2,6-Bis(hydroxymethyl)naphthalene

Base Information

• Chemical Name: 2,6-Bis(hydroxymethyl)naphthalene
• CAS No.: 5859-93-8
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• Hs Code.: 2906290090
• Mol file: 5859-93-8.mol

Synonyms:2,6-Bis(hydroxymethyl)naphthalene

Chemical Property of 2,6-Bis(hydroxymethyl)naphthalene

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 171.0 to 175.0 °C
• Boiling Point: 411.111°C at 760 mmHg
• PKA: 14.07±0.10(Predicted)
• Flash Point: 207.252°C
• PSA: 40.46000
• Density: 1.245g/cm³
• LogP: 1.82440

Purity/Quality:

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

2,6-bis(Hydroxymethyl)naphthalene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,6-bis(Hydroxymethyl)naphthalene is used as a reactant in the synthesis of fluorescent distyrylnaphthalene derivatives for bioapplications.

Technology Process of 2,6-Bis(hydroxymethyl)naphthalene

There total 8 articles about 2,6-Bis(hydroxymethyl)naphthalene 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: 97.0%

dimethyl 2,6-naphthalenedicarboxylate (840-65-3) → naphthalene-2,6-dimethanol (5859-93-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 69.84 ℃; for 3h; Inert atmosphere; Cooling with ice;

DOI:10.1039/c3dt51501j

Reference yield: 84.0%

2,6-Naphthalenedicarboxylic acid (1141-38-4) → naphthalene-2,6-dimethanol (5859-93-8)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at 0 ℃;

DOI:10.1021/ja0349148

Reference yield: 31.0%

dimethyl 2,6-naphthalenedicarboxylate (840-65-3) → naphthalene-2,6-dimethanol (5859-93-8) + methyl 6-hydroxymethyl-2-naphthalenecarboxylate (55343-77-6)

Guidance literature:

With dichloro(benzene)ruthenium(II) dimer; 2-((di-p-tolylphosphino)methyl)-1-methyl-1H-imidazole; potassium tert-butylate; hydrogen; In tetrahydrofuran; at 100 ℃; for 4.5h; under 37503.8 Torr;

DOI:10.1002/chem.201200408

upstream raw materials:

2,6-Bis-acetoxymethyl-naphthalin

dimethyl 2,6-naphthalenedicarboxylate

2,6-Naphthalenedicarboxylic acid

2,6-bis(bromomethyl)naphthalene

Downstream raw materials:

2,6-naphthalenedicarbaldehyde

2,6-bis(chloromethyl)naphthalene

Refernces

• 1、 Wang, Qi-Li-Sha,Lin, Yue-Jian,Jin, Guo-Xin. "Same knot, longer rope: altering ligand geometry provides control over nuclearity in self-assembled trefoil knots". supporting information. p. 9772 - 9775. Retrieved 2021/09/30.
• 2、 García-Simón, Cristina,Monferrer, Alba,Garcia-Borràs, Marc,Imaz, Inhar,Maspoch, Daniel,Costas, Miquel,Ribas, Xavi. "Size-selective encapsulation of C60 and C60-derivatives within an adaptable naphthalene-based tetragonal prismatic supramolecular nanocapsule". supporting information. p. 798 - 801. Retrieved 2019/01/21.