53767-93-4

Basic information

• Product Name: DIHYDROMYRCENYL ACETATE
• Synonyms: 2,6-Dimethyl-7-octen-2-ol acetate;7-Octen-2-ol, 2,6-dimethyl-, 2-acetate;Einecs 258-751-7;2,6-dimethyl-7-octen-2-oacetate;7-Octen-2-ol,2,6-dimethyl-,acetate;Dihydromyrcenalacetate;DIHYDROMYRCENYL ACETATE;2,6-DIMETHYL-7-OCTEN-2-YL ACETATE
• CAS NO: 53767-93-4
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.3
• EINECS: 258-751-7
• Product Categories: Aroma Chemicals
• Mol File: 53767-93-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 213-218 °C(lit.)
• Flash Point: 195 °F
• Appearance: /
• Density: 0.873 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0269mmHg at 25°C
• Refractive Index: n20/D 1.4318(lit.)
• Water Solubility: 6.1mg/L at 24℃
• CAS DataBase Reference: DIHYDROMYRCENYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIHYDROMYRCENYL ACETATE(53767-93-4)
• EPA Substance Registry System: DIHYDROMYRCENYL ACETATE(53767-93-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• Hazardous Substances Data: 53767-93-4(Hazardous Substances Data)

Usage

Chemical Properties

Dihydromyrcenyl Acetate has a fresh, clean, citrus, floral odor. It can be prepared by esterification of dihydromyrcenol with acetic acid in the presence of magnesium oxide as a catalyst. It is used for floral, citric top notes, especially in soaps.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C12H22O2/c1-6-10(2)8-7-9-12(4,5)14-11(3)13/h6,10H,1,7-9H2,2-5H3

Synthetic route

Dihydromyrcenol (18479-58-8) + acetyl chloride (75-36-5) → 2,6-dimethyl-7-octene-2-yl acetate (53767-93-4)

Conditions	Yield
With N,N-dimethyl-aniline In dichloromethane at 0 - 50℃; for 5h; Inert atmosphere;	54%

acetic acid (64-19-7) + (+)-β-citronellene (2436-90-0, 10281-55-7, 10281-56-8, 128241-35-0) → 2,6-dimethyl-7-octene-2-yl acetate (53767-93-4)

Conditions	Yield
In isopropyl alcohol

Dihydromyrcenol (18479-58-8) + acetic anhydride (108-24-7) → 2,6-dimethyl-7-octene-2-yl acetate (53767-93-4)

Conditions	Yield
In toluene at 110℃; under 3.0003 Torr; for 4h; Large scale;	1869 g

2,6-dimethyl-7-octene-2-yl acetate (53767-93-4) + 4-nitro-benzoyl chloride (122-04-3) → 2,6-dimethyl-7-octen-2-yl 3-(4-nitrophenyl)-3-oxo-propionate

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; water

2,6-dimethyl-7-octene-2-yl acetate (53767-93-4) + 2-naphthaloyl chloride (2243-83-6) → 2,6-dimethyl-7-octen-2-yl 3-(β-naphthyl)-3-oxo-propionate (203174-52-1)

Conditions	Yield
In tetrahydrofuran; water; Petroleum ether

Nonanoyl chloride (764-85-2) + 2,6-dimethyl-7-octene-2-yl acetate (53767-93-4) → 2,6-dimethyl-7-octen-2-yl 3-(nonanyl)-3-oxo-propionate

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran; water

trimethylsilyl cyanide (7677-24-9) + 2,6-dimethyl-7-octene-2-yl acetate (53767-93-4) → 7-cyano-2,6-dimethyloct-7-en-2-yl acetate

Conditions	Yield
With copper (I) trifluoromethane sulfonate toluene complex; Selectfluor; 2-[4,5-dihydro-1,3-oxazol-2-yl]pyridine In acetonitrile at 20℃; Inert atmosphere; regioselective reaction;

2,6-dimethyl-7-octene-2-yl acetate (53767-93-4) → 8-hydroxy-2,6-dimethyloct-2-yl acetate

Conditions	Yield
Stage #1: 2,6-dimethyl-7-octene-2-yl acetate With diborane In tetrahydrofuran at 25℃; for 2h; Stage #2: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran; water at 25℃; for 1h;	187.4 g

Upstream product

• 18479-58-8 Dihydromyrcenol 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 2436-90-0 (+)-β-citronellene 
• 75-36-5 acetyl chloride 

Relevant articles and documents

Ester compound as well as preparation method and application thereof

The invention provides an ester compound. The structural formula of the ester compound is as shown in formula (1). In the formula (1), X is independently selected from alkyl groups having 1-4 carbon atoms when appearing each time. The ester compound has bergamot fragrance and lasting fragrance, can be used as body fragrance and base fragrance to be applied to essence formulas, and has wide application prospects in the field of daily chemical flavoring.