Linalyl butyrate

Base Information

• Chemical Name: Linalyl butyrate
• CAS No.: 78-36-4
• Molecular Formula: C14H24 O2
• Molecular Weight: 224.343
• European Community (EC) Number: 201-109-8
• NSC Number: 46144
• UNII: 7K9F6ZOH3S
• DSSTox Substance ID: DTXSID20861635
• Nikkaji Number: J183.076G
• Wikidata: Q27268463
• Metabolomics Workbench ID: 44392
• Mol file: 78-36-4.mol

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

Chemical Property of Linalyl butyrate

Chemical Property:

• Vapor Pressure: 0.00897mmHg at 25°C
• Refractive Index: n20/D 1.45(lit.)
• Boiling Point: 80-82oC0.2 mm Hg(lit.)
• Flash Point: 218 °F
• PSA: 26.30000
• Density: 0.892 g/mL at 25oC(lit.)
• LogP: 4.02080
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 224.177630004
• Heavy Atom Count: 16
• Complexity: 262

Purity/Quality:

99.5% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OC(C)(CCC=C(C)C)C=C
• Description: Linalyl butyrate is a monoterpenoid compound.
• Uses: Linalyl butyrate is a fragrance ingredient used in various products, including decorative cosmetics, fine fragrances, shampoos, toilet soaps, household cleaners, and detergents.

Technology Process of Linalyl butyrate

There total 4 articles about Linalyl butyrate 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: 91.0%

butanoic acid anhydride (106-31-0) + 3,7-dimethylocta-1,6-dien-3-ol (78-70-6) → 1,5-dimethyl-1-vinyl-4-hexenyl butyrate (78-36-4)

Guidance literature:

With 1,2,2,6,6-pentamethylpiperidine; magnesium bromide; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/jo9609485

Reference yield:

methanol (67-56-1) + butanoic acid anhydride (106-31-0) + 3,7-dimethylocta-1,6-dien-3-ol (78-70-6) → 1,5-dimethyl-1-vinyl-4-hexenyl butyrate (78-36-4) + butanoic acid methyl ester (623-42-7)

Guidance literature:

With C₁₇H₁₈N₂O₂; sodium dodecyl-sulfate; N-ethyl-N,N-diisopropylamine; at 20 ℃; for 1h;

DOI:10.1039/c2cc35655d

Reference yield:

butyric acid-(1-ethynyl-1,5-dimethyl-hex-4-enyl ester) (74589-80-3) → 1,5-dimethyl-1-vinyl-4-hexenyl butyrate (78-36-4)

Guidance literature:

With quinoline; Lindlar's catalyst; hexane; Hydrogenation;

upstream raw materials:

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

butanoic acid anhydride

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

3,7-dimethyloct-6-en-1-yn-3-ol

Refernces

• 1、 Vedejs, Edwin,Daugulis, Olafs. "Dual activation in the esterification of hindered alcohols with anhydrides using MgBr2 and a tertiary amine". . p. 5702 - 5703. Retrieved 2007/10/03.