3-Hydroxy-2,2-dimethyl-1-(1-methylethyl)propyl isobutyrate

Base Information

• Chemical Name: 3-Hydroxy-2,2-dimethyl-1-(1-methylethyl)propyl isobutyrate
• CAS No.: 18491-15-1
• Molecular Formula: C12H24O3
• Molecular Weight: 216.321
• Hs Code.: 2915900090
• European Community (EC) Number: 242-375-5
• UNII: 9J6J5RYM63
• DSSTox Substance ID: DTXSID50872294
• Nikkaji Number: J222.218C
• Wikidata: Q27272616
• Mol file: 18491-15-1.mol

Synonyms:18491-15-1;2,2,4-Trimethyl-1,3-pentanediol 3-isobutyrate;3-Hydroxy-2,2-dimethyl-1-(1-methylethyl)propyl isobutyrate;(1-hydroxy-2,2,4-trimethylpentan-3-yl) 2-methylpropanoate;EINECS 242-375-5;UNII-9J6J5RYM63;1-hydroxy-2,2,4-trimethylpentan-3-yl 2-methylpropanoate;9J6J5RYM63;Propanoic acid, 2-methyl-, 3-hydroxy-2,2-dimethyl-1-(1-methylethyl)propyl ester;SCHEMBL112832;DTXSID50872294;AKOS030241648;AS-82051;1-Hydroxy-2,2,4-trimethylpentan-3-yl isobutyrate;1-Hydroxy-2,2,4-trimethylpentan-3-ylisobutyrate;2,2,4-trimethyl-1,3-pentanediol-3-monoisobutyrate;Q27272616;1-HYDROXY-2,2,4-TRIMETHYLPENTYL 3-ISOBUTYRATE;(1-Hydroxy-2,2,4-trimethylpentan-3-yl)2-methylpropanoate;1,3-PENTANEDIOL, 2,2,4-TRIMETHYL-, 3-ISOBUTYRATE;(+/-)-2,2,4-TRIMETHYL-1,3-PENTANEDIOL 3-ISOBUTYRATE;2,2,4-TRIMETHYL-1,3-PENTANEDIOL 3-ISOBUTYRATE, (+/-)-;ISOBUTYRIC ACID, 3-HYDROXY-1-ISOPROPYL-2,2-DIMETHYLPROPYL ESTER

Chemical Property of 3-Hydroxy-2,2-dimethyl-1-(1-methylethyl)propyl isobutyrate

Chemical Property:

• Vapor Pressure: 0.00378mmHg at 25°C
• Boiling Point: 249°C at 760 mmHg
• Flash Point: 85.1°C
• PSA: 46.53000
• Density: 0.945g/cm³
• LogP: 2.22870
• Solubility.: Ethyl Acetate, Methanol
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 216.17254462
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

2,2,4-Trimethyl-1,3-pentanediol3-isobutyrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(C)(C)CO)OC(=O)C(C)C
• Uses: 2,2,4-Trimethyl-1,3-pentanediol 3-isobutyrate is an intermediate in the synthesis of plasticizer used to synthesize hard and flexible nanocomposite coatings.

Technology Process of 3-Hydroxy-2,2-dimethyl-1-(1-methylethyl)propyl isobutyrate

There total 8 articles about 3-Hydroxy-2,2-dimethyl-1-(1-methylethyl)propyl isobutyrate 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: 38.0%

isobutyraldehyde (78-84-2) → texanol (77-68-9) + 2,2,4-trimethyl-1,3-pentanediol diisobutyrate (6846-50-0) + 2-methylpropionic acid 3-hydroxy-2,2-dimethyl-1-(1-methylethyl)propyl ester (18491-15-1)

Guidance literature:

O₂W^(1-)*Li⁽¹⁺⁾; In tetrahydrofuran; at 40 ℃; for 24h; Yields of byproduct given; variation of temperature;

DOI:10.1021/jo00156a001

Reference yield:

isobutyraldehyde (78-84-2) → 2,2,4-trimethylpentan-1,3-diol (144-19-4) + texanol (77-68-9) + 2,2,4-trimethyl-1,3-pentanediol diisobutyrate (6846-50-0) + 2-methylpropionic acid 3-hydroxy-2,2-dimethyl-1-(1-methylethyl)propyl ester (18491-15-1) + isobutyric Acid (79-31-2)

Guidance literature:

With sodium hydroxide; In water; at 60 ℃; for 4h; Concentration; Overall yield = 63.6 %Chromat.;

DOI:10.2478/s11696-013-0450-5

Reference yield:

2,2,4-trimethylpentan-1,3-diol (144-19-4) + isobutyraldehyde (78-84-2) → texanol (77-68-9) + 2,2,4-trimethyl-1,3-pentanediol diisobutyrate (6846-50-0) + 2-methylpropionic acid 3-hydroxy-2,2-dimethyl-1-(1-methylethyl)propyl ester (18491-15-1)

Guidance literature:

2,2,4-trimethylpentan-1,3-diol; With n-butyllithium; In tetrahydrofuran; Inert atmosphere;

isobutyraldehyde; In tetrahydrofuran; for 0.533333h; Solvent; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/op0001335

upstream raw materials:

isobutyraldehyde

2,2,4-trimethylpentan-1,3-diol

Refernces

• 1、 Toermaekangas, Olli P.,Koskinen, Ari M. P.. "Fast aldol-Tishchenko reaction utilizing 1,3-diol monoalcoholates as the catalysts". . p. 421 - 425. Retrieved 2001.
• 2、 -. "A method to manufacture a mixture of aliphatic hydroxyesters, especially from isobutyric aldehyde". Page/Page column 3-5. . Retrieved 2012/04/17.