Bicyclo[2.2.1]heptane-2,3-dimethanol

Base Information

• Chemical Name: Bicyclo[2.2.1]heptane-2,3-dimethanol
• CAS No.: 45849-05-6
• Molecular Formula: C9H16O2
• Molecular Weight: 156.225
• Mol file: 45849-05-6.mol

Synonyms:Bicyclo[2.2.1]heptane-2,3-dimethanol;Bicyclo[2.2.1]heptane-2,3-diyldimethanol;Methanol, [3-(hydroxymethyl)bicyclo[2.2.1]hept-2-yl]

Chemical Property of Bicyclo[2.2.1]heptane-2,3-dimethanol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.4982 (589.3 nm 30.5℃)
• Boiling Point: 306.124°C at 760 mmHg
• Flash Point: 150.617°C
• PSA: 40.46000
• Density: 1.097g/cm³
• LogP: 0.63330
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Bicyclo[2.2.1]heptane-2,3-dimethanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Bicyclo[2.2.1]heptane-2,3-dimethanol

There total 11 articles about Bicyclo[2.2.1]heptane-2,3-dimethanol 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: 93.0%

(+/-)-(2-endo,3-exo)-bicyclo[2.2.1]hept-5-eno-2,3-dimethanol (699-96-7,448922-61-0) → trans-2,3-bis(hydroxymethyl)norbornane (5062-97-5,5062-98-6,5062-99-7,45849-05-6,70095-11-3,70115-99-0)

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; for 6h; Ambient temperature;

DOI:10.1246/bcsj.54.3438

Reference yield: 73.0%

2,3-norbornanedicarboxylic acid (1724-08-9,2435-37-2,6343-11-9,27862-85-7,58616-96-9,58616-98-1,70095-10-2) → bicyclo[2.2.1]heptane-2,3-dimethanol (5062-97-5,5062-98-6,5062-99-7,45849-05-6,70095-11-3,70115-99-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 60 ℃; Inert atmosphere;

DOI:10.1246/bcsj.20210023

Reference yield: 65.0%

C23H24O4 → trans-2,3-bis(hydroxymethyl)norbornane (5062-97-5,5062-98-6,5062-99-7,45849-05-6,70095-11-3,70115-99-0)

Guidance literature:

With water; lithium hydroxide; In methanol; at 0 - 35 ℃; for 10h;

DOI:10.1021/jacs.8b05753

upstream raw materials:

(exo)-Hexahydro-4,7-methanoisobenzofuran-1,3-dione

trans-butene-1,4-diol

cyclopenta-1,3-diene

2,3-norbornanedicarboxylic acid

Downstream raw materials:

2,3-bis-carbamoyloxymethyl-norbornane

(+/-)-2endo,3exo-bis-(toluene-4-sulfonyloxymethyl)-norbornane

(2S,3S)-2,3-bis(Hydroxymethyl)bicyclo[2.2.1]heptane ditosylate

hexahydro-4,7-methano-isobenzofuran-1-one

Refernces

• 1、 Wang, Yaxin,Hu, Xiafei,Morales-Rivera, Cristian A.,Li, Guo-Xing,Huang, Xin,He, Gang,Liu, Peng,Chen, Gong. "Epimerization of Tertiary Carbon Centers via Reversible Radical Cleavage of Unactivated C(sp3)-H Bonds". supporting information. p. 9678 - 9684. Retrieved 2018/07/21.
• 2、 -. "Synthesis of and hydroformylation with fluoro-substituted bidentate phosphine ligands". . . Retrieved 2008/06/13.