoolageri, Swati R.,Bayannavar, Praveen K.,Dasappa, Jagadeesh Prasad,Vootla, Shyamkumar,Joshi, Shrinivas D.,Kumbar, Vijay M.. "Green synthesis of therapeutically active 1,3,4-oxadiazoles as antioxidants, selective COX-2 inhibitors and their in silico studies". . . Retrieved 2021/06/09.