1,5-Diphenylnaphthalene

Base Information

• Chemical Name: 1,5-Diphenylnaphthalene
• CAS No.: 22021-59-6
• Molecular Formula: C22H16
• Molecular Weight: 280.36200
• DSSTox Substance ID: DTXSID40704732
• Nikkaji Number: J700.201G
• Wikidata: Q82637248
• Mol file: 22021-59-6.mol

Synonyms:1,5-Diphenylnaphthalene;22021-59-6;1,5-diphenyl-naphthalene;DTXSID40704732;GIDPCSPSPNTNGC-UHFFFAOYSA-N;FT-0729708

Chemical Property of 1,5-Diphenylnaphthalene

Chemical Property:

• PSA: 0.00000
• LogP: 6.17380
• XLogP3: 6.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 280.125200510
• Heavy Atom Count: 22
• Complexity: 300

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC3=C2C=CC=C3C4=CC=CC=C4

Technology Process of 1,5-Diphenylnaphthalene

There total 5 articles about 1,5-Diphenylnaphthalene 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: 71.0%

(Z)-2-(2-amino-4-(trifluoromethyl)phenyl)-3-(2-bromophenyl)acrylonitrile → 8-(trifluoromethyl)-6H-indolo[2,3-b]quinoline (22021-59-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 120 ℃; for 24h;

DOI:10.1021/acs.orglett.9b00287

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → 8-(trifluoromethyl)-6H-indolo[2,3-b]quinoline (22021-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyrrolidine / methanol / 0.17 h / 20 °C

1.2: 2 h / 70 °C

2.1: hydrogenchloride / ethanol; water / 6 h / 20 °C

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 24 h / 120 °C

With pyrrolidine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.9b00287

Reference yield:

(Z)-3-(2-bromophenyl)-2-(2-nitro-4-(trifluoromethyl)phenyl)acrylonitrile → 8-(trifluoromethyl)-6H-indolo[2,3-b]quinoline (22021-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / ethanol; water / 6 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 24 h / 120 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.9b00287

upstream raw materials:

1,5-naphthalenediamine

benzene

ortho-bromobenzaldehyde

Refernces