Naphthalene, 1,2-dihydro-4-(4-methoxyphenyl)-

Base Information

• Chemical Name: Naphthalene, 1,2-dihydro-4-(4-methoxyphenyl)-
• CAS No.: 21855-80-1
• Molecular Formula: C17H16O
• Molecular Weight: 236.313
• European Community (EC) Number: 606-847-8
• DSSTox Substance ID: DTXSID50476473
• Nikkaji Number: J2.644.900F
• Wikidata: Q82307877
• Mol file: 21855-80-1.mol

Synonyms:21855-80-1;Naphthalene, 1,2-dihydro-4-(4-methoxyphenyl)-;SCHEMBL6789105;DTXSID50476473;FHRXAVHXIKEWEU-UHFFFAOYSA-N;1-(4-Methoxyphenyl)-3,4-dihydro-naphthalene

Chemical Property of Naphthalene, 1,2-dihydro-4-(4-methoxyphenyl)-

Chemical Property:

• Vapor Pressure: 4.45E-05mmHg at 25°C
• Boiling Point: 360.9oC at 760 mmHg
• Flash Point: 144.2oC
• PSA: 9.23000
• Density: 1.095g/cm3
• LogP: 4.07310
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 236.120115130
• Heavy Atom Count: 18
• Complexity: 299

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CCCC3=CC=CC=C32

Technology Process of Naphthalene, 1,2-dihydro-4-(4-methoxyphenyl)-

There total 13 articles about Naphthalene, 1,2-dihydro-4-(4-methoxyphenyl)- 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: 89.0%

1-methoxy-4-(4-phenylbut-1-yn-1-yl)benzene → 4-(3,4-dihydronaphthalen-1-yl)phenyl methyl ether (21855-80-1)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In toluene; at 60 ℃; for 4h; Reagent/catalyst; Solvent; Temperature; Catalytic behavior; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1039/c4ra12258e

Reference yield: 79.0%

3,4-dihydronaphthalen-1-yl pivalate (1072840-85-7) + 4-methoxyphenylboronic acid (5720-07-0) → 4-(3,4-dihydronaphthalen-1-yl)phenyl methyl ether (21855-80-1)

Guidance literature:

With potassium phosphate; bis(triphenylphosphine)nickel(II) chloride; In toluene; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja806244b

Reference yield: 67.0%

1-hydroxy-1-(4-methoxyphenyl)tetralin (79560-27-3) → 4-(3,4-dihydronaphthalen-1-yl)phenyl methyl ether (21855-80-1)

Guidance literature:

With o-toluenesulfonic acid; In toluene; for 16h; Heating;

DOI:10.1021/jm00377a021

upstream raw materials:

4-methoxyphenyl magnesium bromide

3,4-dihydronaphthalene-1(2H)-one

1-hydroxy-1-(4-methoxyphenyl)tetralin

1-bromo-4-methoxy-benzene

Downstream raw materials:

7b-(4-methoxyphenyl)-1a,2,3,7b-tetrahydro-1-oxacyclopropa[a ]naphthalene

4-(1,2,3,4-tetrahydro-1-naphthyl)-phenol

2-(p-anisoyl)phenylpropionic acid

trans-N-methyl-4-(methoxyphenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride

Refernces

• 1、 Qu, Bo,Samankumara, Lalith P.,Ma, Shengli,Frick, Keith R.,Desrosiers, Jean-Nicolas,Rodriguez, Sonia,Li, Zhibin,Haddad, Nizar,Han, Zhengxu S.,McKellop, Keith,Pennino, Scott,Grinberg, Nelu,Gonnella, Nina C.,Song, Jinhua J.,Senanayake, Chris H.. "A mild dihydrobenzooxaphosphole oxazoline/iridium catalytic system for asymmetric hydrogenation of unfunctionalized dialins". supporting information. p. 14428 - 14432. Retrieved 2015/02/19.
• 2、 Tallineau, Jean,Bashiardes, Georges,Coustard, Jean-Marie,Lecornué, Frédéric. "A one-pot preparation of aryl- and heteroarylcycloalkenes: Application to the total synthesis of (±)-laurokamurene B". experimental part. p. 2761 - 2764. Retrieved 2010/03/03.