Methyl 2-hydroxy-2-methyl-3-oxobutyrate

Base Information

• Chemical Name: Methyl 2-hydroxy-2-methyl-3-oxobutyrate
• CAS No.: 72450-34-1
• Molecular Formula: C6H10 O4
• Molecular Weight: 146.143
• DSSTox Substance ID: DTXSID90394945
• Nikkaji Number: J3.378.259D
• Mol file: 72450-34-1.mol

Synonyms:Methyl 2-hydroxy-2-methyl-3-oxobutyrate;72450-34-1;methyl 2-hydroxy-2-methyl-3-oxobutanoate;METHYL2-HYDROXY-2-METHYL-3-OXOBUTYRATE;acetyl methyl lactate;SCHEMBL2552792;DTXSID90394945;CS-0236319;FT-0641408;Methyl 2-hydroxy-2-methyl-3-oxobutyrate, 98%;EN300-1703127;2-Hydroxy-2-methyl-3-oxobutanoic acid methyl ester

Chemical Property of Methyl 2-hydroxy-2-methyl-3-oxobutyrate

Chemical Property:

• Vapor Pressure: 0.533mmHg at 25°C
• Melting Point: 168-170℃
• Refractive Index: n20/D 1.431(lit.)
• Boiling Point: 74-76 °C15 mm Hg(lit.)
• Flash Point: 185 °F
• PSA: 63.60000
• Density: 1.124 g/mL at 25 °C(lit.)
• LogP: -0.50060
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 163

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 2-hydroxy-2-methyl-3-oxobutyrate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C)(C(=O)OC)O
• Uses: Methyl 2-hydroxy-2-methyl-3-oxobutyrate may be used in chemical synthesis.

Technology Process of Methyl 2-hydroxy-2-methyl-3-oxobutyrate

There total 9 articles about Methyl 2-hydroxy-2-methyl-3-oxobutyrate 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: 95.0%

2-methyl-acetoacetic acid methyl ester (17094-21-2) → methyl 2-hydroxy-2-methyl-3-oxobutanoate (72450-34-1)

Guidance literature:

With samarium (III) iodide; iodine; In tetrahydrofuran; water; at 25 ℃; for 8h; Reagent/catalyst; Solvent; Catalytic behavior; Mechanism; Green chemistry;

DOI:10.1016/j.tetlet.2016.05.052

Reference yield: 81.0%

Methyl-3-hydroxy-3-methyl-2-oxobutyrat (37037-89-1) → methyl 2-hydroxy-2-methyl-3-oxobutanoate (72450-34-1)

Guidance literature:

di(n-butyl)tin oxide; In toluene; for 22h; Heating;

DOI:10.1039/c39870000290

Reference yield: 80.0%

methyl (E)-2-methyl-2-butenoate (6622-76-0) → methyl 2-hydroxy-2-methyl-3-oxobutanoate (72450-34-1)

Guidance literature:

With potassium permanganate; acetic acid; In water; acetone; at -10 ℃; for 1h;

DOI:10.1055/s-1989-27142

upstream raw materials:

methyl (E)-2-methyl-2-butenoate

Methyl-3-hydroxy-3-methyl-2-oxobutyrat

2-methyl-acetoacetic acid methyl ester

acetoacetic acid methyl ester

Refernces

• 1、 Loschonsky, Sabrina,Wacker, Tobias,Waltzer, Simon,Giovannini, Pier Paolo,McLeish, Michael J.,Andrade, Susana L. A.,Müller, Michael. "Extended reaction scope of thiamine diphosphate dependent cyclohexane-1,2-dione hydrolase: From C-C bond cleavage to C-C bond ligation". supporting information. p. 14402 - 14406. Retrieved 2015/02/19.
• 2、 Crout, David H. G.,Lee, Edward R.,Pearson, David P.J.. "A New Synthesis of Methyl α-Acetolactate based on Thiazolium Chemistry and modelled on the Enzymatic Synthesis of α-Acetolactate catalysed by Acetolactate Synthase". . p. 331 - 333. Retrieved 2007/10/02.