Linalyl acetate

Base Information

• Chemical Name: Linalyl acetate
• CAS No.: 115-95-7
• Deprecated CAS: 16509-66-3,40135-38-4,8022-85-3,40135-38-4,8022-85-3
• Molecular Formula: C12H20O2
• Molecular Weight: 196.29
• Hs Code.: 29153900
• European Community (EC) Number: 204-116-4
• ICSC Number: 1716
• NSC Number: 2138
• UNII: 5K47SSQ51G
• DSSTox Substance ID: DTXSID7026946
• Nikkaji Number: J294.877J,J2.900I
• Wikipedia: Linalyl_acetate
• Wikidata: Q188314
• RXCUI: 1735331
• ChEMBL ID: CHEMBL502773
• Mol file: 115-95-7.mol

Synonyms:1,6-Octadien-3-ol,3,7-dimethyl-, acetate (8CI,9CI);1,5-Dimethyl-1-vinyl-4-hexenylacetate;3,7-Dimethyl-1,6-octadien-3-yl acetate;3-Acetoxy-3,7-dimethyl-1,6-octadiene;Acetic acid linalool ester;Bergamiol;Bergamol;Bergamot mint oil;NSC 2138;dl-Linalool acetate;

Chemical Property of Linalyl acetate

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.1 mm Hg ( 20 °C)
• Melting Point: 85 ºC
• Refractive Index: n20/D 1.453(lit.)
• Boiling Point: 220 ºC at 760 mmHg
• Flash Point: 69.6 ºC
• PSA: 26.30000
• Density: 0.897 g/cm³
• LogP: 3.24060
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 499.8mg/L(25 oC)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 196.146329876
• Heavy Atom Count: 14
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

Linalyl Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-38
• Safety Statements: 26-36-37-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Plant Oils and Extracts
• Canonical SMILES: CC(=CCCC(C)(C=C)OC(=O)C)C
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes.
• Description: Linalyl acetate belongs to monoterpene compound. It is a naturally occurring phytochemical found in many flowers and spice plants. It is the one of the principle components of essential oils of bergamont and lavender.1 It is a clear, colorless liquid with a boiling point of 220°C. Chemically, it is the acetate ester of linalool, and the two often occur in conjunction in the essential oils of Lavender and Lavandin.2 Linalyl acetate is an approved flavoring food additive. It is the most important fragrance ingredient for bergamot, lilac, lavender, linden, neroli, ylang-ylang, and fantasy nots. It is used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents.3,4
• Uses: Linalyl Acetate ermentative production of medium or short chain length alcohol, esters and/or glucosides by metabolically engineered microorganism. In perfumery.

Technology Process of Linalyl acetate

There total 32 articles about Linalyl acetate 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: 100.0%

3,7-dimethylocta-1,6-dien-3-ol (78-70-6) + acetic anhydride (108-24-7) → linalool acetate (115-95-7)

Guidance literature:

With magnesium(II) perchlorate; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2003.08.007

Reference yield: 99.0%

Isopropenyl acetate (108-22-5) + 3,7-dimethylocta-1,6-dien-3-ol (78-70-6) → linalool acetate (115-95-7)

Guidance literature:

With Cp*2Sm(THF)2; cyclohexanone oxime acetate; In toluene; at 50 ℃; for 15h;

DOI:10.1021/jo971204+

Reference yield: 84.5%

7-methyl-3-methene-1,6-octadiene (123-35-3) → linalool acetate (115-95-7)

Guidance literature:

With hydrogenchloride; sodium acetate; triethylamine hydrochloride; copper(I) chloride; In dichloromethane; water;

upstream raw materials:

pyridine

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

acetic anhydride

geranyl chloride

Downstream raw materials:

1-(3,4-epoxy-4-methylpentyl)-1-methylallyl acetate

7-methyl-3-methene-1,6-octadiene

2,6-dimethyl-hepta-1,5-diene

(E)-7,11-dimethyl-4,4-bis(phenylsulfonyl)dodeca-6,10-dien-1-yne

Refernces

• 1、 Liu, Zuosheng,Lan, Jiong,Li, Yulin,Xing, Yacheng,Cen, Wen. "Total partial synthesis of (3S, 6S)-(+)-3,7-dimethyl-6-hydroxy-3- acetoxyocta-1,7-diene and (3S, 6S)-(-)-3,7-dimethylocta-1,7-diene-3,6-diol from geraniol". . p. 324 - 325. Retrieved 1999.
• 2、 Larkov, Olga,Zaks, Alon,Bar, Einat,Lewinsohn, Efraim,Dudai, Nativ,Mayer, Alfred M.,Ravid, Uzi. "Enantioselective monoterpene alcohol acetylation in Origanum, Mentha and Salvia species". . p. 2565 - 2571. Retrieved 2008.
• 3、 Puchl'Ová, Eva,Szolcsányi, Peter. "Scalable green approach toward fragrant acetates". . . Retrieved 2020/08/07.
• 4、 -. "Preparing method and application of aminopyridine derivative". Paragraph 0072-0093; 0096; 0097-0100. . Retrieved 2019/07/16.