Linalyl propionate

Base Information

• Chemical Name: Linalyl propionate
• CAS No.: 144-39-8
• Deprecated CAS: 94346-06-2
• Molecular Formula: C13H22O2
• Molecular Weight: 210.316
• Hs Code.: 2915509000
• European Community (EC) Number: 205-627-5,305-130-4
• NSC Number: 46139
• UNII: BI845A018T
• DSSTox Substance ID: DTXSID1047574
• Nikkaji Number: J101.829I
• Wikidata: Q27274686
• Metabolomics Workbench ID: 44390
• ChEMBL ID: CHEMBL3186660
• Mol file: 144-39-8.mol

Synonyms:3,7-dimethyl-1,6-octadien-3-yl propionate;linalyl propionate

Chemical Property of Linalyl propionate

Chemical Property:

• Appearance/Colour: COA
• Vapor Pressure: 0.0263mmHg at 25°C
• Refractive Index: n20/D 1.452(lit.)
• Boiling Point: 115 °C10 mm Hg(lit.)
• Flash Point: 97 ºC
• PSA: 26.30000
• Density: 0.895 g/cm³
• LogP: 3.63070
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 210.161979940
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

99% ^*data from raw suppliers

Linalyl Propionate >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)OC(C)(CCC=C(C)C)C=C
• Description: Linalyl propionate has a sweet, floral odor reminiscent of bergamot oil and a sweet taste reminiscent of black currant (also pear and pineapple). May be synthesized by esterification of linalool with propionic acid or propionic anhydride.

Technology Process of Linalyl propionate

There total 6 articles about Linalyl 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: 79.0%

3,7-dimethylocta-1,6-dien-3-ol (78-70-6) + propionyl chloride (79-03-8) → 3,7-dimethyl-1,6-octadien-3-yl propionate (144-39-8,94265-97-1,94265-98-2)

Guidance literature:

3,7-dimethylocta-1,6-dien-3-ol; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 1.5h;

propionyl chloride; In tetrahydrofuran; hexane; at 20 ℃; for 3h;

DOI:10.1021/jf030031o

Reference yield:

propionic acid-(1-ethynyl-1,5-dimethyl-hex-4-enyl ester) (65416-30-0) → 3,7-dimethyl-1,6-octadien-3-yl propionate (144-39-8,94265-97-1,94265-98-2)

Guidance literature:

With quinoline; Lindlar's catalyst; Petroleum ether; Hydrogenation;

Reference yield:

3,7-dimethyloct-6-en-1-yn-3-ol (29171-20-8) → 3,7-dimethyl-1,6-octadien-3-yl propionate (144-39-8,94265-97-1,94265-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1: water containing phosphoric acid

2: quinoline; petroleum ether; Lindlar-catalyst / Hydrogenation

With quinoline; Lindlar's catalyst; phosphoric acid; Petroleum ether;

upstream raw materials:

3,7-dimethylocta-1,6-dien-3-ol

propionic acid-(1-ethynyl-1,5-dimethyl-hex-4-enyl ester)

propionic acid

propionyl chloride

Downstream raw materials:

(5E)-3-hydroxy-3,7-dimethyl-3-hydroxy-1,5,7-octatriene

Refernces

• 1、 Rice,Coats. "Insecticidal properties of monoterpenoid derivatives to the house fly (Diptera: Muscidae) and red flour beetle (Coleoptera: Tenebrionidae)". . p. 195 - 202. Retrieved 2007/10/03.