Neryl propionate

Base Information

• Chemical Name: Neryl propionate
• CAS No.: 105-91-9
• Molecular Formula: C13H22 O2
• Molecular Weight: 210.316
• Hs Code.: 2915509000
• European Community (EC) Number: 203-345-7
• UNII: FAS39QE02Z
• DSSTox Substance ID: DTXSID90883167
• Nikkaji Number: J22.147C
• Wikidata: Q27277892
• Metabolomics Workbench ID: 48131
• Mol file: 105-91-9.mol

Synonyms:Neryl propionate;Neryl propanoate;105-91-9;Propionic acid, neryl ester;FEMA No. 2777;Neryl propionate (natural);[(2Z)-3,7-dimethylocta-2,6-dienyl] propanoate;2,6-OCTADIEN-1-OL, 3,7-DIMETHYL-, PROPIONATE, (Z)-;cis-3,7-Dimethyl-2,6-octadien-1-ol, propionate;2,6-Octadien-1-ol, 3,7-dimethyl-, propanoate, (Z)-;Propionic acid, 3,7-dimethyl-2,6-octadien-1-yl ester;EINECS 203-345-7;UNII-FAS39QE02Z;FAS39QE02Z;3,7-Dimethyl-2,6-octadienyl propanoate, (Z)-;3,7-Dimethyl-2,6-octadienyl propionate, (Z)-;3,7-Dimethyl-2,6-octadien-1-yl propanoate, cis-;3,7-Dimethyl-2,6-octadien-1-yl propionate, cis-;2,6-Octadien-1-ol, 3,7-dimethyl-, propanoate, (2Z)-;2,6-Octadien-1-ol, 3,7-dimethyl-, 1-propanoate, (2Z)-;(2Z)-3,7-dimethylocta-2,6-dien-1-yl propanoate;2,6-Octadien-1-ol,3,7-dimethyl-, 1-propanoate, (2Z)-;nerylpropionat-;SCHEMBL1532465;NERYL PROPIONATE [FHFI];FEMA 2777;DTXSID90883167;BYCHQEILESTMQU-XFXZXTDPSA-N;CHEBI:174072;LMFA07010976;AKOS015901976;LS-2982;(Z)-3,7-Dimethyl-2,6-octadienyl propanoate;(Z)-3,7-Dimethyl-2,6-octadienyl propionate;(Z)-3,7-dimethylocta-2,6-dienyl propionate;3,7-Dimethyl-propanoate(Z)-2,6-Octadien-1-ol;3,7-Dimethyl-propionate(Z)-2,6-Octadien-1-ol;cis-3,7-Dimethyl-2,6-octadien-1-yl propanoate;cis-3,7-Dimethyl-2,6-octadien-1-yl propionate;(2Z)-3,7-Dimethyl-2,6-octadienyl propionate #;(Z)-3,7-dimethyl-2,6-octadien-1-yl propanoate;3,7-Dimethyl-propanoate(2Z)-2,6-Octadien-1-ol;3,7-Dimethyl-1-propanoate(2Z)-2,6-Octadien-1-ol;3-CYSTEINYLACETAMINOPHEN,TRIFLUOROACETICACIDSALT;Q27277892;(Z)-3,7-DIMETHYL-2,6-OCTADIEN-1-OL PROPANOATE

Chemical Property of Neryl propionate

Chemical Property:

• Appearance/Colour: colorless liquid
• Vapor Pressure: 0.00336mmHg at 25°C
• Refractive Index: 1.4210 (estimate)
• Boiling Point: 282.4 °C at 760 mmHg
• Flash Point: 97.7 °C
• PSA: 26.30000
• Density: 0.9 g/cm³
• LogP: 3.63230
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 210.161979940
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

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

NERYL PROPIONATE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)OCC=C(C)CCC=C(C)C
• Isomeric SMILES: CCC(=O)OC/C=C(/C)\CCC=C(C)C
• Description: Neryl propionate has an ether-like, sweet and intense fruity odor reminiscent of jasmine and rose. It has a “jam-like” aroma of fruit preserves with a sweet taste suggestive of plum. May be prepared by esterification of nerol with propionic acid.

Technology Process of Neryl propionate

There total 7 articles about Neryl propionate 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: 98.7%

Nerol (106-25-2) + propionic acid (802294-64-0,79-09-4) → (Z)-3,7-dimethyl-2,6-octadien-1-yl propanoate (105-91-9,27751-90-2)

Guidance literature:

With Candida antarctica lipase B; at 50 ℃; for 4h; Molecular sieve; Ionic liquid; Green chemistry; Enzymatic reaction;

DOI:10.1039/c2gc36081k

Reference yield: 94.0%

Nerol (106-25-2) + ethene (74-85-1) + carbon monoxide (201230-82-2) → (Z)-3,7-dimethyl-2,6-octadien-1-yl propanoate (105-91-9,27751-90-2)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,2-dichloro-ethane; at 100 ℃; for 16h; Autoclave; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04142

Reference yield: 92.0%

Nerol (106-25-2) + propionyl chloride (79-03-8) → (Z)-3,7-dimethyl-2,6-octadien-1-yl propanoate (105-91-9,27751-90-2)

Guidance literature:

With triethylamine; In diethyl ether; at 0 ℃; for 1h;

upstream raw materials:

Nerol

propionyl chloride

(Z)-7-hydroxy-3,7-dimethyl-2-octen-1-yl propanoate

(Z)-1,7-dihydroxy-3,7-dimethyl-2-octene

Downstream raw materials:

1,8-Cineole

Terpinolene

1-methyl-4-isopropyl-1,3-cyclohexadiene

crithmene

Refernces

• 1、 ?or?evi?, Miljana R.,?ivkovi? Sto?i?, Milena Z.,Aksi?, Jelena M.,Gen?i?, Marija S.,Mladenovi?, Marko Z.,Radulovi?, Niko S.. "New neryl esters from Helichrysum italicum (Roth) G. Don (Asteraceae) essential oil". supporting information. . Retrieved 2020/11/02.
• 2、 Lozano, Pedro,Bernal, Juana M.,Navarro, Alicia. "A clean enzymatic process for producing flavour esters by direct esterification in switchable ionic liquid/solid phases". . p. 3026 - 3033. Retrieved 2013/01/15.