Neryl isovalerate

Base Information

• Chemical Name: Neryl isovalerate
• CAS No.: 109-20-6
• Molecular Formula: C15H26O2
• Molecular Weight: 238.37
• Hs Code.: 2915900090
• European Community (EC) Number: 223-478-4
• UNII: 5RC970J93J
• DSSTox Substance ID: DTXSID80884022
• Nikkaji Number: J46.677H
• Wikidata: Q27262779
• Metabolomics Workbench ID: 4270
• Mol file: 109-20-6.mol

Synonyms:Neryl isovalerate;3915-83-1;Neryl isovalerianate;Neryl 3-methylbutanoate;Nerol isovalerate;FEMA No. 2778;Neryl 3-methylbutyrate;(Z)-Geranyl isovalerate;Neryl beta-methylbutyrate;Isovaleric acid neryl ester;[(2Z)-3,7-dimethylocta-2,6-dienyl] 3-methylbutanoate;UNII-5RC970J93J;Isovaleric acid, 3,7-dimethyl-2,6-octadienyl ester, (Z)-;3,7-Dimethyl-2-cis-6-octadien-1-yl isovalerate;5RC970J93J;Butanoic acid, 3-methyl-, 3,7-dimethyl-2,6-octadienyl ester, (Z)-;EINECS 223-478-4;2,6-OCTADIEN-1-OL, 3,7-DIMETHYL-, ISOVALERATE, (Z)-;Geranyl 3-methylbutanoate;Butanoic acid, 3-methyl-, (2Z)-3,7-dimethyl-2,6-octadien-1-yl ester;3,7-Dimethyl-2,6-octadienyl isovalerate, (Z)-;(Z)-3,7-Dimethyl-2,6-octadienyl 3-methylbutanoate;WE(8:2(2Z,6E)(3Me,7Me)/4:0(3Me));3,7-Dimethyl-2,6-octadien-1-yl isopentanoate, cis-;3,7-Dimethyl-2,6-octadienyl 3-methylbutanoate, cis-;3,7-Dimethyl-2,6-octadienyl 3-methylbutanoate, (Z)-;Geranyl isopentanoate;Butanoic acid, 3-methyl-, (2Z)-3,7-dimethyl-2,6-octadienyl ester;((2Z)-3,7-DIMETHYLOCTA-2,6-DIENYL) 3-METHYLBUTANOATE;trans-3,7-Dimethyl-2,6-octadienyl isopentanoate;Fema 2778;Neryl isovalerate, >=92%;Neryl .beta.-methyl butyrate;SCHEMBL1532537;NERYL ISOVALERATE [FHFI];FEMA 2518;DTXSID80884022;SOUKTGNMIRUIQN-ZROIWOOFSA-N;LMFA07010625;3,7-Dimethyl-isovalerate(E)-2,6-Octadien-1-ol;(2E)-3,7-Dimethyl-2,6-octadienyl 3-methylbutanoate;Q27262779;3,7-Dimethyl-2,6-octadienyl ester(E)-Isovaleric acid;Isovaleric acid, 3,7-dimethyl-2,6-octadienyl ester, cis-;(Z)-3,7- DIMETHYL-2,6-OCTADIEN-1-YL 3-METHYL BUTANOATE;CIS-3,7- DIMETHYL-2,6-OCTADIEN-1-YL 3-METHYL BUTANOATE

Chemical Property of Neryl isovalerate

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.00054mmHg at 25°C
• Refractive Index: n20/D 1.458(lit.)
• Boiling Point: 312.121 °C at 760 mmHg
• Flash Point: 97.527 °C
• PSA: 26.30000
• Density: 0.893 g/cm³
• LogP: 4.26840
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 238.193280068
• Heavy Atom Count: 17
• Complexity: 281

Purity/Quality:

99% ^*data from raw suppliers

Geranyl isovalerate natural (US), ≥95%, FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(=O)OCC=C(C)CCC=C(C)C
• Isomeric SMILES: CC(C)CC(=O)OC/C=C(/C)\CCC=C(C)C
• Description: Geranyl isovalerate has a rose odor with an apple-pineapple undertone and a sweet apple taste.
• Uses: Geranyl Isovalerate is a synthetic flavoring agent that is a moderately stable, light yellow liquid of fruity odor. it should be stored in glass or tin containers. it is used in fruit flavors such as apple or pear with applications in beverages, ice cream, candy, and baked goods at 4–11 ppm.

Technology Process of Neryl isovalerate

There total 6 articles about Neryl isovalerate 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: 83.0%

Nerol (106-25-2) + isopentanoyl chloride (108-12-3) → [(2E)-3,7-dimethylocta-2,6-dienyl] 3-methylbutanoate (109-20-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 12h; Ambient temperature;

Reference yield: 13.0%

3-methylbutyric acid (503-74-2) + Geraniol (106-24-1) → [(2E)-3,7-dimethylocta-2,6-dienyl] 3-methylbutanoate (109-20-6)

Guidance literature:

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

Reference yield:

3-methylbutyric acid (503-74-2) + 7-methyl-3-methene-1,6-octadiene (123-35-3) + acetic acid (64-19-7,77671-22-8) → neryl acetate (141-12-8,8022-83-1) + 3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) + neryl 3-methylbutanoate (3915-83-1) + [(2E)-3,7-dimethylocta-2,6-dienyl] 3-methylbutanoate (109-20-6) + Isopulegol acetate (89-49-6) + limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3)

Guidance literature:

With sodium acetate; In methoxybenzene; for 18h; under 760.051 Torr; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

3-methylbutyric acid

Geraniol

Nerol

isopentanoyl chloride

Refernces

• 1、 -. "PROCESSES FOR SYNTHESIZING ESTERS BY 1,4-ADDITION OF ALKANOIC ACIDS TO MYRCENE OR ISOPRENE". Page/Page column 16-17. . Retrieved 2008/06/13.
• 2、 Odinokov, V. N.,Kukovinets, O. S.,Sakharova, N. I.,Tolstikov, G. A.. "OZONOLYSIS OF ALKENES AND REACTIONS OF POLYFUNCTIONAL COMPOUNDS. XLIX. SYNTHESIS OF THE CHLORINE DERIVATIVES OF ACYLPRENOLS". . p. 1057 - 1060. Retrieved 2007/10/02.