1(2H)-Naphthalenone, 3,4-dihydro-2-(1-naphthalenylmethylene)-

Base Information

• Chemical Name: 1(2H)-Naphthalenone, 3,4-dihydro-2-(1-naphthalenylmethylene)-
• CAS No.: 55760-09-3
• Molecular Formula: C21H16 O
• Molecular Weight: 284.357
• European Community (EC) Number: 666-648-7
• NSC Number: 108766
• Nikkaji Number: J1.234.307H,J112.676H
• Mol file: 55760-09-3.mol

Synonyms:55760-09-3;1(2H)-Naphthalenone, 3,4-dihydro-2-(1-naphthalenylmethylene)-;(2E)-2-(naphthalen-1-ylmethylidene)-3,4-dihydronaphthalen-1-one;NSC108766;SCHEMBL12948685;VNBFDIWROKJBLT-NBVRZTHBSA-N;NSC-108766;1(2H)-Naphthalenone,4-dihydro-2-(1-naphthalenylmethylene)-;3,4-Dihydro-2-(1-naphthalenylmethylene)-1(2H)-naphthalenone;(2E)-2-(1-Naphthylmethylene)-3,4-dihydro-1(2H)-naphthalenone #;2-[(E)-1-Naphthylmethylene]-3,4-dihydronaphthalene-1(2H)-one;(2Z)-2-[(naphthalen-1-yl)methylidene]-1,2,3,4-tetrahydronaphthalen-1-one

Chemical Property of 1(2H)-Naphthalenone, 3,4-dihydro-2-(1-naphthalenylmethylene)-

Chemical Property:

• Vapor Pressure: 1.15E-09mmHg at 25°C
• Boiling Point: 487.8°C at 760 mmHg
• Flash Point: 216.6°C
• PSA: 17.07000
• Density: 1.211g/cm³
• LogP: 5.05230
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 284.120115130
• Heavy Atom Count: 22
• Complexity: 449

Purity/Quality:

99%min ^*data from raw suppliers

2-(1-NAPHTHYLMETHYLENE)-1-TETRALONE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=CC2=CC=CC3=CC=CC=C32)C(=O)C4=CC=CC=C41
• Isomeric SMILES: C1C/C(=C\C2=CC=CC3=CC=CC=C32)/C(=O)C4=CC=CC=C41

Technology Process of 1(2H)-Naphthalenone, 3,4-dihydro-2-(1-naphthalenylmethylene)-

There total 4 articles about 1(2H)-Naphthalenone, 3,4-dihydro-2-(1-naphthalenylmethylene)- 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: 97.7%

1-naphthaldehyde (66-77-3) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → 2-(naphthalen-1-ylmethylene)-1-tetralone (55760-09-3)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 4h;

DOI:10.1021/jm901004c

Reference yield: 78.0%

1-naphthalene methanol (4780-79-4) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → (E)-3,4-dihydro-2-((naphthalen-1-yl)methylene)naphthalen-1(2H)-one (55760-09-3)

Guidance literature:

With (4-Me)Triaz(NHPⁱPr₂)₂Mn(CO)₂Br; caesium carbonate; In tert-Amyl alcohol; at 135 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01327

Reference yield:

1-naphthaldehyde (66-77-3) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → (E)-3,4-dihydro-2-((naphthalen-1-yl)methylene)naphthalen-1(2H)-one (55760-09-3)

Guidance literature:

With potassium hydroxide;

upstream raw materials:

1-naphthaldehyde

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

1-naphthalene methanol

Downstream raw materials:

2-[1]naphthylmethyl-3,4-dihydro-2H-naphthalen-1-one

13H-dibenzo[a,g]fluorene

4-Naphthalen-1-yl-2-phenyl-1,4,5,6-tetrahydro-benzo[h]quinazoline

4-Naphthalen-1-yl-3-phenyl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one

Refernces

• 1、 Wang, Kun,Niu, Saisai,Guo, Xin,Tang, Weijun,Xue, Dong,Xiao, Jianliang,Sun, Huaming,Wang, Chao. "Asymmetric Hydrogenation of Racemic Allylic Alcohols via an Isomerization-Dynamic Kinetic Resolution Cascade". supporting information. p. 3804 - 3809. Retrieved 2022/02/05.
• 2、 Devi Priya, Duraipandi,Mohana Roopan, Selvaraj. "Claisen-Schmidt, aza-Michael, cyclization via cascade strategy toward microwave promoted synthesis of imidazo[2,1-b]quinazolines". . p. 1813 - 1834. Retrieved 2020/05/25.