Geranyl isobutyrate

Base Information

• Chemical Name: Geranyl isobutyrate
• CAS No.: 2345-26-8
• Molecular Formula: C₁₄H₂₄O₂
• Molecular Weight: 224.343
• Hs Code.: 2915600000
• European Community (EC) Number: 219-062-7
• UNII: P6D2F72907
• DSSTox Substance ID: DTXSID8051889
• Nikkaji Number: J183.047C,J35.370A
• Wikidata: Q27286284
• Mol file: 2345-26-8.mol

Synonyms:Geranyl isobutyrate;2345-26-8;FEMA No. 2513;Propanoic acid, 2-methyl-, (2E)-3,7-dimethyl-2,6-octadien-1-yl ester;Geranyl isobutyrate (natural);(E)-3,7-Dimethylocta-2,6-dien-1-yl isobutyrate;[(2E)-3,7-dimethylocta-2,6-dienyl] 2-methylpropanoate;EINECS 219-062-7;trans-3-7-Dimethyl-2,6-octadienyl isobutyrate;AI3-32667;Isobutyric acid, 3,7-dimethyl-2,6-octadienyl ester, (E)-;Isobutyric acid, 3,7-dimethyl-2,6-octadienyl ester, trans-;UNII-P6D2F72907;3,7-Dimethyl-2,6-octadienyl isobutyrate, (E)-;Propanoic acid, 2-methyl-, 3,7-dimethyl-2,6-octadienyl ester, (E)-;3,7-Dimethyl-2,6-octadien-1-yl isobutyrate, trans-;P6D2F72907;3,7-Dimethyl-2,6-octadienyl 2-methylpropanoate, (E)-;2,6-Octadien-1-ol, 3,7-dimethyl-, isobutyrate, trans-;3,7-Dimethyl-2,6-octadien-1-yl 2-methylpropanoate, trans-;Propanoic acid, 2-methyl-, 3,7-dimethyl-2,6-octadienyl ester, (E);Propanoic acid, 2-methyl-, (2E)-3,7-dimethyl-2,6-octadienyl ester;Geraniol isobutyrate;PROPIONIC ACID, 2-METHYL-, 3,7-DIMETHYL-2,6-OCTADIENYL ESTER, (E);3,7-Dimethyl-2,6-octadienyl isobutyrate;NERYLISOBUTYRATE;SCHEMBL397326;SCHEMBL397327;DTXSID8051889;CHEBI:145741;OGJYXQFXLSCKTP-UKTHLTGXSA-N;GERANYL ISOBUTYRATE [FHFI];geranyl isobutyrate, No Antioxidant;CAA34526;ISOBUTYRIC ACID, GERANYL ESTER;AKOS015837557;LS-2770;3,7-dimethyl-2,6-octadien-1-yl isobutyrate;A878237;Q27286284;Z762367552;(2E)-3,7-DIMETHYLOCTA-2,6-DIEN-1-YL 2-METHYLPROPANOATE

Chemical Property of Geranyl isobutyrate

Chemical Property:

• Vapor Pressure: 1.07Pa at 25℃
• Refractive Index: 1.4576 (estimate)
• Boiling Point: 295.012 °C at 760 mmHg
• Flash Point: 96.15 °C
• PSA: 26.30000
• Density: 0.896 g/cm³
• LogP: 3.87830
• Water Solubility.: 824μg/L at 25℃
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 224.177630004
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

(E)-3,7-Dimethylocta-2,6-dien-1-ylisobutyrate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(=O)OCC=C(C)CCC=C(C)C
• Isomeric SMILES: CC(C)C(=O)OC/C=C(\C)/CCC=C(C)C
• Description: Geranyl isobutyrate has a light rose odor and a sweet, apricot-like taste. It is synthesized by heating geraniol and acetic isobutyric aldehyde in the presence of sodium acetate in toluene and then distilling the formed acetic acid as an azeotrope.

Technology Process of Geranyl isobutyrate

There total 4 articles about Geranyl 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: 4.0%

Geraniol (106-24-1) + isobutyric Acid (79-31-2) → geranyl 2-methylpropanoate (1188-06-3,2345-24-6,2345-26-8)

Guidance literature:

In hexane; at 30 ℃; for 72h; Corynebacterium sp. S-401;

Reference yield:

Geraniol (106-24-1) + isobutyryl chloride (79-30-1) → geranyl 2-methylpropanoate (1188-06-3,2345-24-6,2345-26-8)

Guidance literature:

With pyridine; In methylene chloride (CH₂ Cl₂);

Reference yield:

Geraniol (106-24-1) + Ethyl isobutyrate (97-62-1) → geranyl 2-methylpropanoate (1188-06-3,2345-24-6,2345-26-8)

Guidance literature:

With recombinant acyltransferase from Mycobacterium smegmatis; In aq. phosphate buffer; at 25 ℃; for 48h; pH=8; Green chemistry; Enzymatic reaction;

DOI:10.1021/acs.jafc.9b01790

upstream raw materials:

Geraniol

isobutyric acetic anhydride

isobutyric Acid

isobutyryl chloride

Refernces

• 1、 -. "Tyrosinase inhibitors". . . Retrieved 2008/06/13.
• 2、 Iwai, Mieko,Okumura, Susumu,Tsujisaka, Yoshio. "Synthesis of Terpene Alcohol Esters by Lipase". . p. 2731 - 2732. Retrieved 2007/10/02.