2-Naphthalen-2-yl-1,3-dioxane

Base Information

• Chemical Name: 2-Naphthalen-2-yl-1,3-dioxane
• CAS No.: 31053-73-3
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.264
• Hs Code.: 2934999090
• NSC Number: 168895
• DSSTox Substance ID: DTXSID20305049
• Wikidata: Q82051490
• Mol file: 31053-73-3.mol

Synonyms:2-(naphthalen-2-yl)-1,3-dioxane;31053-73-3;2-naphthalen-2-yl-1,3-dioxane;NSC168895;SCHEMBL5329930;2-(2-Naphthyl)-1,3-dioxane;DTXSID20305049;NSC-168895

Chemical Property of 2-Naphthalen-2-yl-1,3-dioxane

Chemical Property:

• Vapor Pressure: 3.09E-05mmHg at 25°C
• Boiling Point: 366.4°Cat760mmHg
• Flash Point: 192.6°C
• PSA: 18.46000
• Density: 1.146g/cm³
• LogP: 3.27530
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 214.099379685
• Heavy Atom Count: 16
• Complexity: 223

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(OC1)C2=CC3=CC=CC=C3C=C2

Technology Process of 2-Naphthalen-2-yl-1,3-dioxane

There total 4 articles about 2-Naphthalen-2-yl-1,3-dioxane 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%

β-naphthaldehyde (66-99-9) + trimethyleneglycol (504-63-2) → 2-(naphthalen-2-yl)-1,3-dioxane (31053-73-3)

Guidance literature:

With mesoporous poly-melamine-formaldehyde polymer; In neat (no solvent); at 40 ℃; for 24h; chemoselective reaction;

DOI:10.1039/c3gc40297e

Reference yield: 84.0%

1-bromo-2-naphthaldehyde (3378-82-3) + trimethyleneglycol (504-63-2) → 2-(naphthalen-2-yl)-1,3-dioxane (31053-73-3)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 7h; Reflux;

DOI:10.1021/acs.orglett.5b00103

Reference yield:

2-(dimethoxymethyl)naphthalene (77196-31-7) → 2-(naphthalen-2-yl)-1,3-dioxane (31053-73-3)

Guidance literature:

Multi-step reaction with 2 steps

1: water / acetonitrile / 0.33 h / UV-irradiation

2: tetra-N-butylammonium tribromide; trimethyl orthoformate / nitromethane / 20 °C

With water; tetra-N-butylammonium tribromide; trimethyl orthoformate; In nitromethane; acetonitrile;

DOI:10.1002/hlca.201000333

upstream raw materials:

2-(dimethoxymethyl)naphthalene

β-naphthaldehyde

trimethyleneglycol

1-bromo-2-naphthaldehyde

Refernces

• 1、 -. "A METHOD OF ACETALIZING AN ALDEHYDE". Page/Page column 22; 23; 24. . Retrieved 2013/09/26.
• 2、 Thevenet, Damien,Neier, Reinhard. "An efficient photoinduced deprotection of aromatic acetals and ketals". . p. 331 - 346. Retrieved 2011/04/22.