Dihydromyrcene

Base Information

• Chemical Name: Dihydromyrcene
• CAS No.: 2436-90-0
• Deprecated CAS: 128241-35-0
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• Hs Code.: 2901299090
• European Community (EC) Number: 219-433-3
• UNII: LS5LA2BUG0
• DSSTox Substance ID: DTXSID8029234
• Nikkaji Number: J1.810D
• Wikidata: Q27283156
• ChEMBL ID: CHEMBL2268551
• Mol file: 2436-90-0.mol

Synonyms:beta-citronellene;citronellene

Chemical Property of Dihydromyrcene

Chemical Property:

• Vapor Pressure: 2.19mmHg at 25°C
• Melting Point: -69.6°C (estimate)
• Refractive Index: n20/D 1.437
• Boiling Point: 167.999 °C at 760 mmHg
• Flash Point: 42.345 °C
• PSA: 0.00000
• Density: 0.758 g/cm³
• LogP: 3.55490
• Storage Temp.: 2-8°C
• Water Solubility.: 2.24mg/L at 20℃
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 138.140850574
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

(+)-β-Citronellene analytical standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Terpenes
• Canonical SMILES: CC(CCC=C(C)C)C=C
• Uses: Dihydromyrcene is used as a fragrance intermediate and can be used to synthesize dihydromyrcenol.

Technology Process of Dihydromyrcene

There total 83 articles about Dihydromyrcene 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: 95.0%

(3,7-dimethyl-2,6-octadienyl)-triphenylphosphonium bromide (41273-34-1) → dihydromyrcene (2436-90-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1021/jo00195a049

Reference yield: 92.0%

3,7-dimethylocta-2,6-dien-1-yl methyl carbonate (85217-72-7,85217-73-8,91362-68-4) → dihydromyrcene (2436-90-0)

Guidance literature:

With formic acid; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; tributylphosphine; In tetrahydrofuran; for 3h; Heating;

DOI:10.1055/s-1986-31723

Reference yield: 87.0%

(+/-)-citronellyl tosylate (41144-01-8) → dihydromyrcene (2436-90-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In 1,2-dimethoxyethane; for 3h; Heating;

DOI:10.1055/s-2003-40210

upstream raw materials:

(E/Z)-3,7-dimethyl-2,6-octadienal

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

Nerol

2,6-Dimethyl-octa-1,3t,7-trien

Downstream raw materials:

4,8-dimethyl-7-nonenal

2,6-dimethylocta-2(Z),6-diene

(E)-3,7-dimethyl-2,6-octadien

1,2,3,3-tetramethylcyclohexene

Refernces

• 1、 Lenoble, Géraldine,Urrutigo?ty, Martine,Kalck, Philippe. "A chemoselective and regioselective catalytic way to a novel nine-membered lactone". . p. 3697 - 3700. Retrieved 2001.
• 2、 -. "Method for preparing guaipyridine type sesquiterpenoid alkaloid". Paragraph 0036-0039. . Retrieved 2021/09/21.
• 3、 -. "Process for the Catalytic Reversible Alkene-Nitrile Interconversion". Page/Page column 28. . Retrieved 2017/09/02.