1,2,3,4-Diepoxycyclohexane, cis-

Base Information

• Chemical Name: 1,2,3,4-Diepoxycyclohexane, cis-
• CAS No.: 74643-89-3
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.128
• UNII: DQ1UWF5JZW
• Nikkaji Number: J253.412F
• Wikidata: Q27896095
• Mol file: 74643-89-3.mol

Synonyms:DQ1UWF5JZW;1,2,3,4-Diepoxycyclohexane, cis-;UNII-DQ1UWF5JZW;1beta,2beta:3beta,4beta-Diepoxycyclohexane;J253.412F;74643-89-3;3,8-Dioxatricyclo(5.1.0.02,4)octane, (1R,2S,4S,7R)-rel-;3,8-Dioxatricyclo(5.1.0.02,4)octane, (1alpha,2alpha,4alpha,7alpha)-;cis-1,2,3,4-diepoxycyclohexane;Q27896095;1.BETA.,2.BETA.:3.BETA.,4.BETA.-DIEPOXYCYCLOHEXANE;3,8-DIOXATRICYCLO(5.1.0.02,4)OCTANE, (1.ALPHA.,2.ALPHA.,4.ALPHA.,7.ALPHA.)-

Chemical Property of 1,2,3,4-Diepoxycyclohexane, cis-

Chemical Property:

• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 119

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2C(O2)C3C1O3
• Isomeric SMILES: C1C[C@H]2[C@H](O2)[C@H]3[C@@H]1O3

Technology Process of 1,2,3,4-Diepoxycyclohexane, cis-

There total 2 articles about 1,2,3,4-Diepoxycyclohexane, cis- 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: 39.0%

2,3-dioxabicyclo[2,2,2]oct-5-ene (6671-70-1) + isopropyl alcohol (67-63-0,8013-70-5) → 4-hydroxy-2-cyclohexenone (30182-12-8) + (1S,4R)-Cyclohex-2-ene-1,4-diol (53762-85-9) + syn-1,2;3,4-diepoxycyclohexane (74643-89-3) + acetone (67-64-1)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 50 - 60 ℃; for 5h; Mechanism; without or with 2,4,6-tri-t-butylphenol, or 2-propanol;

DOI:10.1016/S0040-4039(01)82971-3

Reference yield:

→ trans-1,3-Cyclohexadien-diepoxid (277-06-5,36736-23-9,74643-89-3)

Guidance literature:

1,3-Cyclohexadienmonoepoxid, m-Chlorperbenzoesaeure;

DOI:10.1021/jo00799a004

Reference yield:

syn-1,2;3,4-diepoxycyclohexane (74643-89-3) → cyclohexanetetrol-(1r,2t,3t,4c) (20089-18-3,907575-48-8)

Guidance literature:

syn-1,2;3,4-diepoxycyclohexane; With sodium hydrogen sulfate; In dichloromethane; at 20 ℃; for 24h;

With methanol; In dichloromethane;

DOI:10.1016/j.tet.2008.11.092

upstream raw materials:

2,3-dioxabicyclo[2,2,2]oct-5-ene

isopropyl alcohol

Downstream raw materials:

cyclohexanetetrol-(1r,2t,3t,4c)

(1RS,2RS,3SR,4SR)-3,6-dibromocyclohexane-1,2-diol

all-syn-1,2,3,4-tetrafluorocyclohexane

3,6-difluorocyclohexane-1,2-diol