[3S-(3alpha,3aalpha,6alpha,8aalpha)]-octahydro-7,7-dimethyl-8-methylene-1H-3a,6-methanoazulene-3-carboxylic acid

Base Information

• Chemical Name: [3S-(3alpha,3aalpha,6alpha,8aalpha)]-octahydro-7,7-dimethyl-8-methylene-1H-3a,6-methanoazulene-3-carboxylic acid
• CAS No.: 16203-25-1
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.338
• Mol file: 16203-25-1.mol

Synonyms:1H-3a,6-Methanoazulene-3-carboxylicacid, octahydro-7,7-dimethyl-8-methylene-, [3S-(3a,3aa,6a,8aa)]-; 1H-3aa,6-Methanoazulene-3-carboxylic acid, 2,3b,4,5,6b,7,8,8aa-octahydro-7,7-dimethyl-8-methylene-(8CI); Khusenic acid (6CI); Vetivenic acid (7CI); (+)-Zizanoic acid; Zizanoicacid

Chemical Property of [3S-(3alpha,3aalpha,6alpha,8aalpha)]-octahydro-7,7-dimethyl-8-methylene-1H-3a,6-methanoazulene-3-carboxylic acid

Chemical Property:

• Boiling Point: 355.4°Cat760mmHg
• Flash Point: 169.2°C
• Density: 1.1g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3S-(3alpha,3aalpha,6alpha,8aalpha)]-octahydro-7,7-dimethyl-8-methylene-1H-3a,6-methanoazulene-3-carboxylic acid

There total 15 articles about [3S-(3alpha,3aalpha,6alpha,8aalpha)]-octahydro-7,7-dimethyl-8-methylene-1H-3a,6-methanoazulene-3-carboxylic acid 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: 86.0%

zizanal (82509-29-3) → (+)-zizanoic acid (16203-25-1,19216-87-6,22387-77-5)

Guidance literature:

With jones reagent; In acetone; for 0.25h; Ambient temperature;

DOI:10.1139/v82-161

Reference yield: 77.0%

12-oxoepizizaene (82463-21-6) → (-)-epizizanoic acid (16203-25-1,19216-87-6,22387-77-5)

Guidance literature:

With jones reagent; In acetone; for 0.0833333h;

DOI:10.1139/v82-161

Reference yield:

methyl zizanoate (18444-89-8,26410-02-6) → (+)-zizanoic acid (16203-25-1,19216-87-6,22387-77-5)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide;

DOI:10.1016/0040-4020(73)80044-4

upstream raw materials:

methyl zizanoate

zizanoic alcohol

methyl epizizanoate

zizanal

Downstream raw materials:

methyl zizanoate

(+/-)-13-Thiophenylzizan-6-yl-benzoat

zizanoic alcohol

(3S,3aS,6R,8aS)-3,7,7-trimethyl-8-methyleneoctahydro-1H-3a,6-methanoazulene

Refernces

• 1、 Hanayama,N. et al.. "-". . p. 945 - 954. Retrieved 1973.
• 2、 Hanayama, Naoki,Kido, Fusao,Sakuma, Reiko,Uda, Hisashi,Yoshikoshi, Akira. "Minor acidic constituents of vetiver oil". . p. 6099 - 6102. Retrieved 2007/10/13.