Precocene II

Base Information

• Chemical Name: Precocene II
• CAS No.: 644-06-4
• Molecular Formula: C13H16 O3
• Molecular Weight: 220.268
• Hs Code.: 2909199090
• European Community (EC) Number: 211-408-5
• NSC Number: 318792
• UNII: 1W2R4TRY5H
• DSSTox Substance ID: DTXSID9060942
• Nikkaji Number: J5.187J
• Wikidata: Q27104316
• Metabolomics Workbench ID: 52128
• ChEMBL ID: CHEMBL448964
• Mol file: 644-06-4.mol

Synonyms:ageratochromene;precocene II

Chemical Property of Precocene II

Chemical Property:

• Vapor Pressure: 0.00201mmHg at 25°C
• Melting Point: 47.50C
• Refractive Index: 1.4740 (estimate)
• Boiling Point: 300.4oC at 760 mmHg
• Flash Point: 113oC
• PSA: 27.69000
• Density: 1.063g/cm3
• LogP: 2.88800
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 220.109944368
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

99% ^*data from raw suppliers

Precocene2 ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=CC(=C(C=C2O1)OC)OC)C
• Uses: Anti-juvenile hormones found in plants that induce reversible precocious metamorphosis and sterilization in insects by suppressing the function of the corpora allata gland Anti-juvenile hormones found in plants that induce reversible precocious metamorphosis and sterilization in insects by suppressing the function of the corpora allata gland.

Technology Process of Precocene II

There total 42 articles about Precocene II 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: 97.0%

3,4-dimethoxyphenol (2033-89-8) + 3,3-dimethyl acrylaldehyde (107-86-8) → precocene II (644-06-4)

Guidance literature:

With propionic acid; phenylboronic acid; In benzene; for 20h; Heating;

DOI:10.1139/v94-237

Reference yield: 96.0%

1,2-dimethoxy-4-(2-methylbut-3-yn-2-yloxy)benzene (34191-88-3) → precocene II (644-06-4)

Guidance literature:

With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); In dichloromethane; at 25 ℃; for 0.25h; regioselective reaction;

DOI:10.1002/ejoc.201001674

Reference yield: 93.0%

6-hydroxy-7-methoxy-2,2-dimethylchromen (74094-51-2) + methyl iodide (74-88-4) → precocene II (644-06-4)

Guidance literature:

With sodium methylsulfinylmethanide; In tetrahydrofuran; at 30 ℃; for 0.166667h;

upstream raw materials:

2,3-dihydro-6,7-dimethoxy-2,2-dimethyl-4H-1-benzopyran-4-ol

6,7-dimethoxy-2,2-dimethyl-4-chromanone

3,4-dimethoxyphenol

3,3-dimethyl acrylaldehyde

Downstream raw materials:

3,4-dihydro-6,7-dimethoxy-2,2-dimethyl-2H-1-benzopyran

6,7,6',7-tetramethoxy-2,2,2',2'-tetramethyl-3',4'-dihydro-2H,2'Hbenzopyran>

6,7-dimethoxy-2,2-dimethyl-3-nitrochromene

(6aS,6bS,12bR,13aR)-2,3,10,11-Tetramethoxy-6,6,7,7-tetramethyl-6a,6b,12b,13a-tetrahydro-6H,7H-5,8,13-trioxa-dibenzo[a,i]fluorene

Refernces

• 1、 Liu, Si-Jia,Jiang, Xiao-Li,Wu, Shu-Fang,Tu, Man-Su,Mei, Guang-Jian,Shi, Feng. "Efficient Synthesis of Chromenes from Vinyl o -Quinone Methides via a Bronsted Acid Catalyzed Electrocyclization Process". . p. 2416 - 2422. Retrieved 2018/05/03.
• 2、 Naik, Mayuri M.,Kamat, Durga P.,Tilve, Santosh G.,Kamat, Vijayendra P.. "Molecular iodine catalyst promoted synthesis of chromans and 4-aryl-3,4-dihydrobenzopyran-2-ones via [3+3] cyclocoupling". . p. 5221 - 5233. Retrieved 2014/07/08.