Isopropyl 2-hydroxy-4-methylpentanoate

Base Information

• Chemical Name: Isopropyl 2-hydroxy-4-methylpentanoate
• CAS No.: 156276-25-4
• Molecular Formula: C₉H₁₈O₃
• Molecular Weight: 174.24
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID90462592
• Nikkaji Number: J2.142.143J
• Mol file: 156276-25-4.mol

Synonyms:156276-25-4;Isopropyl 2-hydroxy-4-methylpentanoate;DL-Leucic Acid Isopropyl Ester;propan-2-yl 2-hydroxy-4-methylpentanoate;Isopropyl DL-Leucate;DL-2-Hydroxyisocaproic Acid Isopropyl Ester;L0118;SCHEMBL17027400;DL-LEUCICACIDISOPROPYLESTER;DTXSID90462592;Pentanoic acid, 2-hydroxy-4-methyl-, 1-methylethyl ester;MFCD00059361;AKOS006228418;SB84247;Isopropyl DL-2-Hydroxy-4-methylvalerate;CS-0361641;FT-0763178;D91250

Chemical Property of Isopropyl 2-hydroxy-4-methylpentanoate

Chemical Property:

• Vapor Pressure: 0.0564mmHg at 25°C
• Refractive Index: 1.436
• Boiling Point: 206.3oC at 760 mmHg
• Flash Point: 77oC
• PSA: 46.53000
• Density: 0.94 g/cm3
• LogP: 1.34500
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 174.125594432
• Heavy Atom Count: 12
• Complexity: 141

Purity/Quality:

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

Isopropyl2-Hydroxy-4-methylpentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Isopropyl 2-hydroxy-4-methylpentanoate

There total 4 articles about Isopropyl 2-hydroxy-4-methylpentanoate 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: 89.0%

2-chloro-3-isopropyl-oxiranecarboxylic acid isopropyl ester (21806-22-4) → DL-leucic acid isopropyl ester (156276-25-4)

Guidance literature:

With sodium cyanoborohydride; In isopropyl alcohol; at 65 ℃; for 20h;

DOI:10.1016/S0040-4039(00)01053-4

Reference yield:

C17H28O3Si → DL-leucic acid isopropyl ester (156276-25-4)

Guidance literature:

With tetrabutyl ammonium fluoride; at 20 ℃;

DOI:10.1021/ja074477n

Reference yield:

isopropyl dichloroacetate (25006-60-4) → DL-leucic acid isopropyl ester (156276-25-4)

Guidance literature:

Multi-step reaction with 2 steps

1: iPrOK / propan-2-ol

2: 89 percent / NaBH₃CN / propan-2-ol / 20 h / 65 °C

With potassium isopropoxide; sodium cyanoborohydride; In isopropyl alcohol; 1: Condensation / 2: Reduction;

DOI:10.1016/S0040-4039(00)01053-4

upstream raw materials:

2-hydroxy-4-methylpentanoic acid

isopropyl alcohol

2-chloro-3-isopropyl-oxiranecarboxylic acid isopropyl ester

isopropyl dichloroacetate

Refernces

• 1、 Nolin, Kristine A.,Krumper, Jennifer R.,Pluth, Michael D.,Bergman, Robert G.,Toste, F. Dean. "Analysis of an unprecedented mechanism for the catalytic hydrosilylation of carbonyl compounds". . p. 14684 - 14696. Retrieved 2008/09/20.