Bicyclo[2.2.2]octan-1-ylmethanol

Base Information

• Chemical Name: Bicyclo[2.2.2]octan-1-ylmethanol
• CAS No.: 2574-42-7
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.225
• European Community (EC) Number: 826-591-2
• Mol file: 2574-42-7.mol

Synonyms:2574-42-7;bicyclo[2.2.2]octan-1-ylmethanol;{bicyclo[2.2.2]octan-1-yl}methanol;Bicyclo[2.2.2]octane-1-methanol;{BICYCLO[2.2.2]OCTAN-1-YLMETHANOL;1-bicyclo[2.2.2]octanylmethanol;(Bicyclo[2.2.2]octan-1-yl)methanol;SCHEMBL6160871;HNFOXZBCUXJBJM-UHFFFAOYSA-N;AMY35756;bicyclo-[2,2,2]oct-1-ylmethanol;bicyclo[2.2.2]oct-1-yl-methanol;CAA57442;MFCD00213771;AKOS037505706;SB40903;AS-54057;SY222872;CS-0052947;EN300-371701;P17449

Chemical Property of Bicyclo[2.2.2]octan-1-ylmethanol

Chemical Property:

• Melting Point: 61.5-62 °C
• Boiling Point: 100 °C(Press: 10 Torr)
• PKA: 15.24±0.10(Predicted)
• Density: 1.028±0.06 g/cm3(Predicted)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 109

Purity/Quality:

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

Bicyclo[2.2.2]octan-1-ylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2(CCC1CC2)CO

Technology Process of Bicyclo[2.2.2]octan-1-ylmethanol

There total 21 articles about Bicyclo[2.2.2]octan-1-ylmethanol 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%

bicyclo[2.2.2]octane-1-carboxylic acid (699-55-8) → bicyclo<2.2.2>octane-1-methanol (2574-42-7)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 10 - 20 ℃;

Reference yield: 95.0%

ethyl bicyclo[2.2.2]octane-1-carboxylate (31818-12-9) → bicyclo<2.2.2>octane-1-methanol (2574-42-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃;

DOI:10.1039/c8ob00205c

Reference yield: 86.0%

N,N-dimethylbicyclo[2.2.2]octane-1-carboxamide → bicyclo<2.2.2>octane-1-methanol (2574-42-7)

Guidance literature:

With sodium hydride; sodium iodide; zinc(II) iodide; In tetrahydrofuran; mineral oil; at 40 ℃; for 7h; Sealed tube;

DOI:10.1002/anie.201900233

upstream raw materials:

ethyl bicyclo[2.2.2]octane-1-carboxylate

1-(hydroxymethyl)bicyclo<2.2.2>oct-2-ene

carbon dioxide

1-bromobicyclo[2.2.2]octane

Downstream raw materials:

bicyclo<2.2.2>octane-1-carboxaldehyde tosylhydrazone

1-hydroxybicyclo<3.2.2>non-2-yl benzoate

5-{[5-(Adamantan-1-yloxymethyl)-2-bicyclo[2.2.2]oct-1-yl-1H-imidazole-4-carbonyl]-amino}-2-fluoro-benzoic Acid

5-{[5-(2-Adamantan-1-yl-ethyl)-2-bicyclo[2.2.2]oct-1-yl-1H-imidazole-4-carbonyl]-amino}-2-fluoro-benzoic Acid

Refernces

• 1、 -. "MITOCHONDRIA-TARGETING PEPTIDES". Page/Page column 62; 63. . Retrieved 2019/07/19.
• 2、 Liu, Min Ting,Ho, Jianghai,Liu, Jason Karl,Purakait, Radhanath,Morzan, Uriel N.,Ahmed, Lucky,Batista, Victor S.,Matsunami, Hiroaki,Ryan, Kevin. "Carbon chain shape selectivity by the mouse olfactory receptor OR-I7". supporting information. p. 2541 - 2548. Retrieved 2018/04/12.