Methyl 4-bromo-3-oxopentanoate

Base Information

• Chemical Name: Methyl 4-bromo-3-oxopentanoate
• CAS No.: 105983-77-5
• Molecular Formula: C6H9BrO3
• Molecular Weight: 209.04
• Hs Code.: 2918300090
• European Community (EC) Number: 600-705-9
• DSSTox Substance ID: DTXSID00431178
• Mol file: 105983-77-5.mol

Synonyms:METHYL 4-BROMO-3-OXOPENTANOATE;105983-77-5;4-Bromo-3-oxo-pentanoic acid methyl ester;MFCD00662514;Methyl 4-bromo-3-oxo-pentanoate;methyl 4-bromo-3-oxovalerate;4-bromo-3-oxopentanoic acid methyl ester;SCHEMBL821105;methyl-4-bromo-3-oxopentanoate;DTXSID00431178;HCBQTGAZENNMLM-UHFFFAOYSA-N;METHYL4-BROMO-3-OXOPENTANOATE;AKOS015917766;SY009590;CS-0008962;FT-0687657;F15137;[rac]-4-bromo-3-oxo-pentanoic acid methyl ester;[rac]4-bromo-3-oxo-pentanoic acid methyl ester

Chemical Property of Methyl 4-bromo-3-oxopentanoate

Chemical Property:

• Vapor Pressure: 0.093mmHg at 25°C
• Refractive Index: 1.467
• Boiling Point: 224.12 °C at 760 mmHg
• PKA: 9.43±0.50(Predicted)
• Flash Point: 89.345 °C
• PSA: 43.37000
• Density: 1.475 g/cm³
• LogP: 0.90200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 207.97351
• Heavy Atom Count: 10
• Complexity: 144

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-3-oxo-pentanoicacidmethylester 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)CC(=O)OC)Br

Technology Process of Methyl 4-bromo-3-oxopentanoate

There total 1 articles about Methyl 4-bromo-3-oxopentanoate 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: 98.0%

methyl propanoyl acetate (30414-53-0) → methyl 4-bromo-3-oxopentanoate (105983-77-5)

Guidance literature:

With bromine; In dichloromethane; at 5 ℃;

DOI:10.1246/cl.2012.406

Reference yield: 83.0%

methyl 4-bromo-3-oxopentanoate (105983-77-5) + benzyl alcohol (100-51-6,185532-71-2) → methyl 4-(benzyloxy)-3-oxopentanoate

Guidance literature:

methyl 4-bromo-3-oxopentanoate; With sodium hydride; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

benzyl alcohol; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 6h;

DOI:10.1039/c6cc06857j

Reference yield: 79.0%

4-t-butyl phenyl thioamide (57774-77-3) + methyl 4-bromo-3-oxopentanoate (105983-77-5) + trimethyl orthoformate (149-73-5) → [2-(4-tert-butyl-phenyl)-5-methyl-thiazol-4-yl]-acetic acid methyl ester (668477-08-5)

Guidance literature:

4-t-butyl phenyl thioamide; methyl 4-bromo-3-oxopentanoate; In acetone; for 1h; Heating / reflux;

trimethyl orthoformate; With toluene-4-sulfonic acid; In methanol; for 2h; Heating / reflux;

upstream raw materials:

methyl propanoyl acetate

Downstream raw materials:

<2-(4-fluorophenyl)-5-methyloxazol-4-yl>acetic acid methyl ester

[2-(3-Fluoro-phenyl)-5-methyl-oxazol-4-yl]-acetic acid methyl ester

<2-(4-methoxyphenyl)-5-methyloxazol-4-yl>acetic acid methyl ester

2-[2-[4-trifluoromethylphenyl)-5-methyl-1,3-oxazol-4-yl]acetic acid methyl ester

Refernces

• 1、 -. "METHODS OF DOSE ADMINISTRATION FOR TREATING OR PREVENTING COGNITIVE IMPAIRMENT USING INDANE ACETIC ACID DERIVATIVES". Paragraph 0548; 0549. . Retrieved 2018/06/15.
• 2、 Zhang, Qijun,Sun, Peng,Zheng, Guojun,Wang, Yaping,Wang, Xiangjing,Wei, Hegeng,Xiang, Wensheng. "Design and synthesis of 3-(2-ethyl-4-{2-[2-(4-fluorophenyl)- 5-methyloxazol-4-yl]ethoxy}phenyl)propanoic acid: A novel triple-acting PPARα, -γ, and -δ Agonist". scheme or table. p. 406 - 408. Retrieved 2012/06/01.