cis-Isoascaridole

Base Information

• Chemical Name: cis-Isoascaridole
• CAS No.: 512-85-6
• Molecular Formula: C10H16 O2
• Molecular Weight: 168.236
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID90871726
• Nikkaji Number: J2.142.045J
• Wikidata: Q105163661
• Mol file: 512-85-6.mol

Synonyms:cis-isoascaridole;NSC406266;Boldo ascaridole;DTXSID90871726;MGYMHQJELJYRQS-ZJUUUORDSA-N;AKOS006279305;1alpha-Isopropyl-4alpha-methyl-2,3-dioxabicyclo[2.2.2]octa-5-ene

Chemical Property of cis-Isoascaridole

Chemical Property:

• Vapor Pressure: 1.78mmHg at 25°C
• Melting Point: 3.3ºC
• Refractive Index: 1.498
• Boiling Point: 172.3 °C at 760 mmHg
• Flash Point: 55.9 °C
• PSA: 18.46000
• Density: 1.051 g/cm³
• LogP: 2.45170
• Storage Temp.: Amber Vial, -20?C Freezer
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 168.115029749
• Heavy Atom Count: 12
• Complexity: 222

Purity/Quality:

99%, ^*data from raw suppliers

ASCARIDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C12CCC(C=C1)(OO2)C
• Isomeric SMILES: CC(C)[C@@]12CC[C@@](C=C1)(OO2)C
• Uses: An organic peroxide which constitutes 60-80% of oil of chenopodium. Anthelmintic.

Technology Process of cis-Isoascaridole

There total 19 articles about cis-Isoascaridole 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: 99.0%

1-methyl-4-isopropyl-1,3-cyclohexadiene (99-86-5) → ascaridole (512-85-6,287968-09-6)

Guidance literature:

With oxygen; In liquid sulphur dioxide; at -72 ℃; for 4.25h; protected from light;

DOI:10.1021/jo00173a028

Reference yield: 97.0%

1-methyl-4-isopropyl-1,3-cyclohexadiene (99-86-5) → (+/-)-ascaridole (512-85-6,287968-09-6)

Guidance literature:

With seco-porphyrazine; In tetrachloromethane; chloroform-d1; at -20 ℃; for 3h; Irradiation;

DOI:10.1021/jo052156t

Reference yield: 97.0%

1-methyl-4-isopropyl-1,3-cyclohexadiene (99-86-5) → (Z)-ascaridole (512-85-6,122346-63-8,287968-09-6)

Guidance literature:

With [2,3,9,10,16,17,23,24-octakis(4-octoxylcarbonylphenoxy)phthalocyaninato]zinc(II); oxygen; In methanol; chloroform; at 0 ℃; for 0.666667h; Irradiation;

DOI:10.1055/s-0028-1088066

upstream raw materials:

1-methyl-4-isopropyl-1,3-cyclohexadiene

3,7-bis(dimethylamine)phenothiazonium

isopropyl alcohol

eosin y

Downstream raw materials:

methane

ethane

4-methylisopropylbenzene

1,3,5-triphenylbenzene

Refernces

• 1、 Schilling, Waldemar,Zhang, Yu,Sahoo, Prakash Kumar,Sarkar, Samir Kumar,Gandhi, Sivaraman,Roesky, Herbert W.,Das, Shoubhik. "Nature inspired singlet oxygen generation to access α-amino carbonyl compounds: Via 1,2-acyl migration". supporting information. p. 379 - 387. Retrieved 2021/01/28.
• 2、 Ingenbosch, Kim N.,Quint, Stephan,Dyllick-Brenzinger, Melanie,Wunschik, Dennis S.,Kiebist, Jan,Süss, Philipp,Liebelt, Ute,Zuhse, Ralf,Menyes, Ulf,Scheibner, Katrin,Mayer, Christian,Opwis, Klaus,Gutmann, Jochen S.,Hoffmann-Jacobsen, Kerstin. "Singlet-Oxygen Generation by Peroxidases and Peroxygenases for Chemoenzymatic Synthesis". . p. 398 - 407. Retrieved 2020/10/09.