Bicyclo[2.2.2]octane-1,4-diyldimethanol

Base Information

• Chemical Name: Bicyclo[2.2.2]octane-1,4-diyldimethanol
• CAS No.: 826-45-9
• Molecular Formula: C10H18O2
• Molecular Weight: 170.252
• Hs Code.: 2906199090
• DSSTox Substance ID: DTXSID00530170
• Nikkaji Number: J1.632.606B
• Wikidata: Q82401135
• Mol file: 826-45-9.mol

Synonyms:Bicyclo[2.2.2]octane-1,4-diyldimethanol;826-45-9;Bicyclo[2.2.2]octane-1,4-dimethanol;[4-(hydroxymethyl)-1-bicyclo[2.2.2]octanyl]methanol;1,4-Bis(hydroxymethyl)bicyclo[2.2.2]octane;MFCD23135544;SCHEMBL11799796;SCHEMBL25056171;DTXSID00530170;AMY18995;AC2223;AKOS016006918;DS-4127;SY103165;CS-0042234;(Bicyclo[2.2.2]octane-1,4-diyl)dimethanol;1,4-bis(hydroxymethyl)bicyclo[2.2.2.]octane;EN300-373273;[4-(HYDROXYMETHYL)BICYCLO[2.2.2]OCTAN-1-YL]METHANOL

Chemical Property of Bicyclo[2.2.2]octane-1,4-diyldimethanol

Chemical Property:

• Melting Point: 107-108 °C
• Boiling Point: 298.8±8.0 °C(Predicted)
• PKA: 14.94±0.10(Predicted)
• PSA: 40.46000
• Density: 1.137±0.06 g/cm3(Predicted)
• LogP: 1.31160
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 170.130679813
• Heavy Atom Count: 12
• Complexity: 132

Purity/Quality:

99%min ^*data from raw suppliers

Bicyclo[2.2.2]octane-1,4-diyldimethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2(CCC1(CC2)CO)CO

Technology Process of Bicyclo[2.2.2]octane-1,4-diyldimethanol

There total 30 articles about Bicyclo[2.2.2]octane-1,4-diyldimethanol 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: 100.0%

dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate (1459-96-7) → Bicyclo<2.2.2>octane-1,4-dimethanol (826-45-9)

Guidance literature:

With hydrogen; In propan-1-ol; at 240 ℃; for 3h; under 207625 Torr; Pressure; Temperature; Autoclave;

Reference yield: 98.0%

Bicyclo<2.2.2.>octan-1,4-dicarbonsauere-ethylester (1659-75-2) → Bicyclo<2.2.2>octane-1,4-dimethanol (826-45-9)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 5h; Heating;

DOI:10.1021/jo00178a018

Reference yield: 62.0%

Bicyclo<2.2.2>octane-1,4-dimethanol Bis(p-toluene-sulfonate) (88412-20-8) → 4-methylbicyclo<2.2.2>octane-1-methanol (28305-83-1) + Bicyclo<2.2.2>octane-1,4-dimethanol (826-45-9) + bicyclo<2.2.2>octane-1-methanol (2574-42-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Product distribution; Mechanism; Heating; various solvents, other temperature; other alkanesulfonate;

DOI:10.1021/jo00205a019

upstream raw materials:

Bicyclo<2.2.2.>octan-1,4-dicarbonsauere-ethylester

1,4-bis(hydroxymethyl)bicyclo[2.2.2]octane-1,4-dione

Bicyclo<2.2.2>octane-1,4-dimethanol p-Toluenesulfonate

Bicyclo<2.2.2>octane-1,4-dimethanol Bis(p-toluene-sulfonate)

Downstream raw materials:

C₂₇H₃₆O₅

C₂₂H₃₀O₄

C₂₁H₂₈O₄

C₃₀H₄₈O₄

Refernces

• 1、 -. "SYNTHESIS OF BICYCLO[2.2.2]OCTANE DERIVATIVES". . . Retrieved 2019/05/02.
• 2、 Moghaddam, Sarvin,Yang, Cheng,Rekharsky, Mikhail,Ko, Young Ho,Kim, Kimoon,Inoue, Yoshihisa,Gilson, Michael K.. "New ultrahigh affinity host-guest complexes of cucurbit[7]uril with bicyclo[2.2.2]octane and adamantane guests: Thermodynamic analysis and evaluation of M2 affinity calculations". supporting information; scheme or table. p. 3570 - 3581. Retrieved 2011/05/04.