Geranyl hexanoate

Base Information

• Chemical Name: Geranyl hexanoate
• CAS No.: 10032-02-7
• Molecular Formula: C16H28 O2
• Molecular Weight: 252.397
• Hs Code.: 2915900090
• European Community (EC) Number: 233-102-0,269-718-1
• UNII: 7YL4OO10LS
• DSSTox Substance ID: DTXSID20881398
• Nikkaji Number: J149.332I
• Wikidata: Q27269023
• Metabolomics Workbench ID: 4263
• Mol file: 10032-02-7.mol

Synonyms:Geranyl caproate;Geranyl hexanoate;10032-02-7;FEMA No. 2515;Hexanoic acid, 3,7-dimethyl-2,6-octadienyl ester, (E)-;Geranyl hexanoate (natural);[(2E)-3,7-dimethylocta-2,6-dienyl] hexanoate;Hexanoic acid, (2E)-3,7-dimethyl-2,6-octadienyl ester;EINECS 233-102-0;2,6-OCTADIEN-1-OL, 3,7-DIMETHYL-, HEXANOATE, (E)-;UNII-7YL4OO10LS;(E)-3,7-Dimethylocta-2,6-dien-1-yl n-hexanoate;7YL4OO10LS;Neryl caproate;AI3-36014;Hexanoic acid, (2E)-3,7-dimethyl-2,6-octadien-1-yl ester;Hexanoic acid, 3,7-dimethylocta-2,6-dien-1-yl ester, (E)-;3,7-Dimethyl-2,6-octadienyl hexanoate, (E)-;3,7-Dimethyl-2,6-octadien-1-yl hexanoate, trans-;EINECS 269-718-1;(E)-3,7-Dimethyl-2,6-octadienyl hexanoate;WE(8:2(2E,6E)(3Me,7Me)/6:0);Geranyl n-hexanoate;Hexanoic acid, (2Z)-3,7-dimethyl-2,6-octadienyl ester;68310-59-8;GERANYLCAPROATE;(2E)-3,7-Dimethyl-2,6-octadienyl hexanoate;GERANIOL CAPROATE;GERANIOL HEXANOATE;Geranyl caproate, AldrichCPR;SCHEMBL874133;SCHEMBL874134;GERANYL HEXANOATE [FHFI];DTXSID20881398;ARVSCQUZFFSNKF-NTCAYCPXSA-N;LMFA07010618;LS-2769;Q27269023

Chemical Property of Geranyl hexanoate

Chemical Property:

• Vapor Pressure: 0.000138mmHg at 25°C
• Refractive Index: n20/D1.462
• Boiling Point: 333.3ºC at 760 mmHg
• Flash Point: 101.3 ºC
• PSA: 26.30000
• Density: 0.891 g/cm³
• LogP: 4.80260
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 252.208930132
• Heavy Atom Count: 18
• Complexity: 284

Purity/Quality:

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

Geranyl caproate mixture of isomers, natural (US), ≥95%, FG ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)OCC=C(C)CCC=C(C)C
• Isomeric SMILES: CCCCCC(=O)OC/C=C(\C)/CCC=C(C)C
• Description: Geranyl hexanoate has a rose-geranium odor with a strong undertone reminiscent of pineapple and banana.

Technology Process of Geranyl hexanoate

There total 5 articles about Geranyl hexanoate 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: 88.0%

Geraniol (106-24-1) + 2,2'-bipyridyl-6-yl hexanoate (75178-10-8) → geraniol hexanoate (10032-02-7) + <2,2'-bipyridin>-6(1H)-one (101001-90-5)

Guidance literature:

With cesium fluoride; In acetonitrile; for 7h; Heating;

DOI:10.1246/cl.1980.563

Reference yield: 85.0%

Geraniol (106-24-1) + Caproamide (628-02-4) → geraniol hexanoate (10032-02-7)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In n-heptane; at 100 ℃; for 24h;

DOI:10.1016/j.tetlet.2014.10.124

Reference yield: 76.72%

Geraniol (106-24-1) + hexanoic acid (142-62-1) → geraniol hexanoate (10032-02-7)

Guidance literature:

With sodium hydroxide; at 80 ℃; for 8h;

DOI:10.13005/ojc/350310

upstream raw materials:

Nerol

n-hexanoic anhydride

Geraniol

2,2'-bipyridyl-6-yl hexanoate

Refernces

• 1、 Widiyarti, Galuh,Megawati, Megawati,Hanafi, Muhammad. "The potential use of geraniol esters from citronella oil as anticancer agent". . p. 987 - 996. Retrieved 2019.
• 2、 Mukaiyama, Teruaki,Pai, Fong-Chang,Onaka, Makoto,Narasaka, Koichi. "A USEFUL METHOD FOR SELECTIVE ACYLATION OF ALCOHOLS USING 2,2'-BIPYRIDYL-6-YL CARBOXYLATE AND CESIUM FLUORIDE". . p. 563 - 566. Retrieved 1980.
• 3、 Liaquat, Muhammad. "Optimized synthesis of (Z)-3-hexen-1-yl caproate using germinated rapeseed lipase in organic solvent". body text. p. 59 - 65. Retrieved 2011/07/31.