Isoterpinolene

Base Information

• Chemical Name: Isoterpinolene
• CAS No.: 586-63-0
• Molecular Formula: C10H16
• Molecular Weight: 136.237
• European Community (EC) Number: 209-579-6
• UNII: VR4XVW6V2H
• DSSTox Substance ID: DTXSID80862244
• Nikkaji Number: J101.187A
• Wikidata: Q24514387
• Mol file: 586-63-0.mol

Synonyms:Isoterpinolene;586-63-0;p-Mentha-2,4(8)-diene;2,4(8)-p-Menthadiene;Cyclohexene, 3-methyl-6-(1-methylethylidene)-;3-Methyl-6-(1-methylethylidene)cyclohexene;3-methyl-6-propan-2-ylidenecyclohexene;VR4XVW6V2H;EINECS 209-579-6;UNII-VR4XVW6V2H;p-2,4(8)-Menthadiene;para-Mentha-2,4(8)-diene;CHEBI:88840;DTXSID80862244;3-Isopropylidene-6-methyl-cyclohexene;3-Methyl-6-(1-methylethylidene)-cyclohexene;3-Methyl-6-(1-methylethylidene)-1-cyclohexene #;Q24514387

Chemical Property of Isoterpinolene

Chemical Property:

• Boiling Point: 176.8°Cat760mmHg
• Flash Point: 46°C
• PSA: 0.00000
• Density: 0.842g/cm³
• LogP: 3.30890
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 136.125200510
• Heavy Atom Count: 10
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(=C(C)C)C=C1

Technology Process of Isoterpinolene

There total 58 articles about Isoterpinolene 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: 73.0%

3-methyl-6-(1-methylethylidene)cyclohexen-1-yl trifluoromethanesulfonate → isoterpinolene (586-63-0)

Guidance literature:

With 4,4'-di-tert-butylbiphenyl; lithium; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1016/j.tet.2005.01.078

Reference yield: 25.0%

2-carene (554-61-0) → 1-methyl-4-isopropyl-1,3-cyclohexadiene (99-86-5) + 4-methylisopropylbenzene (99-87-6) + isoterpinolene (586-63-0) + 3-carene (13466-78-9,19079-29-9)

Guidance literature:

thionin-supported zeolite Na-Y; In hexane; at 20 ℃; for 0.5h; Product distribution;

DOI:10.1002/poc.557

Reference yield: 1.0%

limonene. (138-86-3,555-08-8,8022-90-0,9003-73-0,95327-98-3) → Terpinolene (586-62-9,69073-38-7) + 1-methyl-4-isopropyl-1,3-cyclohexadiene (99-86-5) + 4-methylisopropylbenzene (99-87-6) + 3,8-p-Menthadien (586-67-4) + crithmene (99-85-4) + isoterpinolene (586-63-0)

Guidance literature:

With potassium trans-pinanoxide; In dimethyl sulfoxide; at 60 ℃; for 48h; Product distribution; Rate constant; var. bases;

DOI:10.1021/jo01293a026

upstream raw materials:

(+)-2endo-bromo-bornane

Pulegon tosylhydrazon

methanol

isopulegol

Downstream raw materials:

diethyl 1-(1-p-tolyl-1-methylethyl)-1,2-hydrazinedicarboxylate

C₁₆H₂₆N₂O₄

beta-phellandrene

3,8-p-Menthadien

Refernces

• 1、 Buinova, E. F.,Urbanovich, T. R.,Udarov, B. G.,Izotova, L. V.. "TRANSFORMATIONS OF p-MENTHADIENES UNDER THE ACTION OF POTASSIUM tert-BUTANOLATE IN DIMETHYL SULFOXIDE". . p. 555 - 559. Retrieved 1982.
• 2、 Zhang, Qi,Catti, Lorenzo,Pleiss, Jürgen,Tiefenbacher, Konrad. "Terpene Cyclizations inside a Supramolecular Catalyst: Leaving-Group-Controlled Product Selectivity and Mechanistic Studies". supporting information. p. 11482 - 11492. Retrieved 2017/08/30.
• 3、 Newman, Andrew D.,Brown, D. Robert,Siril, Prem,Lee, Adam F.,Wilson, Karen. "Structural studies of high dispersion H3PW12O 40/SiO2 solid acid catalysts". . p. 2893 - 2902. Retrieved 2008/02/08.