1,3-Dinaphthalen-1-yloxypropan-2-ol

Base Information

• Chemical Name: 1,3-Dinaphthalen-1-yloxypropan-2-ol
• CAS No.: 17216-10-3
• Molecular Formula: C23H20O3
• Molecular Weight: 344.41
• European Community (EC) Number: 935-765-8,868-186-3
• UNII: HC9MT748YY
• DSSTox Substance ID: DTXSID50345256
• Nikkaji Number: J2.812.637I
• Wikidata: Q82117609
• Mol file: 17216-10-3.mol

Synonyms:17216-10-3;1,3-Bis(1-naphthalenyloxy)-2-propanol;1,3-dinaphthalen-1-yloxypropan-2-ol;2-Propanol, 1,3-bis(1-naphthalenyloxy)-;Bis-ether derivative;1,3-Bis(1-naphthoxy)-2-propanol;Propranolol EP Impurity C;1,3-BIS(NAPHTHALEN-1-YLOXY)PROPAN-2-OL;HC9MT748YY;2-Propanol, 1,3-bis(1-naphthyloxy)-;1,3-Bis(naphthalen-1-yloxy)propan-2-ol (Bis-ether Derivative);1,3-Bis(naphthalen-1-yloxy)propane-2-ol;1,3-Bis-(1-naphthoxy)-2-propanol;UNII-HC9MT748YY;SCHEMBL1394219;DTXSID50345256;MFCD27966921;1,3-Bis(1-naphthyloxy)-2-propanol;AKOS030254846;CS-T-49385;1,3-Bis(1-naphthyloxy)-2-propanol #;AS-48157;Propranolol hydrochloride impurity C [EP];1,3-Bis(naphthalen-1-yloxy)-propan-2-ol;EN300-371784;F19377;PROPRANOLOL HYDROCHLORIDE IMPURITY C [EP IMPURITY];Bis ether Impurity;1,3-bis(naphthalen-1-yloxy)propan-2-ol;1,3-Bis(1-Naphthoxy)-2-propanol

Chemical Property of 1,3-Dinaphthalen-1-yloxypropan-2-ol

Chemical Property:

• Melting Point: 77-78℃
• Boiling Point: 566.3±30.0 °C(Predicted)
• PKA: 13.27±0.20(Predicted)
• PSA: 38.69000
• Density: 1.225±0.06 g/cm3(Predicted)
• LogP: 4.81170
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 344.14124450
• Heavy Atom Count: 26
• Complexity: 388

Purity/Quality:

98%Min ^*data from raw suppliers

1,3-Bis(1-naphthalenyloxy)-2-propanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2OCC(COC3=CC=CC4=CC=CC=C43)O
• Uses: 1,3-Bis(1-naphthalenyloxy)-2-propanol is an impurity of Propranolol (P831800), an β?Adrenergic blocker used as a antihypertensive and antilanginal agent.

Technology Process of 1,3-Dinaphthalen-1-yloxypropan-2-ol

There total 26 articles about 1,3-Dinaphthalen-1-yloxypropan-2-ol 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: 90.0%

3-(1-naphthyloxy)-1,2-epoxypropane (2461-42-9) + α-naphthol (90-15-3) → 1,3-bis(naphthalen-1-yloxy)propan-2-ol (17216-10-3)

Guidance literature:

With tetrabutylammomium bromide; In toluene;

Reference yield: 64.0%

α-naphthol (90-15-3) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 1,3-bis(naphthalen-1-yloxy)propan-2-ol (17216-10-3)

Guidance literature:

α-naphthol; With sodium ethanolate; In ethanol; at 20 ℃; for 0.25h;

epichlorohydrin; In ethanol; at 20 ℃; for 24h; Radiolysis;

DOI:10.1016/j.ejmech.2014.01.047

Reference yield:

α-naphthol (90-15-3) + isopropylamine (75-31-0) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 1,3-bis(naphthalen-1-yloxy)propan-2-ol (17216-10-3) + propranolol (525-66-6)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo971732l

upstream raw materials:

α-naphthol

epichlorohydrin

1-methyl-piperazine

N-isopropyl-p-toluenesulfonamide

Downstream raw materials:

4-{2-(1-naphthyloxy)-1-[(1-naphthyloxy)methyl]ethoxy}phthalonitrile

Refernces

• 1、 Lavorato, Stefania N.,Duarte, Mariana C.,Lage, Daniela P.,Tavares, Carlos A. P.,Coelho, Eduardo A. F.,Alves, Ricardo J.. "1,3-Bis(aryloxy)propan-2-ols as potential antileishmanial agents". . p. 981 - 986. Retrieved 2017/10/05.
• 2、 Seth, Kapileswar,Roy, Sudipta Raha,Kommi, Damodara N.,Pipaliya, Bhavin V.,Chakraborti, Asit K.. "Silver nanoparticle-catalysed phenolysis of epoxides under neutral conditions: Scope and limitations of metal nanoparticles and applications towards drug synthesis". . p. 164 - 172. Retrieved 2014/06/23.