2-Ethylhydracrylic acid

Base Information

• Chemical Name: 2-Ethylhydracrylic acid
• CAS No.: 4374-62-3
• Molecular Formula: C5H10O3
• Molecular Weight: 118.13
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID30863387
• Nikkaji Number: J742.205I
• Wikidata: Q27156492
• Metabolomics Workbench ID: 1505
• ChEMBL ID: CHEMBL1160011
• Mol file: 4374-62-3.mol

Synonyms:2-(hydroxymethyl)butyric acid;2-ethyl-3-hydroxypropionic acid;2-ethylhydracrylic acid

Chemical Property of 2-Ethylhydracrylic acid

Chemical Property:

• Vapor Pressure: 0.00285mmHg at 25°C
• Refractive Index: 1.458
• Boiling Point: 253.3 °C at 760 mmHg
• Flash Point: 121.2 °C
• PSA: 57.53000
• Density: 1.14 g/cm³
• LogP: 0.08950
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Acetone (Slightly), Chloroform, DMSO (Sparingly), Ethyl Acetate (Slightly), Meth
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 118.062994177
• Heavy Atom Count: 8
• Complexity: 79.7

Purity/Quality:

99% ^*data from raw suppliers

2-(Hydroxymethyl)butanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CO)C(=O)O
• Uses: 2-(Hydroxymethyl)butanoic Acid was used as a substrate to study the activity of 2-methyl-3hydroxybutyryl-CoA dehydrogenase deficiency in patients and carriers.

Technology Process of 2-Ethylhydracrylic acid

There total 14 articles about 2-Ethylhydracrylic acid 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: 75.0%

cycl-isopropylidene cyclopropane-1,1-dicarboxylate (5617-70-9) → 2-hydroxymethyl-butyric acid (4374-62-3)

Guidance literature:

With samarium diiodide; water; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1002/chem.201000632

Reference yield: 52.0%

2-ethyl-1,3-propandiol (2612-29-5) → 2-hydroxymethyl-butyric acid (4374-62-3)

Guidance literature:

With acetate buffer pH 5; In water; at 30 ℃; for 120h; Gluconobacter roseus IAM 1841;

DOI:10.1021/jo00133a033

Reference yield:

titanium(IV) isopropylate (546-68-9) + carbon dioxide (124-38-9,18923-20-1) → 3-hydroxyvaleric acid (42482-20-2,53538-53-7,79516-59-9,10237-77-1) + 2-hydroxymethyl-butyric acid (4374-62-3)

Guidance literature:

titanium(IV) isopropylate; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; hexane; at 0 ℃; for 0.333333h; Inert atmosphere;

With oxygen; In tetrahydrofuran; hexane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2013.12.048

upstream raw materials:

3-ethyl-oxetan-2-one

monoethyl DL-ethyl-malonate

2-ethyl-1,3-propandiol

2-bromobutyric acid ethyl ester

Downstream raw materials:

2-methylenebutyric acid

N-[5-(phenylcarbonyl)-1,3,4-thiadiazol-2-yl]-2-hydroxy-2-methylbutanamide

Refernces

• 1、 Szostak, Michal,Lyons, Sarah E.,Spain, Malcolm,Procter, David J.. "Mechanistic investigation of the selective reduction of Meldrum's acids to β-hydroxy acids using SmI2 and H2O". supporting information. p. 8391 - 8394. Retrieved 2014/07/22.
• 2、 Linker, Torsten,Maurer, Michael,Rebien, Frank. "Highly regioselective intramolecular hydroxymethylation of α,β-unsaturated carboxylic acids". . p. 8363 - 8366. Retrieved 2007/10/03.