Isobutyl isobutyrate

Base Information

• Chemical Name: Isobutyl isobutyrate
• CAS No.: 97-85-8
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• Hs Code.: 29159000
• European Community (EC) Number: 202-612-5
• NSC Number: 6538
• UN Number: 2528
• UNII: Y495J99R5D
• DSSTox Substance ID: DTXSID6026612
• Nikkaji Number: J3.223I
• Wikidata: Q26841351
• Metabolomics Workbench ID: 4211
• ChEMBL ID: CHEMBL3188433
• Mol file: 97-85-8.mol

Synonyms:Isobutyl isobutyrate/Nat.;4-02-00-00847 (Beilstein Handbook Reference);Propanoic acid, 2-methyl-, 2-methylpropyl ester;Isobutyl isobutyrate (natural);Isobutyl 2-methylpropanoate;FEMA Number 2189;2-Methylpropyl isobutyrate;2-Methylpropyl 2-methylpropanoate;Isobutylester kyseliny isomaselne [Czech];Isobutyl isobutyrate [UN2528] [Flammable liquid];2-Methylpropyl 2-methylpropionate;Isobutyric acid, isobutyl ester;FEMA No. 2189;2-Methyl-1-propyl 2-methylpropanoate;Isobutyl isobutanoate;

Chemical Property of Isobutyl isobutyrate

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 1 mm Hg ( 39.9 °C)
• Melting Point: -81 °C(lit.)
• Refractive Index: n20/D 1.398(lit.)
• Boiling Point: 144.4 °C at 760 mmHg
• Flash Point: 34.7 °C
• PSA: 26.30000
• Density: 0.874 g/cm³
• LogP: 1.84160
• Storage Temp.: Flammables area
• Solubility.: 1g/l
• Water Solubility.: Soluble in water (1 g/L at 20oc).
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 106
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Isobutyl Isobutyrate >98.0%(GC) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Solvents -> Esters (
• Canonical SMILES: CC(C)COC(=O)C(C)C
• Description: Isobutyl isobutyrate has an odor and taste reminiscent of pineapple. May be synthesized by catalytic reaction passing vapors of isobutyl alcohol over CuO + Al2O3, ZnO + Al2O3, or CuO + ZnO + Al2O3 at 350 - 400°C under pressure.
• Uses: Isobutyl isobutyrate is used principally as a solvent, especially for nitrocellulose lacquers and thinners as well as coatings for plastic substrates, and high-solids coatings. The majority of end uses are in coatings (automotive, industrial, wood furniture, and graphic arts). Flavoring, insect repellent, nitrocellulose lacquers and thinners, substitute for methyl amyl acetate.

Technology Process of Isobutyl isobutyrate

There total 38 articles about Isobutyl 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: 100.0%

isobutyraldehyde (78-84-2) → isobutyl isobutanoate (97-85-8)

Guidance literature:

With [(Im^DippN)Th{N(SiMe₃)₂}₃]; In benzene-d6; at 20 ℃; for 24h; Reagent/catalyst;

DOI:10.1021/ja5091436

Reference yield: 99.8%

2-methyl-propan-1-ol (78-83-1) + isobutyric Acid (79-31-2) → isobutyl isobutanoate (97-85-8)

Guidance literature:

With 1-butyl-3-methylimidazolium hydrogen sulfate; at 80 ℃; for 3h; under 760.051 Torr; Reagent/catalyst; Temperature;

Reference yield: 96.0%

2-methyl-propan-1-ol (78-83-1) + barium isobutyrate → isobutyl isobutanoate (97-85-8)

Guidance literature:

With sulfuric acid; In water; at 90 - 107 ℃; Reagent/catalyst; Temperature;

upstream raw materials:

2-methyl-propan-1-ol

isobutyl benzoate

sodium isobutoxide

aluminum ethoxide

Downstream raw materials:

2-methyl-1,1-bispropan-1-ol

3-methyl-butan-2-one

2-methyl-propan-1-ol

isobutyraldehyde

Refernces

• 1、 -. "Metal complex catalysts and method for catalytically reducing carboxylic acids". Paragraph 0085-0144; 0149; 0150; 0167-0168; 0178-0179. . Retrieved 2020/06/20.
• 2、 Liu, Heng,Khononov, Maxim,Fridman, Natalia,Tamm, Matthias,Eisen, Moris S.. "Synthesis, characterization and catalytic performances of benzimidazolin-2-iminato actinide (IV) complexes in the Tishchenko reactions for symmetrical and unsymmetrical esters". . p. 123 - 137. Retrieved 2017/10/25.