3,7-Dimethyl-6-octenyl 3,7-dimethyloct-6-enoate

Base Information

• Chemical Name: 3,7-Dimethyl-6-octenyl 3,7-dimethyloct-6-enoate
• CAS No.: 82766-40-3
• Molecular Formula: C20H36 O2
• Molecular Weight: 308.505
• Hs Code.: 2916190090
• European Community (EC) Number: 280-025-3
• DSSTox Substance ID: DTXSID001002877
• Nikkaji Number: J320.429D
• Wikidata: Q82997212
• Mol file: 82766-40-3.mol

Synonyms:82766-40-3;3,7-Dimethyl-6-octenyl 3,7-dimethyloct-6-enoate;EINECS 280-025-3;citronellyl citronellate;SCHEMBL13176163;HUZXZYWMBWQTNX-UHFFFAOYSA-N;DTXSID001002877;3,7-Dimethyl-6-octenoic acid 3,7-dimethyl-6-octenyl ester;3,7-DIMETHYLOCT-6-EN-1-YL 3,7-DIMETHYLOCT-6-ENOATE;6-Octenoic acid, 3,7-dimethyl-, 3,7-dimethyl-6-octenyl ester

Chemical Property of 3,7-Dimethyl-6-octenyl 3,7-dimethyloct-6-enoate

Chemical Property:

• Vapor Pressure: 3.49E-06mmHg at 25°C
• Boiling Point: 386.6°C at 760 mmHg
• Flash Point: 95.3°C
• PSA: 26.30000
• Density: 0.882g/cm³
• LogP: 6.07480
• XLogP3: 7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 12
• Exact Mass: 308.271530387
• Heavy Atom Count: 22
• Complexity: 358

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC=C(C)C)CCOC(=O)CC(C)CCC=C(C)C

Technology Process of 3,7-Dimethyl-6-octenyl 3,7-dimethyloct-6-enoate

There total 10 articles about 3,7-Dimethyl-6-octenyl 3,7-dimethyloct-6-enoate 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%

Citronellol (106-22-9) → citronellyl citronellate (82766-40-3)

Guidance literature:

With [Rh(1,3,4,5-tetramethylimidazole-2-ylidene)(trop₂NH)][trifluoromethanesulfonate]; potassium tert-butylate; dinitrogen monoxide; In tetrahydrofuran; toluene; at 50 ℃; under 750.075 Torr; Schlenk technique; Molecular sieve;

DOI:10.1002/anie.201509288

Reference yield: 73.0%

Citronellol (106-22-9) + racemic citronellic acid (502-47-6,57030-77-0) → citronellyl citronellate (82766-40-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/j.phytochem.2014.10.023

Reference yield:

3,7-dimethyl-oct-6-enal (106-23-0,26489-02-1) → Citronellol (106-22-9) + citronellyl citronellate (82766-40-3) + menthol (15356-70-4)

Guidance literature:

With 4,4'-methylene-bis-(2,6-diphenylphenol); triethylaluminum; In toluene; at 25 ℃; for 1h;

3,7-dimethyl-oct-6-enal; With acetic anhydride; In toluene; at 0 ℃; for 1 - 72h; Product distribution / selectivity;

upstream raw materials:

(R)-Citronellal

Citronellol

3,7-dimethyl-6-octenoyl chloride

racemic citronellic acid

Refernces

• 1、 Gianetti, Thomas L.,Annen, Samuel P.,Santiso-Quinones, Gustavo,Reiher, Markus,Driess, Matthias,Grützmacher, Hansj?rg. "Nitrous Oxide as a Hydrogen Acceptor for the Dehydrogenative Coupling of Alcohols". supporting information. p. 1854 - 1858. Retrieved 2016/02/03.
• 2、 -. "DIARYLPHENOXY ALUMINUM COMPOUNDS". Page/Page column 31-32. . Retrieved 2008/06/13.