Ethyl 2-hydroxyisobutyrate

Base Information

• Chemical Name: Ethyl 2-hydroxyisobutyrate
• CAS No.: 80-55-7
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Hs Code.: 29181980
• European Community (EC) Number: 201-290-3
• NSC Number: 4667
• UNII: S1530MCV3X
• DSSTox Substance ID: DTXSID4073885
• Nikkaji Number: J132.714C
• Wikidata: Q27288428
• Mol file: 80-55-7.mol

Synonyms:Ethyl 2-hydroxyisobutyrate;80-55-7;Ethyl 2-hydroxy-2-methylpropanoate;Ethyl 2-methyllactate;Ethyl 2-hydroxy-2-methylpropionate;Propanoic acid, 2-hydroxy-2-methyl-, ethyl ester;Ethyl alpha-hydroxyisobutyrate;LACTIC ACID, 2-METHYL-, ETHYL ESTER;2-Methyllactic acid ethyl ester;2-Hydroxyisobutyric Acid Ethyl Ester;Ethyl .alpha.-hydroxyisobutyrate;NSC 4667;EINECS 201-290-3;BRN 0878308;UNII-S1530MCV3X;AI3-09122;S1530MCV3X;NSC-4667;MFCD00004458;2-hydroxy-2-methyl-propionic acid ethyl ester;4-03-00-00783 (Beilstein Handbook Reference);Ethyl-2-hydroxyisobutyrate;ethyl 2-hydroxy-2-methyl-propanoate;Ethyl 2-hydroxyisobutanoate;ethyl-alpha-hydroxyisobutyrate;SCHEMBL122175;ethyl alpha-hydroxy-isobutyrate;Ethyl alpha -hydroxyisobutyrate;alpha (or beta) - Hydroxyisobutyric acid, ethyl ester;DTXSID4073885;NSC4667;STR06913;Ethyl alpha-hydroxyisobutyrate, 98%;AKOS005255144;Ethyl 2-hydroxy-2-methylpropanoate #;LS-87486;ETHYL 2-METHYL-2-HYDROXYPROPANOATE;2-hydroxy-2-methylpropionic acid ethyl ester;FT-0612617;H0255;D90826;EN300-105389;2-HYDROXY-2-METHYLPROPANOIC ACID ETHYL ESTER;W-104228;Q27288428;Methyllactic acid ethyl ester, 2-;(Ethyl 2-hydroxyisobutyrate)

Chemical Property of Ethyl 2-hydroxyisobutyrate

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1.33mmHg at 25°C
• Melting Point: 78 °C
• Refractive Index: n20/D 1.408(lit.)
• Boiling Point: 152.1 °C at 760 mmHg
• PKA: 13.28±0.29(Predicted)
• Flash Point: 44.4 °C
• PSA: 46.53000
• Density: 1.027 g/cm³
• LogP: 0.32040
• Storage Temp.: Flammables area
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-Hydroxyisobutyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38-36/38
• Safety Statements: 26-36-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C)O
• Uses: Solvent for nitrocellulose and cellulose acetate; solvent mixture for cellulose ethers, organic synthesis, pharmaceuticals.

Technology Process of Ethyl 2-hydroxyisobutyrate

There total 12 articles about Ethyl 2-hydroxyisobutyrate 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: 83.0%

C8H16O4 (1243055-35-7) → ethyl 2-hydroxy-2,2-dimethylethanoate (80-55-7)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; at 20 ℃; for 1h;

DOI:10.1246/cl.2010.698

Reference yield: 80.0%

ethyl 2-bromoisobutyrate (600-00-0) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → ethyl 2-hydroxy-2,2-dimethylethanoate (80-55-7)

Guidance literature:

ethyl 2-bromoisobutyrate; With indium; In tetrahydrofuran; for 0.333333h; Sonication;

formaldehyd; In tetrahydrofuran; for 4h; Sonication;

DOI:10.1055/s-0030-1258581

Reference yield: 71.0%

ethanol (64-17-5) + 2-methyllactic acid (594-61-6) → ethyl 2-hydroxy-2,2-dimethylethanoate (80-55-7)

Guidance literature:

With sulfuric acid; for 24h; Reflux; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.113087

upstream raw materials:

ethanol

2-methyllactic acid

ethyl 2-aminoisobutyrate hydrochloride

2-hydroxy-2-methylpropanenitrile

Downstream raw materials:

α-hydroxy-isobutyric acid p-toluidide

α-hydroxy-isobutyric acid-(4-chloro-anilide)

α-hydroxy-isobutyric acid-(3,4-dimethoxy-phenethylamide)

N-benzyl-2-hydroxy-2-methylpropanamide

Refernces

• 1、 Deng, Fei,Xu, Jun,Zhao, Min,Liu, Hong-Ying,Ye, Yang,Zhang, Jin-Sheng. "First total synthesis of prionoid E, A bioactive rearranged secoabietane diterpene quinone from Salvia prionitis". scheme or table. p. 1326 - 1334. Retrieved 2011/09/21.
• 2、 Watanabe, Kohtaro,Andou, Yoshito,Shirai, Yosihito,Nishida, Haruo. "Racemization-free monomer: A-hydroxyisobutyric acid from bio-based lactic acid". supporting information; experimental part. p. 698 - 699. Retrieved 2011/01/11.