Bicyclo[2.2.2]octane-1,4-diol;diacetate

Base Information

• Chemical Name: Bicyclo[2.2.2]octane-1,4-diol;diacetate
• CAS No.: 10364-35-9
• Molecular Formula: C12H20O6--
• Molecular Weight: 226.273
• Hs Code.: 2915390090
• DSSTox Substance ID: DTXSID60701288
• Mol file: 10364-35-9.mol

Synonyms:DTXSID60701288;bicyclo[2.2.2]octane-1,4-diol;diacetate

Chemical Property of Bicyclo[2.2.2]octane-1,4-diol;diacetate

Chemical Property:

• PSA: 120.72000
• LogP: -1.67120
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 260.12598835
• Heavy Atom Count: 18
• Complexity: 136

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)[O-].CC(=O)[O-].C1CC2(CCC1(CC2)O)O

Technology Process of Bicyclo[2.2.2]octane-1,4-diol;diacetate

There total 8 articles about Bicyclo[2.2.2]octane-1,4-diol;diacetate 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%

1,4-Diacetoxybicyclo<2.2.2>oct-2-ene (17206-91-6) → 1,4-Diacetoxybicyclo<2.2.2>octane (10364-35-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In tetrahydrofuran;

Reference yield:

1,4-dimethylidenecyclohexane (4982-20-1) + acetic acid (64-19-7,77671-22-8) → 4-acetoxybicyclo<2.2.2>octan-1-ol (54774-94-6) + 1,4-Diacetoxybicyclo<2.2.2>octane (10364-35-9)

Guidance literature:

With [bis(acetoxy)iodo]benzene; palladium diacetate; In dimethyl sulfoxide; at 20 ℃; Reagent/catalyst;

Reference yield:

1,4-dimethylidenecyclohexane (4982-20-1) + acetic acid (64-19-7,77671-22-8) → 1,4-dihydroxybicyclo[2.2.2]octane (1194-44-1) + 4-acetoxybicyclo<2.2.2>octan-1-ol (54774-94-6) + 1,4-Diacetoxybicyclo<2.2.2>octane (10364-35-9)

Guidance literature:

With dihydrogen peroxide; palladium diacetate; In water; at 20 ℃; for 6h; Reagent/catalyst; Solvent; Cooling with ice;

upstream raw materials:

1,4-Diacetoxybicyclo<2.2.2>oct-2-ene

1,4-Diacetoxybicyclo<2.2.2>octane-2,3-dicarboxylic Acid

1,4-dimethylidenecyclohexane

acetic anhydride

Downstream raw materials:

1,4-dihydroxybicyclo[2.2.2]octane

1,4-Dichloro-bicyclo<2.2.2>octane

bicyclo[2.2.2]octane-1,4-dibromide

1,4-diiodobicyclo<2.2.2>octane

Refernces

• 1、 -. "SYNTHESIS OF BICYCLO[2.2.2]OCTANE DERIVATIVES". Paragraph 0085. . Retrieved 2019/05/02.
• 2、 Kopecky, Jan,Smejkal, Jaroslav,Hanus, Vladimir. "SYNTHESIS OF BRIDGEHEAD BICYCLOOCTANOLS". . p. 1370 - 1375. Retrieved 2007/10/02.