Chokol C

Base Information

• Chemical Name: Chokol C
• CAS No.: 99877-53-9
• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37
• Nikkaji Number: J594.539I
• Wikidata: Q105027734
• Mol file: 99877-53-9.mol

Synonyms:Chokol C;(-)-Chokol C;99877-53-9;6-(3alpha-Hydroxy-2alpha,3-dimethylcyclopentan-1beta-yl)-2-methyl-2,6-heptadien-1-ol;Cyclopentanol, 3-(6-hydroxy-5-methyl-1-methylene-4-hexenyl)-1,2-dimethyl-, (1R-(1alpha,2alpha,3beta(E)))-

Chemical Property of Chokol C

Chemical Property:

• Vapor Pressure: 2.58E-06mmHg at 25°C
• Boiling Point: 350.7°C at 760 mmHg
• Flash Point: 156.7°C
• Density: 0.98g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 238.193280068
• Heavy Atom Count: 17
• Complexity: 306

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(CCC1(C)O)C(=C)CCC=C(C)CO
• Isomeric SMILES: C[C@H]1[C@@H](CC[C@@]1(C)O)C(=C)CC/C=C(\C)/CO

Technology Process of Chokol C

There total 2 articles about Chokol C 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%

(1R,2S,3R)-3-((E)-6-Hydroxy-5-methyl-1-methylene-hex-4-enyl)-1-methyl-2-trimethylsilanylmethyl-cyclopentanol → Chokol C (99877-53-9)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; Ambient temperature;

DOI:10.1016/S0040-4039(00)74075-5

Reference yield:

(1R,2S,3R)-1-Methyl-3-(5-methyl-1-methylene-hex-4-enyl)-2-trimethylsilanylmethyl-cyclopentanol (152092-93-8) → Chokol C (99877-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 5percent SeO₂/silica gel, t-BuOOH, 2.) NaBH₄ / 1.) CH₂Cl₂, rt, 2.) MeOH, 0 deg C

2: 80 percent / t-BuOK / dimethylsulfoxide / Ambient temperature

With tert.-butylhydroperoxide; sodium tetrahydroborate; selenium(IV) oxide; potassium tert-butylate; silica gel; In dimethyl sulfoxide;

DOI:10.1016/S0040-4039(00)74075-5

upstream raw materials:

(1R,2S,3R)-1-Methyl-3-(5-methyl-1-methylene-hex-4-enyl)-2-trimethylsilanylmethyl-cyclopentanol

Refernces