Isobutyl butyrate

Base Information

• Chemical Name: Isobutyl butyrate
• CAS No.: 539-90-2
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• Hs Code.: 29156000
• European Community (EC) Number: 208-729-8
• NSC Number: 406938
• UNII: 827NDQ0P0W
• DSSTox Substance ID: DTXSID8047557
• Nikkaji Number: J2.632H
• Wikidata: Q26840842
• Metabolomics Workbench ID: 46391
• ChEMBL ID: CHEMBL4648429
• Mol file: 539-90-2.mol

Synonyms:Isobutyl butyrate;539-90-2;2-Methylpropyl butanoate;Isobutyl butanoate;Isobutyl n-butyrate;Butanoic acid, 2-methylpropyl ester;2-Methylpropyl butyrate;Isobutyl-n-butyrate;BUTYRIC ACID, ISOBUTYL ESTER;Butanoic acid, isobutyl ester;2-Methyl-1-propyl butyrate;n-Butyric acid isobutyl ester;FEMA No. 2187;Butyric Acid Isobutyl Ester;Isobutyl butyrate (natural);NSC 406938;EINECS 208-729-8;BRN 1747322;UNII-827NDQ0P0W;AI3-11267;827NDQ0P0W;Isobutyl ester of butanoic acid;Butanoic acid, methyl propyl ester;NSC-406938;Isobutylbutyrat;Isobyutyl Butyrate;Butyric acid isobutyl;iso-Butyl n-butyrate;Nat.Isobutyl Butyrate;SCHEMBL126524;ISOBUTYL BUTYRATE [FCC];NATURAL ISOBUTYL BUTYRATE;CHEMBL4648429;DTXSID8047557;WLN: 3VO1Y1&1;CHEBI:87683;FEMA 2187;ISOBUTYL N-BUTYRATE [MI];Butanoic acid 2-methylpropyl ester;butyric acid 2-methyl-propyl ester;LMFA07010728;MFCD00027134;NSC406938;STL280532;Isobutyl butyrate, analytical standard;AKOS015965026;LS-2849;Isobutyl butyrate, >=98%, FCC, FG;LS-13512;B0761;FT-0627352;F87459;Isobutyl butyrate, natural, >=98%, FCC, FG;Q26840842

Chemical Property of Isobutyl butyrate

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 2.91mmHg at 25°C
• Melting Point: -88.07°C (estimate)
• Refractive Index: n20/D 1.403(lit.)
• Boiling Point: 156.3 °C at 760 mmHg
• Flash Point: 45.6 °C
• PSA: 26.30000
• Density: 0.876 g/cm³
• LogP: 1.98570
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 97.4

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): N
• Hazard Codes: N
• Statements: 10-50/53-52/53
• Safety Statements: 16-27-36/37/39-61-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OCC(C)C
• Description: Isobutyl butyrate has a fruity odor reminiscent of apple or pineapple and a sweet flavor reminiscent of rum. May be prepared by esterification of butyric acid with isobutyl alcohol in the presence of concentrated H2S04; or by enzymatic action of hog pancreas on a mixture of isobutyl alcohol and butyric acid in the absence of water.

Technology Process of Isobutyl butyrate

There total 9 articles about Isobutyl butyrate 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: 96.0%

2-methyl-propan-1-ol (78-83-1) + butyric acid (107-92-6) → isobutyl n-butyrate (539-90-2)

Guidance literature:

With immobilized lipase from Rhizomucor miehei; In hexane; at 45 ℃; for 2.5h; Solvent; Concentration; Temperature; Kinetics; Sonication; Molecular sieve; Enzymatic reaction;

DOI:10.1039/c3ra47315e

Reference yield: 14.0%

n-butyraldehyde diisobutyl acetal (13002-16-9) → 2-methyl-propan-1-ol (78-83-1) + isobutyl n-butyrate (539-90-2)

Guidance literature:

With oxygen; cobalt(II) acetate; at 90 ℃; under 750.06 Torr; Mechanism; Rate constant; other oxygen pressure;

Reference yield: 5.5%

1-butoxy-1-isobutoxy butane (20266-12-0) → 2-methyl-propan-1-ol (78-83-1) + butyl butyrate (109-21-7) + isobutyl n-butyrate (539-90-2) + isobutyric Acid (79-31-2) + butyric acid (107-92-6) + butan-1-ol (71-36-3)

Guidance literature:

With oxygen; cobalt(II) acetate; at 90 ℃; under 750.06 Torr; Mechanism; Rate constant; other oxygen pressure;

upstream raw materials:

butanoic acid anhydride

2-methylpropylmagnesium chloride

2-methyl-propan-1-ol

butyric acid

Downstream raw materials:

propyl cyanide

2-methylpropyl (Z)-but-2-enoate

isobutyl trans-crotonate

butanamide

Refernces

• 1、 Fallavena, Lucas P.,Antunes, Fabio H. F.,Alves, Joana S.,Paludo, Natalia,Ayub, Marco A. Z.,Fernandez-Lafuente, Roberto,Rodrigues, Rafael C.. "Ultrasound technology and molecular sieves improve the thermodynamically controlled esterification of butyric acid mediated by immobilized lipase from Rhizomucor miehei". . p. 8675 - 8681. Retrieved 2014/03/21.
• 2、 Otera, Junzo,Dan-oh, Nobushisa,Nozaki, Hitosi. "Novel Template Effects of Distannoxane Catalysts in Highly Efficient Transesterification and Esterification". . p. 5307 - 5311. Retrieved 2007/10/02.