5-(1,1-Dimethylheptyl)-2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol

Base Information

• Chemical Name: 5-(1,1-Dimethylheptyl)-2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol
• CAS No.: 97452-63-6
• Molecular Formula: C25H38 O2
• Molecular Weight: 370.576
• UNII: P28FSD6QS7
• DSSTox Substance ID: DTXSID10913915
• Nikkaji Number: J569.062E
• Wikipedia: CBD-DMH
• Wikidata: Q28654981
• Mol file: 97452-63-6.mol

Synonyms:1'',1''-dimethylheptylcannabidiol;5-(1,1-dimethylheptyl)-2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol;5-(1,1-dimethylheptyl)cannabidiol;5-(1,1-dimethylheptyl)cannabidiol, (1S-trans)-isomer

Chemical Property of 5-(1,1-Dimethylheptyl)-2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol

Chemical Property:

• Appearance/Colour: Pale brown liquid.
• Vapor Pressure: 1.05E-10mmHg at 25°C
• Boiling Point: 502.1 °C at 760 mmHg
• PKA: 9.56±0.45(Predicted)
• Flash Point: 213.4 °C
• PSA: 40.46000
• Density: 0.992 g/cm³
• LogP: 7.36180
• Storage Temp.: Desiccate at -20°C
• XLogP3: 8.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 370.287180451
• Heavy Atom Count: 27
• Complexity: 506

Purity/Quality:

99% ^*data from raw suppliers

(-)-5'-DMH-CBD 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCC(C)(C)C1=CC(=C(C(=C1)O)C2C=C(CCC2C(=C)C)C)O
• Isomeric SMILES: CCCCCCC(C)(C)C1=CC(=C(C(=C1)O)[C@@H]2C=C(CC[C@H]2C(=C)C)C)O

Technology Process of 5-(1,1-Dimethylheptyl)-2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol

There total 3 articles about 5-(1,1-Dimethylheptyl)-2-(3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl)-1,3-benzenediol 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: 80.0%

(+)-p-mentha-1,8-diene-3-ol (65733-30-4) + 5-(1',1'-dimethyl-n-heptyl)-1,3-dihydroxybenzene (56469-10-4) → HU 219 (97452-63-6)

Guidance literature:

(+)-p-mentha-1,8-diene-3-ol; With aluminum oxide; boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

5-(1',1'-dimethyl-n-heptyl)-1,3-dihydroxybenzene; In dichloromethane; Inert atmosphere;

Reference yield: 70.0%

(1S,4R)-p-mentha-2,8-dien-1-ol (22972-51-6) + 5-(1',1'-dimethyl-n-heptyl)-1,3-dihydroxybenzene (56469-10-4) → HU 219 (97452-63-6)

Guidance literature:

With aluminum oxide; boron trifluoride diethyl etherate; In dichloromethane; at 40 - 41 ℃; for 0.00277778h;

DOI:10.1016/S0040-4039(00)98518-6

Reference yield: 46.0%

3,7-dimethyl-2,6-octadienal (141-27-5,96680-15-8) + 5-(1',1'-dimethyl-n-heptyl)-1,3-dihydroxybenzene (56469-10-4) → 5-(1,1-Dimethyl-heptyl)-2-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-benzene-1,3-diol (97452-63-6,97549-32-1,100017-43-4)

Guidance literature:

With aluminum oxide; boron trifluoride diethyl etherate; In dichloromethane; at 40 - 41 ℃; for 0.00277778h;

DOI:10.1016/S0040-4039(00)98518-6

upstream raw materials:

(1S,4R)-p-mentha-2,8-dien-1-ol

5-(1',1'-dimethyl-n-heptyl)-1,3-dihydroxybenzene

(+)-p-mentha-1,8-diene-3-ol

3,7-dimethyl-2,6-octadienal

Downstream raw materials:

5-(1,1-Dimethyl-heptyl)-2-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-1,3-dimethoxy-benzene

Refernces

• 1、 Baek, Seung-Hwa,Srebnik, Morris,Mechoulam, Raphael. "BORON TRIFLUORIDE ETHERATE ON ALUMINA - A MODIFIED LEWIS ACID REAGENT. AN IMPROVED SYNTHESIS OF CANNABIDIOL.". . p. 1083 - 1086. Retrieved 2007/10/02.