2,6-Octadiene, 2,6-dimethyl-

Base Information

• Chemical Name: 2,6-Octadiene, 2,6-dimethyl-
• CAS No.: 2609-23-6
• Molecular Formula: C10H18
• Molecular Weight: 138.253
• Hs Code.: 2901299090
• NSC Number: 310168
• DSSTox Substance ID: DTXSID401015874
• Nikkaji Number: J137.961E,J543.228F,J1.960.697J,J798.267D
• Mol file: 2609-23-6.mol

Synonyms:2609-23-6;(6E)-2,6-dimethylocta-2,6-diene;2,6-Octadiene, 2,6-dimethyl-;2792-39-4;2,6-Dimethyl-trans-2,6-octadiene;2,6-DIMETHYL-2,6-OCTADIENE;2,6-dimethylocta-2,6-diene;2,6-Dimethyl-2-cis-6-octadiene;(6E)-2,6-Dimethyl-2,6-octadiene;2 6-DIMETHYL-2 CIS-6-OCTADIENE;2,6-Dimethyl-2-trans-6-octadiene;(6Z)-2,6-Dimethyl-2,6-octadiene;NSC310168;2,6-Dimethyl 2,6-octadiene;MZPDTOMKQCMETI-BJMVGYQFSA-N;MZPDTOMKQCMETI-UHFFFAOYSA-N;DTXSID401015874;2,6-dimethyl-octa-2,6trans-diene;(E)-2,6-Dimethyl-2,6-octadiene;2,6-Dimethyl 2,6-octadiene (cis);(6E)-2,6-dimethyl-octa-2,6-diene;NSC-310168;(6Z)-2,6-Dimethyl-2,6-octadiene #;[(2E)-3,7-Dimethyl-2,6-octadienyl]

Chemical Property of 2,6-Octadiene, 2,6-dimethyl-

Chemical Property:

• Boiling Point: 56 °C(Press: 14 Torr)
• PSA: 0.00000
• Density: 0.7911 g/cm3(Temp: 25 °C)
• LogP: 3.69900
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 138.140850574
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

98.5% ^*data from raw suppliers

2,6-Dimethyl-trans-2,6-octadiene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C)CCC=C(C)C
• Isomeric SMILES: C/C=C(\C)/CCC=C(C)C
• Uses: 2,6-Dimethyl-trans-2,6-octadiene is an intermediate used in the synthesis of dihydrofurocoumarins and furocoumarins via silver(I)/Celite promoted oxidative cycloaddition of 4-hydroxycoumarins to olefins.

Technology Process of 2,6-Octadiene, 2,6-dimethyl-

There total 31 articles about 2,6-Octadiene, 2,6-dimethyl- 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: 11.0%

trans-geranyl bromide (6138-90-5) → dihydromyrcene (2436-90-0) + (E)-3,7-dimethyl-2,6-octadien (2609-23-6) + digeranyl (35162-77-7) + (6E)-2,6,9,13-tetramethyl-9-vinyltetradeca-2,6,12-triene (38227-27-9)

Guidance literature:

With cyanocobalamin; zinc; at 20 ℃; for 24h;

Reference yield: 7.0%

3,7-dimethyl-2E,6-octadien-1-yl acetate (105-87-3,8022-83-1) → dihydromyrcene (2436-90-0) + dihydromyrcene (2492-22-0,2609-23-6,2792-39-4)

Guidance literature:

With samarium diiodide; isopropyl alcohol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 2h; Yield given. Title compound not separated from byproducts; Heating;

DOI:10.1016/S0040-4039(00)84051-4

Reference yield:

neryl acetate (141-12-8,8022-83-1) → dihydromyrcene (2436-90-0) + 2,6-dimethylocta-2(Z),6-diene (2492-22-0) + (E)-3,7-dimethyl-2,6-octadien (2609-23-6)

Guidance literature:

With sodium cyanoborohydride; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 66 ℃; for 44h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)93615-3

upstream raw materials:

neryl acetate

3,7-dimethyl-2E,6-octadien-1-yl acetate

ethanol

isoprene

Downstream raw materials:

2,6-dimethylhept-5-en-2-ol

6-Methyl-hept-5-en-2-on

4-methyl-trans-4-hexenal

[3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl]methanol

Refernces

• 1、 Takada, Yuki,Caner, Joaquim,Kaliyamoorthy, Selvam,Naka, Hiroshi,Saito, Susumu. "Photocatalytic Transfer Hydrogenolysis of Allylic Alcohols on Pd/TiO2: A Shortcut to (S)-(+)-Lavandulol". supporting information. p. 18025 - 18032. Retrieved 2017/12/08.
• 2、 Noujima, Akifumi,Mitsudome, Takato,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi. "Unique catalysis of gold nanoparticles in the chemoselective hydrogenolysis with H2: Cooperative effect between small gold nanoparticles and a basic support". supporting information; experimental part. p. 6723 - 6725. Retrieved 2012/07/28.