2-(1,3-Dioxolan-2-yl)phenol

Base Information

• Chemical Name: 2-(1,3-Dioxolan-2-yl)phenol
• CAS No.: 6988-19-8
• Molecular Formula: C9H10 O3
• Molecular Weight: 166.177
• NSC Number: 114539
• DSSTox Substance ID: DTXSID20297152
• Nikkaji Number: J100.260K
• Wikidata: Q82038127
• Mol file: 6988-19-8.mol

Synonyms:2-(1,3-Dioxolan-2-yl)phenol;6988-19-8;Phenol, 2-(1,3-dioxolan-2-yl)-;2-(2-Hydroxyphenyl)-1,3-dioxolane;2-(1,3-Dioxlan-2-yl)phenol;Phenol, o-1,3-dioxolan-2-yl-;NSC114539;Phenol,3-dioxolan-2-yl-;Phenol,3-dioxolan-2-yl)-;SCHEMBL2048903;DTXSID20297152;2-hydroxybenzaldehyde ethyleneacetal;ortho-(1,3-dioxolan-2-yl)-phenol;AKOS005068218;NSC-114539

Chemical Property of 2-(1,3-Dioxolan-2-yl)phenol

Chemical Property:

• Vapor Pressure: 0.0537mmHg at 25°C
• Boiling Point: 226.7°C at 760 mmHg
• Flash Point: 90.9°C
• PSA: 38.69000
• Density: 1.245g/cm³
• LogP: 1.43760
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

2-(1,3-Dioxolan-2-yl)phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COC(O1)C2=CC=CC=C2O
• Uses: 2-(1,3-Dioxolan-2-yl)phenol is an intermediate in synthesizing Dioxacarb (D485300), which is used as pesticide.

Technology Process of 2-(1,3-Dioxolan-2-yl)phenol

There total 7 articles about 2-(1,3-Dioxolan-2-yl)phenol 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: 98.0%

salicylaldehyde (90-02-8) + ethylene glycol (107-21-1) → 2-(1,3-dioxolan-2-yl)phenol (6988-19-8)

Guidance literature:

With poly(ethylene glycol) 1000 based dicationic acidic ionic liquid; In toluene; at 80 ℃; for 1h; Reagent/catalyst; Ionic liquid;

DOI:10.1016/j.molcata.2013.07.013

Reference yield: 58.0%

2-(2-acetyloxyphenyl)-1,3-dioxolane (82073-54-9) → 2-(1,3-dioxolan-2-yl)phenol (6988-19-8)

Guidance literature:

With 2,2,7,7-tetramethyl-3,6-dioxa-2,7-disilaoctane; tetrabutylammonium triphenyldifluorosilicate; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.201904987

Reference yield:

dioxacarb (6988-21-2) → 2-(1,3-dioxolan-2-yl)phenol (6988-19-8) + 2-hydroxyethyl salicylate (87-28-5) + salicylaldehyde (90-02-8)

Guidance literature:

With dihydrogen peroxide; iron; sodium chloride; In water; at 25 ℃; Further Variations:; Temperatures; Activation energy; Product distribution; Electrolysis;

DOI:10.1021/jf034311f

upstream raw materials:

salicylaldehyde

ethylene glycol

2-methyl-benzyl alcohol

dioxacarb

Downstream raw materials:

2-(2-[1,3]Dioxolan-2-yl-phenoxy)-malonic acid ethyl ester methyl ester

methyl salicylate

3-aminobenzaldehyde ethylene acetal

salicylaldehyde

Refernces

• 1、 Wang, Yinglei,Zhi, Huizhen,Luo, Jun. "A facile and efficient protocol for esterification and acetalization in a PEG1000-D(A)IL/toluene thermoregulated catalyst-media combined systems". . p. 46 - 52. Retrieved 2013/09/23.
• 2、 Aliyan, Hamid,Fazaeli, Razieh,Massah, Ahmad Reza,Momeni, Ahmad Reza,Naghash, Hamid Javaherian,Moeinifard, Behzad. "Acetalization of carbonyl compounds catalyzed by bismuth triflate under solvent-free conditions". experimental part. p. 873 - 876. Retrieved 2012/04/05.